Name: 653-30-5|2-(Perfluorophenyl)acetonitrile|98%
Brand: Ambeed
SKU: A611050
Price: 12.0 USD
Availability: InStock
Rating: 90 (25 reviews)

1
[ 392-56-3 ]
[ 653-30-5 ]
[ 42238-34-6 ]

Yield	Reaction Conditions	Operation in experiment
25%	With sodium hydride In N,N-dimethyl-formamide Ambient temperature;
	With sodium hydride

Reference： [1]Filler, Robert; Fiebig, August E.; Pelister, M. Yavuz [Journal of Organic Chemistry, 1980, vol. 45, # 7, p. 1290 - 1295]
[2]Vlasov,V.M.; Yakobson,G.G. [Journal of Organic Chemistry USSR (English Translation), 1973, vol. 9, p. 1051 - 1056][Zhurnal Organicheskoi Khimii, 1973, vol. 9, # 5, p. 1024 - 1031]

2
[ 653-30-5 ]
[ 134521-71-4 ]
[ 134521-71-4 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydroxide; tetrabutyl-ammonium chloride In tetrachloromethane at 45℃; for 1.5h;

Reference： [1]Nakayama, Yasuhide; Inukai, Kazuo; Hayashi, Koichiro; Irie, Masahiro [Bulletin of the Chemical Society of Japan, 1991, vol. 64, # 4, p. 1226 - 1230]

3
[ 653-30-5 ]
[ 91407-85-1 ]
[ 91407-86-2 ]

Yield	Reaction Conditions	Operation in experiment
1: 10% 2: 25%	With perchloryl fluoride; cesium fluoride In N,N-dimethyl-formamide at 40℃; for 0.666667h;

Reference： [1]Bardin, V. V.; Furin, G. G.; Yakobson, G. G. [Journal of Organic Chemistry USSR (English Translation), 1984, vol. 20, p. 514 - 519][Zhurnal Organicheskoi Khimii, 1984, vol. 20, # 3, p. 567 - 573]

4
[ 143-33-9 ]
[ 1765-40-8 ]
[ 653-30-5 ]

Yield	Reaction Conditions	Operation in experiment
63%	With tetrabutyl-ammonium chloride In tetrahydrofuran; water for 0.166667h;

Reference： [1]Nakayama, Yasuhide; Inukai, Kazuo; Hayashi, Koichiro; Irie, Masahiro [Bulletin of the Chemical Society of Japan, 1991, vol. 64, # 4, p. 1226 - 1230]

5
[ 151-50-8 ]
[ 1765-40-8 ]
[ 653-30-5 ]
[ 124614-44-4 ]

Yield	Reaction Conditions	Operation in experiment
1: 19% 2: 78%	In ethanol at 75 - 80℃; for 0.75h;

Reference： [1]Filler, Robert; Woods, Sarah M.; White, William L. [Canadian Journal of Chemistry, 1989, vol. 67, p. 1837 - 1841]

6
[ 1765-40-8 ]
[ 653-30-5 ]
[ 124614-44-4 ]

Yield	Reaction Conditions	Operation in experiment
1: 78% 2: 19%	With potassium cyanide In ethanol at 75 - 80℃; for 0.75h;

Reference： [1]Filler, Robert; Woods, Sarah M.; White, William L. [Canadian Journal of Chemistry, 1989, vol. 67, p. 1837 - 1841]

7
[ 653-30-5 ]
[ 1583-76-2 ]

Yield	Reaction Conditions	Operation in experiment
85%	Stage #1: (pentafluorophenyl)acetonitrile With aluminum (III) chloride; lithium aluminium tetrahydride In diethyl ether at 20℃; Stage #2: With water In diethyl ether	1 370 mg of LiAIH4 are suspended in 10 ml of dry diethyl ether. 1.24 g of AICb are then dissolved in 6 ml of ether and added rapidly to the suspension. After 5 min, 2.00 g of pentafluorophenylacetonitrile dissolved in 6 ml of ether are slowly added dropwise. After stirring at room temperature for one hour, the remaining LiAIH4 is quenched cautiously with water, then 16 ml of 6N sulfuric acid and 8 ml of water are added. In a separating funnel, the ether phase is removed and the aqueous phase is extracted by shaking twice with 20 ml each time of ether. Finally, the aqueous phase is brought to pH 11 with KOH pellets while cooling with an ice bath, and the aqueous phase is once again extracted by shaking three times with 30 ml each time of ether. These three organic phases are combined and dried over sodium sulfate, and the solvent is removed under gentle vacuum.Yield: 1.70 g (0.85 mmol, 85% of theory)1H NMR (400 MHz, CDCI3, TMS): δ = 2.95 (t, 2H, 3J=7.2 Hz), 2.83 (t, 2H, 3J=7.2 Hz)
81%	With aluminum (III) chloride; lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 1h;
73%	With lithium aluminium tetrahydride; aluminium trichloride In diethyl ether for 1h;

67%	With sodium tetrahydroborate; trifluoroacetic acid In tetrahydrofuran at 20℃; for 4h; Inert atmosphere;	2-(Pentafluorophenyl)ethanamine (5). To a stirred suspension of NaBH4 (12.4 g, 324 mmol) in dry THF (200mL) under predried argon was added CF3CO2H (36.9 g, 324 mmol) in dry THF (30 mL) over a period of 10 minat 20 oC. 2,3,4,5,6-Pentafluorophenylacetonitrile (4) (67.07 g, 324 mmol) was then added dropwise in dry THF(30 mL), and the mixture was stirred at rt for 4 h after this addition. The excess reagent was then cautiouslydecomposed with H2O below 10 oC in an ice bath, and the resulting mixture was concentrated to dryness invacuo, and extracted with CH2Cl2. The extract was washed with saturated NaHCO3 solution, H2O, and driedover anhydrous Na2SO4. Concentration in vacuo yielded of 5 as a residual green oily layer (45.74 g, 67%), whichwas used without further purification for the preparation of 4,5,6,7-tetrafluoroindole. In order to characterizethe amine, a small amount was distilled to give a colorless liquid; bp 96-102 oC (33 Torr) (lit.27 bp 80-90 oC (20Torr)); IR (neat) 3350, 2940, 2860, 1660, 1525, 1510 cm-1; 1H NMR (CDCl3) δ 1.25 (m, 2H), 3.25 (m, 2H); UV(95% EtOH) λmax 225, 247 nm.
65%	With aluminum (III) chloride; lithium aluminium tetrahydride In tetrahydrofuran for 1h; Inert atmosphere;
50%	With lithium aluminium tetrahydride; aluminium trichloride In tetrahydrofuran at 0℃; for 1h;
	With lithium aluminium tetrahydride
	With LiAlH₄; sulfuric acid In diethyl ether; water	1 Preparation of 2-pentafluorophenylethylamine Example 1 Preparation of 2-pentafluorophenylethylamine 370 mg of LiAlH4 are suspended in 10 ml of dry diethyl ether. 1.24 g of AlCl3 are then dissolved in 6 ml of ether and added rapidly to the suspension. After 5 min, 2.00 g of pentafluorophenylacetonitrile dissolved in 6 ml of ether are slowly added dropwise. After stirring at room temperature for one hour, the remaining LiAlH4 is quenched cautiously with water, then 16 ml of 6N sulfuric acid and 8 ml of water are added. In a separating funnel, the ether phase is removed and the aqueous phase is extracted by shaking twice with 20 ml each time of ether. Finally, the aqueous phase is brought to pH 11 with KOH pellets while cooling with an ice bath, and the aqueous phase is once again extracted by shaking three times with 30 ml each time of ether. These three organic phases are combined and dried over sodium sulfate, and the solvent is removed under gentle vacuum. Yield: 1.70 g (0.85 mmol, 85% of theory) 1H NMR (400 MHz, CDCl3, TMS): δ=2.95 (t, 2H, 3J=7.2 Hz), 2.83 (t, 2H, 3J=7.2 Hz)

Reference： [1]Current Patent Assignee: BASF SE; STANFORD UNIVERSITY - WO2009/115553, 2009, A1 Location in patent: Page/Page column 24
[2]Nguyen, Thuy; Gamage, Thomas F.; Finlay, David B.; Decker, Ann M.; Langston, Tiffany L.; Barrus, Daniel; Glass, Michelle; Li, Jun-Xu; Kenakin, Terry P.; Zhang, Yanan [Journal of Medicinal Chemistry, 2022, vol. 65, # 1, p. 257 - 270]
[3]Filler, Robert; Chen, Wei; Woods, Sarah M. [Journal of Fluorine Chemistry, 1995, vol. 73, # 1, p. 95 - 100]
[4]James Gruver; Onyango, Evans O.; Gribble, Gordon W. [Arkivoc, 2018, vol. 2018, # 3, p. 144 - 152]
[5]Giese, Michael; Albrecht, Markus; Wiemer, Katharina; Valkonen, Arto; Rissanen, Kari [New Journal of Chemistry, 2012, vol. 36, # 6, p. 1368 - 1372]
[6]Das, Biplab Kumar; Shibata, Norio; Takeuchi, Yoshio [Journal of the Chemical Society. Perkin Transactions 1 (2001), 2002, vol. 2, # 2, p. 197 - 206]
[7]Barbour,A.K. et al. [Journal of the Chemical Society, 1961, p. 808 - 817]
[8]Current Patent Assignee: BASF SE; STANFORD UNIVERSITY - US2009/236591, 2009, A1

8
[ 151-50-8 ]
[ 653-35-0 ]
[ 653-30-5 ]

Reference： [1]Journal of the Chemical Society,1961,p. 808 - 817

9
[ 653-30-5 ]
[ 16264-67-8 ]
1-(2'-Pentafluorophenylethyl)-4,5,6,7-tetrafluoroindole [ No CAS ]

Reference： [1]Journal of Fluorine Chemistry,1995,vol. 73,p. 95 - 100

10
[ 653-30-5 ]
[ 19282-55-4 ]
1-(2'-Pentafluorophenylethyl)-4,5,6,7-tetrafluoroindoline [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride; potassium fluoride; hydrogen 1.) aq. EtOH, r.t., 1-3 atm, 2.) DMF, reflux, 4 h; Yield given. Multistep reaction;

Reference： [1]Filler, Robert; Chen, Wei; Woods, Sarah M. [Journal of Fluorine Chemistry, 1995, vol. 73, # 1, p. 95 - 100]

11
[ 653-30-5 ]
[ 1583-76-2 ]
Bis(pentafluorophenylethyl)amine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride; hydrogen In ethanol Ambient temperature; Title compound not separated from byproducts;

Reference： [1]Filler, Robert; Chen, Wei; Woods, Sarah M. [Journal of Fluorine Chemistry, 1995, vol. 73, # 1, p. 95 - 100]

12
[ 653-30-5 ]
2-(2,3,4,5,6-Pentafluorophenyl)-acetamidine hydrochloride [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride; ammonia 1.) EtOH, a) from 0 deg C to RT, b) RT, 72 h, 2.) EtOH, RT, 3 h; Multistep reaction;

Reference： [1]Li, Qun; Chu, Daniel T. W.; Claiborne, Akiyo; Cooper, Curt S.; Lee, Cheuk M.; Raye, Kathleen; Berst, Kristine B.; Donner, Pamela; Wang, Weibo; Hasvold, Lisa; Fung, Anthony; Ma, Zhenkun; Tufano, Michael; Flamm, Robert; Shen, Linus L.; Baranowski, John; Nilius, Angela; Alder, Jeff; Meulbroek, Jonathan; Marsh, Kennan; Crowell, DeAnne; Hui, Yuhua; Seif, Louis; Melcher, Laura M.; Henry, Rodger; Spanton, Steven; Faghih, Ramin; Klein, Larry L.; Tanaka, S. Ken; Plattner, Jacob J. [Journal of Medicinal Chemistry, 1996, vol. 39, # 16, p. 3070 - 3088]

13
[ 653-30-5 ]
4-Chloro-5-pentafluorophenyl-[1,2,3]dithiazol-2-ylium; chloride [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
63%	With disulfur dichloride; tetrabutyl-ammonium chloride In dichloromethane for 240h;

Reference： [1]Barclay, Tosha M.; Beer, Leanne; Cordes, A. Wallace; Oakley, Richard T.; Preuss, Kathryn E.; Taylor, Nicholas J.; Reed, Robert W. [Chemical Communications, 1999, # 6, p. 531 - 532]

14
[ 6940-76-7 ]
[ 653-30-5 ]
5-chloro-2-pentafluorophenyl-pentanenitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With lithium diisopropyl amide In tetrahydrofuran; cyclohexane at -78 - 20℃; for 1h;

Reference： [1]Ng, Howard P.; Karen, May; Bauman, John G.; Ghannam, Ameen; Islam, Imadul; Liang, Meina; Horuk, Richard; Hesselgesser, Joseph; Snider, R. Michael; Perez, H. Daniel; Morrissey, Michael M. [Journal of Medicinal Chemistry, 1999, vol. 42, # 22, p. 4680 - 4694]

15
[ 653-30-5 ]
[ 2711-79-7 ]
1-(α-cyanopentafluorobenzyl)-4-nitroanthraquinone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
126 mg	With potassium hydroxide In dimethyl sulfoxide at 20℃; for 0.5h;

Reference： [1]Tabatskaya; Beregovaya [Russian Journal of Organic Chemistry, 2001, vol. 37, # 3, p. 410 - 415]

16
[ 653-30-5 ]
[ 6337-82-2 ]
[ 82-42-8 ]
1-hydroxy-4-(α-cyanopentafluorobenzyl)anthraquinone [ No CAS ]
1-(α-cyanopentafluorobenzyl)-4-nitroanthraquinone [ No CAS ]
2-amino-6-chloro-1,3-bis(pentafluorophenyl)benzanthrone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With potassium hydride In dimethyl sulfoxide at 20℃; for 0.0833333h; Further byproducts given;

Reference： [1]Tabatskaya; Beregovaya [Russian Journal of Organic Chemistry, 2001, vol. 37, # 3, p. 410 - 415]

17
[ 653-30-5 ]
[ 6337-82-2 ]
[ 81-65-2 ]
1-(α-cyanopentafluorobenzyl)-4-chloroanthraquinone [ No CAS ]
1-(α-cyanopentafluorobenzyl)-4-nitroanthraquinone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With potassium hydroxide In dimethyl sulfoxide at 20℃; for 0.5h;

Reference： [1]Tabatskaya; Beregovaya [Russian Journal of Organic Chemistry, 2001, vol. 37, # 3, p. 410 - 415]

18
[ 653-30-5 ]
[ 36691-71-1 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: NaH 2: H₂SO₄ / (heating)
	Multi-step reaction with 3 steps 1: 25 percent / NaH / dimethylformamide / Ambient temperature 2: 27 percent / H₂SO₄ / ethanol / 10 h / Heating 3: 62 percent / p-TsOH / formic acid / 90 h / Heating

Reference： [1]Vlasov,V.M.; Yakobson,G.G. [Journal of Organic Chemistry USSR (English Translation), 1973, vol. 9, p. 1051 - 1056][Zhurnal Organicheskoi Khimii, 1973, vol. 9, # 5, p. 1024 - 1031]
[2]Filler, Robert; Fiebig, August E.; Pelister, M. Yavuz [Journal of Organic Chemistry, 1980, vol. 45, # 7, p. 1290 - 1295]

19
[ 653-30-5 ]
[ 42238-45-9 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: NaH 2: H₂SO₄ / (heating) 3: H₂SO₄
	Multi-step reaction with 2 steps 1: 25 percent / NaH / dimethylformamide / Ambient temperature 2: 27 percent / H₂SO₄ / ethanol / 10 h / Heating

Reference： [1]Vlasov,V.M.; Yakobson,G.G. [Journal of Organic Chemistry USSR (English Translation), 1973, vol. 9, p. 1051 - 1056][Zhurnal Organicheskoi Khimii, 1973, vol. 9, # 5, p. 1024 - 1031]
[2]Filler, Robert; Fiebig, August E.; Pelister, M. Yavuz [Journal of Organic Chemistry, 1980, vol. 45, # 7, p. 1290 - 1295]

20
[ 653-30-5 ]
[ 91407-89-5 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 10 percent / perchloryl fluoride; cesium fluoride / dimethylformamide / 0.67 h / 40 °C 2: 65 percent / 80percent aq. H₂SO₄; / acetic acid / 48 h / 20 °C

Reference： [1]Bardin, V. V.; Furin, G. G.; Yakobson, G. G. [Journal of Organic Chemistry USSR (English Translation), 1984, vol. 20, p. 514 - 519][Zhurnal Organicheskoi Khimii, 1984, vol. 20, # 3, p. 567 - 573]

21
[ 653-30-5 ]
[ 91407-90-8 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: 10 percent / perchloryl fluoride; cesium fluoride / dimethylformamide / 0.67 h / 40 °C 2: 65 percent / 80percent aq. H₂SO₄; / acetic acid / 48 h / 20 °C 3: 91 percent / diethyl ether / overnight

Reference： [1]Bardin, V. V.; Furin, G. G.; Yakobson, G. G. [Journal of Organic Chemistry USSR (English Translation), 1984, vol. 20, p. 514 - 519][Zhurnal Organicheskoi Khimii, 1984, vol. 20, # 3, p. 567 - 573]

22
[ 653-30-5 ]
[ 91407-88-4 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: 10 percent / perchloryl fluoride; cesium fluoride / dimethylformamide / 0.67 h / 40 °C 2: 65 percent / 80percent aq. H₂SO₄; / acetic acid / 48 h / 20 °C 3: 60 percent / sulfur tetrafluoride / CH₂Cl₂ / 6 h / 80 °C

Reference： [1]Bardin, V. V.; Furin, G. G.; Yakobson, G. G. [Journal of Organic Chemistry USSR (English Translation), 1984, vol. 20, p. 514 - 519][Zhurnal Organicheskoi Khimii, 1984, vol. 20, # 3, p. 567 - 573]

23
[ 653-30-5 ]
N-benzyloxycarbonylglycyl-N-(pentafluorophenylethyl)-2-methylalanine (N-tert-butyl)amide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 50 percent / AlCl₃; LiAlH₄ / tetrahydrofuran / 1 h / 0 °C 2: 45 percent / 3 Angstroem molecular sieves / methanol / 20 °C

Reference： [1]Das, Biplab Kumar; Shibata, Norio; Takeuchi, Yoshio [Journal of the Chemical Society. Perkin Transactions 1 (2001), 2002, vol. 2, # 2, p. 197 - 206]

24
[ 653-30-5 ]
[N-benzyloxycarbonylglycyl-N-(pentafluorophenylethyl)-2-methylalanyl]glycine ethyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 50 percent / AlCl₃; LiAlH₄ / tetrahydrofuran / 1 h / 0 °C 2: 51 percent / 3 Angstroem molecular sieves / methanol / 20 °C

Reference： [1]Das, Biplab Kumar; Shibata, Norio; Takeuchi, Yoshio [Journal of the Chemical Society. Perkin Transactions 1 (2001), 2002, vol. 2, # 2, p. 197 - 206]

25
[ 653-30-5 ]
4-(4-Chlorophenyl)-4-hydroxy-α-(2,3,4,5,6-pentafluorophenyl)-1-piperidinepentanenitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: LDA / cyclohexane; tetrahydrofuran / 1 h / -78 - 20 °C 2: tetrahydrofuran; cyclohexane / 65 °C

Reference： [1]Ng, Howard P.; Karen, May; Bauman, John G.; Ghannam, Ameen; Islam, Imadul; Liang, Meina; Horuk, Richard; Hesselgesser, Joseph; Snider, R. Michael; Perez, H. Daniel; Morrissey, Michael M. [Journal of Medicinal Chemistry, 1999, vol. 42, # 22, p. 4680 - 4694]

26
[ 653-30-5 ]
C₈ClF₅NS₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 63 percent / S₂Cl₂, n-Bu₄NCl / CH₂Cl₂ / 240 h 2: 27 percent / Ph₃Sb / liquid sulphur dioxide / 0.08 h / -70 °C

Reference： [1]Barclay, Tosha M.; Beer, Leanne; Cordes, A. Wallace; Oakley, Richard T.; Preuss, Kathryn E.; Taylor, Nicholas J.; Reed, Robert W. [Chemical Communications, 1999, # 6, p. 531 - 532]

27
[ 653-30-5 ]
5-Fluoro-4-hydroxy-2-(2,3,4,5,6-pentafluorobenzyl)pyrimidine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 1.) HCl, 2.) NH₃ / 1.) EtOH, a) from 0 deg C to RT, b) RT, 72 h, 2.) EtOH, RT, 3 h 2: Et₃N / methanol / 23 h / Heating

Reference： [1]Li, Qun; Chu, Daniel T. W.; Claiborne, Akiyo; Cooper, Curt S.; Lee, Cheuk M.; Raye, Kathleen; Berst, Kristine B.; Donner, Pamela; Wang, Weibo; Hasvold, Lisa; Fung, Anthony; Ma, Zhenkun; Tufano, Michael; Flamm, Robert; Shen, Linus L.; Baranowski, John; Nilius, Angela; Alder, Jeff; Meulbroek, Jonathan; Marsh, Kennan; Crowell, DeAnne; Hui, Yuhua; Seif, Louis; Melcher, Laura M.; Henry, Rodger; Spanton, Steven; Faghih, Ramin; Klein, Larry L.; Tanaka, S. Ken; Plattner, Jacob J. [Journal of Medicinal Chemistry, 1996, vol. 39, # 16, p. 3070 - 3088]

28
[ 653-30-5 ]
[ 139161-80-1 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: 1.) HCl, 2.) NH₃ / 1.) EtOH, a) from 0 deg C to RT, b) RT, 72 h, 2.) EtOH, RT, 3 h 2: Et₃N / methanol / 23 h / Heating 3: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, -78 deg C, 30 min

Reference： [1]Li, Qun; Chu, Daniel T. W.; Claiborne, Akiyo; Cooper, Curt S.; Lee, Cheuk M.; Raye, Kathleen; Berst, Kristine B.; Donner, Pamela; Wang, Weibo; Hasvold, Lisa; Fung, Anthony; Ma, Zhenkun; Tufano, Michael; Flamm, Robert; Shen, Linus L.; Baranowski, John; Nilius, Angela; Alder, Jeff; Meulbroek, Jonathan; Marsh, Kennan; Crowell, DeAnne; Hui, Yuhua; Seif, Louis; Melcher, Laura M.; Henry, Rodger; Spanton, Steven; Faghih, Ramin; Klein, Larry L.; Tanaka, S. Ken; Plattner, Jacob J. [Journal of Medicinal Chemistry, 1996, vol. 39, # 16, p. 3070 - 3088]

29
[ 653-30-5 ]
[ 16264-67-8 ]

Reference： [1]Journal of Fluorine Chemistry,1995,vol. 73,p. 95 - 100
[2]Journal of Fluorine Chemistry,1995,vol. 73,p. 95 - 100
[3]Journal of Fluorine Chemistry,1995,vol. 73,p. 95 - 100
[4]Arkivoc,2018,vol. 2018,p. 144 - 152

30
[ 653-30-5 ]
[ 19282-55-4 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 73 percent / LiAlH₄, AlCl₃ / diethyl ether / 1 h 2: 61 percent / KF / dimethylformamide / 4 h / Heating
	Multi-step reaction with 2 steps 1: H₂, conc. HCl / PtO₂ / aq. ethanol / 760 - 2280 Torr / Ambient temperature 2: 61 percent / KF / dimethylformamide / 4 h / Heating
	Multi-step reaction with 2 steps 1: sodium tetrahydroborate; trifluoroacetic acid / tetrahydrofuran / 4 h / 20 °C / Inert atmosphere 2: potassium fluoride / N,N-dimethyl-formamide / 3 h / Reflux; Inert atmosphere

Reference： [1]Filler, Robert; Chen, Wei; Woods, Sarah M. [Journal of Fluorine Chemistry, 1995, vol. 73, # 1, p. 95 - 100]
[2]Filler, Robert; Chen, Wei; Woods, Sarah M. [Journal of Fluorine Chemistry, 1995, vol. 73, # 1, p. 95 - 100]
[3]James Gruver; Onyango, Evans O.; Gribble, Gordon W. [Arkivoc, 2018, vol. 2018, # 3, p. 144 - 152]

31
[ 344-04-7 ]
[ 653-30-5 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: (i) Mg, (ii) /BRN= 636496/ 2: LiAlH₄ 3: PCl₅ 4: aq. ethanol
	Multi-step reaction with 4 steps 1: (i) Mg, (ii) /BRN= 636496/ 2: LiAlH₄ 3: aq. HBr, H₂SO₄ 4: aq. ethanol

Reference： [1]Barbour,A.K. et al. [Journal of the Chemical Society, 1961, p. 808 - 817]
[2]Barbour,A.K. et al. [Journal of the Chemical Society, 1961, p. 808 - 817]

32
[ 653-37-2 ]
[ 653-30-5 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: LiAlH₄ 2: PCl₅ 3: aq. ethanol
	Multi-step reaction with 3 steps 1: LiAlH₄ 2: aq. HBr, H₂SO₄ 3: aq. ethanol

Reference： [1]Barbour,A.K. et al. [Journal of the Chemical Society, 1961, p. 808 - 817]
[2]Barbour,A.K. et al. [Journal of the Chemical Society, 1961, p. 808 - 817]

33
[ 771-56-2 ]
[ 653-30-5 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: Cl₂ / Irradiation 2: aq. ethanol
	Multi-step reaction with 4 steps 1: Cl₂ / Irradiation 2: aq. K₂CO₃ / Heating 3: aq. HBr, H₂SO₄ 4: aq. ethanol
	Multi-step reaction with 2 steps 1: Br₂ / Irradiation 2: aq. ethanol

Reference： [1]Barbour,A.K. et al. [Journal of the Chemical Society, 1961, p. 808 - 817]
[2]Barbour,A.K. et al. [Journal of the Chemical Society, 1961, p. 808 - 817]
[3]Barbour,A.K. et al. [Journal of the Chemical Society, 1961, p. 808 - 817]

34
[ 827-15-6 ]
[ 653-30-5 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: (i) Mg, (ii) /BRN= 906769/ 2: LiAlH₄ 3: PCl₅ 4: aq. ethanol
	Multi-step reaction with 4 steps 1: (i) Mg, (ii) /BRN= 906769/ 2: LiAlH₄ 3: aq. HBr, H₂SO₄ 4: aq. ethanol

Reference： [1]Barbour,A.K. et al. [Journal of the Chemical Society, 1961, p. 808 - 817]
[2]Barbour,A.K. et al. [Journal of the Chemical Society, 1961, p. 808 - 817]

35
[ 440-60-8 ]
[ 653-30-5 ]

Reference： [1]Journal of the Chemical Society,1961,p. 808 - 817
[2]Journal of the Chemical Society,1961,p. 808 - 817

36
[ 653-35-0 ]
[ 653-30-5 ]

Reference： [1]Journal of the Chemical Society,1961,p. 808 - 817

37
[ 653-30-5 ]
[ 106-94-5 ]
[ 1030358-32-7 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydroxide; tetrabutylammomium bromide In dodecane; water; chlorobenzene at 35℃; for 24h;

Reference： [1]Makosza, Mieczysław; Chesnokov, Alexey [Tetrahedron, 2008, vol. 64, # 25, p. 5925 - 5932]

38
[ 653-30-5 ]
[ 107-08-4 ]
[ 1030358-32-7 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydroxide; tetra-(n-butyl)ammonium iodide In dodecane; water; chlorobenzene at 35℃; for 24h;

Reference： [1]Makosza, Mieczysław; Chesnokov, Alexey [Tetrahedron, 2008, vol. 64, # 25, p. 5925 - 5932]

39
[ 653-30-5 ]
1,2-dicyano-1,2-di(pentafluorophenyl)ethylene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
64%	With iodine; sodium methylate In methanol

Reference： [1]Location in patent: scheme or table Kayaköy, Selma; Gonca, Ergün [Inorganic Chemistry Communications, 2012, vol. 21, p. 28 - 31]

40
[ 653-30-5 ]
[ 1400280-36-5 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: ammonia / ethanol; water 2: phosphorus pentoxide / 20 °C

Reference： [1]Moussallem, Chady; Gohier, Frédéric; Mallet, Charlotte; Allain, Magali; Frre, Pierre [Tetrahedron, 2012, vol. 68, # 41, p. 8617 - 8621]

41
[ 653-30-5 ]
[ 1400280-37-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: ammonia / ethanol; water 2: phosphorus pentoxide / 20 °C

Reference： [1]Moussallem, Chady; Gohier, Frédéric; Mallet, Charlotte; Allain, Magali; Frre, Pierre [Tetrahedron, 2012, vol. 68, # 41, p. 8617 - 8621]

42
[ 653-30-5 ]
[ 1400280-38-7 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: ammonia / ethanol; water 2: phosphorus pentoxide / 20 °C

Reference： [1]Moussallem, Chady; Gohier, Frédéric; Mallet, Charlotte; Allain, Magali; Frre, Pierre [Tetrahedron, 2012, vol. 68, # 41, p. 8617 - 8621]

43
[ 653-30-5 ]
[ 106-51-4 ]
[ 1400280-34-3 ]

Yield	Reaction Conditions	Operation in experiment
40%	With ammonia In ethanol; water	1 7.2.1. 3,7-Bis(perfluorophenyl)benzo[1,2-b:4,5-b']difuran-2,6-diamine: 3 2,3,4,5,6-Pentafluorophenylacetonitrile 2 (7.1 ml, 3 equiv, 55.5 mmol) was added to a solution of 1,4-benzoquinone 1 (2.0 g, 18.5 mmol) in ethanol (50 mL) at room temperature. Then addition of an excess of aqueous solution of ammoniac (7.0 mL) resulted in a fast exothermic reaction and precipitation of a white solid. After 1 h stirring the solid was recovered by filtration and was washed with ethanol (25 mL). Drying under vacuum afforded 3.8 g (40%) of 3 as a white powder, which was used in the next step without any further purification.Mp: 260 °C. 1H NMR (DMSO-d6): 6.98 (s, 2H), 6.68 (s, 4H) ppm 19F NMR (DMSO-d6): -139.7 (dd, 4F, J=6.8 Hz, J=22.4 Hz), -162.3 (t, 2F, J=22.4 Hz), -165.8 (td, 4F, J=6.8 Hz, J=22.4 Hz) ppm 13C NMR (DMF-d7): 157.9, 146.9, 124.2, 108.7, 97.6, 75.5 ppm.IR: 3110, 1481 cm-1. Mass (MALDI-TOF):C22H6F10N2O2, Calcd 520.03 (M+), Found 519.4.Anal. Calcd for C22H6F10N2O2: C, 50.70; H,1.15; N, 5.38. Found: C, 50.59; H, 1.40; N, 5.33.
40%	With ammonium hydroxide
	With ammonium hydroxide In ethanol

With ammonium hydroxide In ethanol Inert atmosphere; Green chemistry;

Reference： [1]Moussallem, Chady; Gohier, Frédéric; Mallet, Charlotte; Allain, Magali; Frre, Pierre [Tetrahedron, 2012, vol. 68, # 41, p. 8617 - 8621]
[2]Moussallem, Chady; Allain, Magali; Gohier, Frédéric; Frère, Pierre [New Journal of Chemistry, 2021, vol. 45, # 19, p. 8647 - 8653]
[3]Moussallem, Chady; Gohier, Frédéric; Frère, Pierre [Tetrahedron Letters, 2015, vol. 56, # 36, p. 5116 - 5119]
[4]Faurie, Alexandre; Grolleau, Jérémie; Gohier, Frédéric; Allain, Magali; Legoupy, Stéphanie; Frère, Pierre [European Journal of Organic Chemistry, 2017, vol. 2017, # 19, p. 2707 - 2714]

44
potassium cyanide [ No CAS ]
[ 1765-40-8 ]
[ 653-30-5 ]

Yield	Reaction Conditions	Operation in experiment
68%	In ethanol; water at 50℃; for 5h;
46%	In ethanol; water at 50℃; for 5h;	As you can see in the above Scheme 12, 2 500 ml - neck (neck) in a flask, potassium cyanide (Potassium cyanide) (2.5 g, 38.3mmol) and the mixture is dissolved in 50 ml water. Ethanol (Ethanol) was added to 2,3,4,5,6-pentafluoro-benzyl bromide dissolved in 110 ml (Pentafluorobenzyl bromide) (10 g, 38.3 mmol) and the mixture was stirred for 5 hours at 50° C . Diethyl ether (Diethyl ether) to the extraction, and then distilled under reduced pressure, and then the dichloromethane (dichloromethane) and hexane (hexane) used for the column chromatography to 3.6 g (46%) of compound was obtained.

Reference： [1]Giese, Michael; Albrecht, Markus; Wiemer, Katharina; Valkonen, Arto; Rissanen, Kari [New Journal of Chemistry, 2012, vol. 36, # 6, p. 1368 - 1372]
[2]Current Patent Assignee: LG DISPLAY CO.,LTD. - KR2016/83249, 2016, A Location in patent: Paragraph 0081; 0082; 0083

45
[ 653-30-5 ]
cis-1,2-dicyano-1,2-di(pentafluorophenyl)ethylene [ No CAS ]
trans-1,2-dicyano-1,2-di(pentafluorophenyl)ethylene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
16 % de	With potassium <i>tert</i>-butylate; iodine In tetrahydrofuran at 0 - 20℃; Overall yield = 0.9 g;

Reference： [1]Stuzhin, Pavel A.; Goryachev, Maksim Yu.; Ivanova, Svetlana S.; Nazarova, Anna; Pimkov, Igor; Koifman, Oscar I. [Journal of Porphyrins and Phthalocyanines, 2013, vol. 17, # 8-9, p. 905 - 912]

46
[ 823-82-5 ]
[ 653-30-5 ]
C₂₂H₄F₁₀N₂O [ No CAS ]
C₂₂H₄F₁₀N₂O [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1: 15% 2: 40%	Stage #1: 2,5-diformylfurane; (pentafluorophenyl)acetonitrile With potassium <i>tert</i>-butylate In ethanol at 20℃; for 2.25h; Stage #2: With ammonium chloride In water

Reference： [1]Mallet, Charlotte; Moussallem, Chady; Faurie, Alexandre; Allain, Magali; Gohier, Frédéric; Skene, William G.; Frère, Pierre [Chemistry - A European Journal, 2015, vol. 21, # 21, p. 7944 - 7953]

47
[ 823-82-5 ]
[ 653-30-5 ]
C₂₂H₄F₁₀N₂O [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
45%	With ammonium hydroxide In ethanol for 1h;

Reference： [1]Mallet, Charlotte; Moussallem, Chady; Faurie, Alexandre; Allain, Magali; Gohier, Frédéric; Skene, William G.; Frère, Pierre [Chemistry - A European Journal, 2015, vol. 21, # 21, p. 7944 - 7953]

48
[ 653-30-5 ]
2,6-N-di[(5’-hexylthiophene-2’-yl)carboxylimino]-benzo[1,2-b:4,5-b’]difuran-3,7-di-pentafluorophenyl [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: ammonium hydroxide / ethanol 2: phosphorus pentoxide / ethyl acetate

Reference： [1]Moussallem, Chady; Gohier, Frédéric; Frère, Pierre [Tetrahedron Letters, 2015, vol. 56, # 36, p. 5116 - 5119]

49
[ 653-30-5 ]
2,6-N-di[(3’,4’-dihexyloxythiophene-2’-yl)carboxylimino]-benzo[1,2-b:4,5-b’]difuran-3,7-di-pentafluorophenyl [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: ammonium hydroxide / ethanol 2: phosphorus pentoxide / ethyl acetate

Reference： [1]Moussallem, Chady; Gohier, Frédéric; Frère, Pierre [Tetrahedron Letters, 2015, vol. 56, # 36, p. 5116 - 5119]

50
[ 653-30-5 ]
[ 109-77-3 ]
C₁₁H₃F₄N₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
66%	With sodium hydride In tetrahydrofuran at 70℃; for 18h;

Reference： [1]Li, Jun; Zhang, Guangwu; Holm, Daniella M.; Jacobs, Ian E.; Yin, Bin; Stroeve, Pieter; Mascal, Mark; Moulé, Adam J. [Chemistry of Materials, 2015, vol. 27, # 16, p. 5765 - 5774]

51
methyl 2-cyano-2-(pentafluorophenyl)acetate [ No CAS ]
[ 653-30-5 ]

Yield	Reaction Conditions	Operation in experiment
75%	With sulfuric acid; acetic acid In water for 15h; Reflux;

Reference： [1]Li, Jun; Zhang, Guangwu; Holm, Daniella M.; Jacobs, Ian E.; Yin, Bin; Stroeve, Pieter; Mascal, Mark; Moulé, Adam J. [Chemistry of Materials, 2015, vol. 27, # 16, p. 5765 - 5774]

52
[ 392-56-3 ]
[ 653-30-5 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: potassium carbonate / N,N-dimethyl-formamide / 6 h / 115 °C 2: acetic acid; sulfuric acid / water / 15 h / Reflux
	Multi-step reaction with 2 steps 1: potassium carbonate / N,N-dimethyl-formamide / 48 h / 20 °C 2: sulfuric acid; acetic acid / 16 h / Reflux
	Multi-step reaction with 2 steps 1: potassium carbonate / N,N-dimethyl-formamide; water / 3 h / 110 - 120 °C / Inert atmosphere 2: acetic acid; sulfuric acid / Reflux; Inert atmosphere

Multi-step reaction with 2 steps 1: potassium carbonate / N,N-dimethyl-formamide / 48 h / 20 °C 2: acetic acid; sulfuric acid / water / 16.5 h / 20 °C / Reflux

Reference： [1]Li, Jun; Zhang, Guangwu; Holm, Daniella M.; Jacobs, Ian E.; Yin, Bin; Stroeve, Pieter; Mascal, Mark; Moulé, Adam J. [Chemistry of Materials, 2015, vol. 27, # 16, p. 5765 - 5774]
[2]Current Patent Assignee: SAMSUNG SDI CO.,LTD.; DIC CORP. - CN102892859, 2016, B Current Patent Assignee: DIC CORP.; SAMSUNG SDI CO.,LTD. - TWI526418, 2016, B
[3]James Gruver; Onyango, Evans O.; Gribble, Gordon W. [Arkivoc, 2018, vol. 2018, # 3, p. 144 - 152]
[4]Current Patent Assignee: CHANGCHUN HAIPU RUNSI TECHNOLOGY CO LTD - CN109134311, 2019, A

53
[ 653-30-5 ]
C₁₃H₅F₄N₃O₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: sodium hydride / tetrahydrofuran / 18 h / 70 °C 2: sodium hydride / tetrahydrofuran / 48 h / 80 °C

Reference： [1]Li, Jun; Zhang, Guangwu; Holm, Daniella M.; Jacobs, Ian E.; Yin, Bin; Stroeve, Pieter; Mascal, Mark; Moulé, Adam J. [Chemistry of Materials, 2015, vol. 27, # 16, p. 5765 - 5774]

54
[ 653-30-5 ]
C₂₀H₁₉F₄N₃O₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: sodium hydride / tetrahydrofuran / 18 h / 70 °C 2: sodium hydride / tetrahydrofuran / 48 h / 80 °C 3: toluene-4-sulfonic acid / toluene / 9 h / 85 °C

Reference： [1]Li, Jun; Zhang, Guangwu; Holm, Daniella M.; Jacobs, Ian E.; Yin, Bin; Stroeve, Pieter; Mascal, Mark; Moulé, Adam J. [Chemistry of Materials, 2015, vol. 27, # 16, p. 5765 - 5774]

55
[ 653-30-5 ]
C₂₀H₁₇F₄N₃O₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: sodium hydride / tetrahydrofuran / 18 h / 70 °C 2: sodium hydride / tetrahydrofuran / 48 h / 80 °C 3: toluene-4-sulfonic acid / toluene / 9 h / 85 °C 4: bromine / water / 1.5 h

Reference： [1]Li, Jun; Zhang, Guangwu; Holm, Daniella M.; Jacobs, Ian E.; Yin, Bin; Stroeve, Pieter; Mascal, Mark; Moulé, Adam J. [Chemistry of Materials, 2015, vol. 27, # 16, p. 5765 - 5774]

56
[ 653-30-5 ]
tetrafluoromethyl-oxycarbonyltricyanoquinodimethane [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: sodium hydride / tetrahydrofuran / 18 h / 70 °C 2: sodium hydride / tetrahydrofuran / 48 h / 80 °C 3: bromine / water / 1 h

Reference： [1]Li, Jun; Zhang, Guangwu; Holm, Daniella M.; Jacobs, Ian E.; Yin, Bin; Stroeve, Pieter; Mascal, Mark; Moulé, Adam J. [Chemistry of Materials, 2015, vol. 27, # 16, p. 5765 - 5774]

57
[ 653-30-5 ]
C₁₇H₇F₆NO₂ [ No CAS ]
C₃₃H₇F₁₆N₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
25%	With pyridine; titanium tetrachloride In dichloromethane at -78 - 20℃; for 16h;	In the above reaction scheme 14. As you can see, 500 ml 2 - neck (neck) to the flask obtained in scheme 7 compound (2.0 g, 5.4mmol), the compound obtained in Scheme 12 (11.2 g, 54 mmol) were placed in dichloromethane (dichloromethane ) was dissolved in 300 ml, titanium (IV) chloride (5.9 ml, 54 mmol) and pyridine (pyridine) (8.7 ml, was added dropwise 108 mmol) slowly at -78 in turn. And the mixture was stirred under reflux for 16 hours. After the dropwise addition of distilled water under an ice bath (Ice bath) to terminate the reaction, distilled water and dichloromethane (dichloromethane) in the work-up (work up) and then with dichloromethane (dichloromethane) and hexane (hexane) by column chromatography. 1.0 g was obtained of the compound A41 (25%).

Reference： [1]Current Patent Assignee: LG DISPLAY CO.,LTD. - KR2016/83249, 2016, A Location in patent: Paragraph 0088; 0089; 0090

58
[ 653-30-5 ]
C₂₀H₇F₆N₃O [ No CAS ]
C₂₈H₇F₁₁N₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
44%	With pyridine; titanium tetrachloride In dichloromethane at -78 - 20℃; for 16h;	As shown in Scheme 13 above, 500 ml 2- neck (neck) of the compound obtained in Reaction Scheme 9, to the flask (0.84 g, 2.0mmol), compound (2.1 g, 10 mmol) obtained in Scheme 12 into dichloromethane (dichloromethane ) was dissolved in 250 ml, it was added dropwise titanium (IV) chloride (1.1 ml, 10 mmol) and pyridine (pyridine) (1.6 ml, 20 mmol) slowly at -78° C in turn. And the mixture was stirred under reflux for 16 hours. After the dropwise addition of distilled water under an ice bath (Ice bath) to terminate the reaction, distilled water and dichloromethane (dichloromethane) in the work-up (work up) and then with dichloromethane (dichloromethane) and hexane (hexane) by column chromatography. compound A40 was obtained in 0.54 g (44%)

Reference： [1]Current Patent Assignee: LG DISPLAY CO.,LTD. - KR2016/83249, 2016, A Location in patent: Paragraph 0084; 0085; 0086

59
[ 653-30-5 ]
[ 1510834-44-2 ]
C₃₀H₆F₁₀N₂S₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
68%	Stage #1: (pentafluorophenyl)acetonitrile With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 1h; Stage #2: 5,10-dibromo-naphtho[1,2-b:5,6-b']dithiophene With 1,1'-bis-(diphenylphosphino)ferrocene; tetrakis(triphenylphosphine) palladium⁽⁰⁾ In tetrahydrofuran; mineral oil for 10h; Heating;	3 Synthesis of Compound 3 Acetonitrile Aryl (207 mg, 1.0 mmol) and THF (5 mL) and dissolved in sodium hydride (60% in oil, 50 mg, 1.3 mmol) in at 0 ° C was added slowly and then for 1 hour at room temperature, stirring was dongan. Tetrakis (triphenylphosphine) palladium (58 mg, 0.05 mmol), 1,1'-bis (diphenylphosphino) ferrocene (55 mg, 0.1 mmol), 5,10-dibromonaphtho [1,2-b: 5,6-b '] added dithiophene (200 mg, 0.5 mmol) and the resulting mixture was stirred under heating for 10 hours. After the reaction was completed, it cooled to room temperature to give put water (10 mL) and HCl (1 M, 3 mL) was stirred for 1 hour. The resulting solid product was filtered and then washed with water and methanol. Was added to acetonitrile (10mL) added to the obtained solid to give an aqueous solution of bromine (2 mL) was stirred for 30 minutes. Again filtered and washed with acetonitrile, ethanol, hexane. Next, wash with hot chlorobenzene to obtain a solid-state compounds of three reddish black. (0.221mg, 68% yield)

Reference： [1]Current Patent Assignee: LG DISPLAY CO.,LTD. - KR2016/83235, 2016, A Location in patent: Paragraph 0110-0113

60
[ 823-82-5 ]
[ 653-30-5 ]
(Z)-5-(2-(perfluorophenyl)-2-cyanovinyl)furan-2-carbaldehyde [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
309 mg	With piperidine In chloroform Reflux;

Reference： [1]Faurie, Alexandre; Mallet, Charlotte; Allain, Magali; Skene; Frère, Pierre [New Journal of Chemistry, 2016, vol. 40, # 8, p. 6728 - 6734]

61
[ 823-82-5 ]
[ 653-30-5 ]
C₂₁H₅F₁₀NO [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: piperidine / chloroform / Reflux 2: metal tert-butoxide / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

Reference： [1]Faurie, Alexandre; Mallet, Charlotte; Allain, Magali; Skene; Frère, Pierre [New Journal of Chemistry, 2016, vol. 40, # 8, p. 6728 - 6734]

62
[ 653-30-5 ]
2-[-2,3-bis[cyano(2,3,4,5,6-pentafluorophenyl)methylidene]cyclopropylidene]-2-(2,3,4,5,6-pentafluorophenyl)acetonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: (pentafluorophenyl)acetonitrile With lithium hydride In diethylene glycol dimethyl ether at 0 - 20℃; for 0.25h; Stage #2: tetrachlorocyclopropane In diethylene glycol dimethyl ether at 0 - 20℃; for 44h; Stage #3: With hydrogen bromide; nitric acid; acetic acid for 1.5h;	Synthesis of radiotriene compounds General procedure: Lithium hydride (98%) was suspended in 600 ml of glyme and cooled to 0 ° C. 152 mmol of arylacetonitrile (k-o) was slowly added dropwise60 ml of glycolDimethyl ether. The ice bath was removed, and the mixture was heated to room temperature. After 15 minutes of stirring at room temperature, the mixture was recooled to 0 ° C and 40 mmol of tetrachlorocyclopropane was slowly added dropwise to 40 ml of glycolDimethyl ether. Stirring was continued for 44 hours after heating to room temperature. The mixture was then added to 1.2 liters of ice water and acidified with hydrochloric acid (ρ H = 1). The aqueous solution was extracted three times with 500 ml each of ethyl acetate and the cleaned organic phase was first washed with a saturated edible salt solution, then with water, then with sodium bicarbonate solution and finally with water. Dried over magnesium sulfate and the solvent removed in vacuo. The retained dark brown oil was used in the next synthesis without purification. The material was dissolved in 1.4 liters of glacial acetic acid and mixed in a dropwise manner with stirring under a pre-prepared mixture of 360 ml (48%) of hydrobromic acid and 120 ml (65%) of nitric acid. Stir for 1.5 hours and then filter. The red solid was washed with water,Dried in vacuum and subsequently purified by gradient sublimation (p_t)

Reference： [1]Current Patent Assignee: SAMSUNG SDI CO.,LTD.; DIC CORP. - CN102892859, 2016, B Location in patent: Paragraph 0073; 0076

63
[ 2340-87-6 ]
[ 653-30-5 ]

Yield	Reaction Conditions	Operation in experiment
97%	With sulfuric acid; acetic acid In water at 20℃; for 16.5h; Reflux;	2.2 Step2: Add in the reactorIntermediate A-2-1 (2.79 g, 10 mmol),50% acetic acid (4.10 mL) and sulfuric acid (0.2 mL),Stir after 16 hours of reflux,After the mixture is cooled to room temperature,The reaction was terminated by dropwise addition of 10 mL of cold distilled water.After stirring for 0.5 h,The reaction mixture was extracted with distilled water and chloroform.It was then concentrated to give intermediate A-2-2 (1.95 g, 97%).
82%	With sulfuric acid; acetic acid Reflux; Inert atmosphere;	2,3,4,5,6-Pentafluorophenylacetonitrile (4). Ethyl a-cyanopentafluorophenylacetate (105.3 g, 397 mmol) was refluxed for 12 h in 50% AcOH (300 mL) containing H2SO4 (conc., 10 mL). The mixture was then cooled to rt,diluted with an equal volume of H2O, stirred, and a viscous, dark layer settled to the bottom of the flask. The mixture was chilled in an ice bath, the top layer was decanted until the remaining mixture consisted mostly of the dark layer, which was then transferred to a separatory funnel, where the remaining water layer was removed. The dark layer was then extracted with Et2O, and the ethereal layers were combined, washed withH2O, saturated NaHCO3 solution, and dried (MgSO4) to yield 79.74 g of crude pentafluorophenylacetonitrile.Distillation gave 67.1 g (324 mmol, 82%) of 4: bp 65 oC (0.20 Torr) (lit.27 bp 105-107 oC (8 Torr)). IR (neat) 2975,2260, 1660, 1540, 1140 cm-1; mass spectrum, m/e 207 (M+, 100%), 188, 181, 161, 157, 117, 93, 69.
	With sulfuric acid; acetic acid for 16h; Reflux;	Aryl cyanoacetate (FJ) of the whole amount in 84ml of acetic acid (50%) with 4.15ml of concentrated sulfuric acid were heated together to reflux for 16 hours manner.After cooling, pour the entire amount was poured onto 120ml of ice water and stirred for 30 minutes.Phase separation occurs and the aqueous phase extracted with chloroform use 100ml.Purified organic phase and subsequent use 100ml water to wash use 100ml saturated sodium bicarbonate.After drying over magnesium sulfate and the solvent was removed, in accordance with the vacuum distillation as a colorless oil (ko).

With sulfuric acid; acetic acid for 16h; Reflux;

Synthesis of 3-carboxylene Compounds General procedure: The whole amount of arylcyanoacetate (f-j) was heated with reflux of 415 ml of concentrated sulfuric acid in 84 ml of acetic acid (50%) for 16 hours. After cooling, the whole amount was poured into 120 ml of ice water and stirred for 30 minutes. The phases were separated and the aqueous phase was extracted with 10 ml of chloroform. The organic phase was then washed with 100 m of ice and washed with 100 ml of saturated sodium carbonate solution. After drying with magnesium sulfate and after removal of the solvent, the remaining material was distilled in vacuo to give a colorless oil (k-o).

Reference： [1]Current Patent Assignee: CHANGCHUN HAIPU RUNSI TECHNOLOGY CO LTD - CN109134311, 2019, A Location in patent: Paragraph 0090; 0091; 0093
[2]James Gruver; Onyango, Evans O.; Gribble, Gordon W. [Arkivoc, 2018, vol. 2018, # 3, p. 144 - 152]
[3]Current Patent Assignee: SAMSUNG SDI CO.,LTD.; DIC CORP. - CN102892859, 2016, B Location in patent: Paragraph 0075
[4]Current Patent Assignee: DIC CORP.; SAMSUNG SDI CO.,LTD. - TWI526418, 2016, B Location in patent: Paragraph 0052

64
[ 6262-42-6 ]
[ 653-30-5 ]
2-[-2,3-bis[cyano(2,3,4,5,6-pentafluorophenyl)methylidene]cyclopropylidene]-2-(2,3,4,5,6-pentafluorophenyl)acetonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: (pentafluorophenyl)acetonitrile With lithium hydride at 0 - 20℃; for 0.25h; Stage #2: 1,2,3,3-tetrachlorocyclopropene at 0 - 40℃;	Synthesis of 3-carboxylene Compounds General procedure: lithium hydride (98%) was suspended in 600 mL of polyethylene glycol dimethyl ether and cooled to 0 °C. A 52 mmo aryl acetonitrile (k-o) was added dropwise to 60 mL of polyethylene glycol dimethyl ether. Remove the ice bath and allow the reaction to warm to room temperature. After stirring at room temperature for 15 minutes' the mixture was again cooled to 0 °C and 40.0 °C was slowly added dropwise to 40 mL of polyethylene glycol dimethyl ether. The mixture was then forced to 1.2 U water and acidified with hydrochloric acid (ρΗ = 1). Will be extracted three times by shaking the aqueous solution, each of which is extracted with 50 mL of ethyl acetate and the organic phase is washed first in a saturated saline solution and then washed with water and then with sodium bicarbonate Wash 'and finally wash again with water. It was dried over magnesium sulfate and the solvent was removed in vacuo. Will be left deepThe brown oil was used in the following synthesis without further purification The material was dissolved in 1.4 U7JC acetic acid and the previously prepared mixture of 360 mL hydrobromic acid (48%) and 120 mL nitric acid (65%) was added dropwise with stirring. The mixture was stirred for 1.5 hours and then filtered. The resulting red solid was washed with water, dried in vacuo, and then purified by gradient sublimation (p-t).

Reference： [1]Current Patent Assignee: DIC CORP.; SAMSUNG SDI CO.,LTD. - TWI526418, 2016, B Location in patent: Paragraph 0053

65
[ 653-30-5 ]
C₂₆H₂₈N₂O₂ [ No CAS ]
C₄₂H₂₈F₁₀N₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
61%	With pyridine; titanium tetrachloride In dichloromethane for 24h;	2 Example 2: Preparation of Compound HT1 4.01 g (10 mmol) of intermediate A-1, 9.53 g (46 mmol)2,3,4,5,6-pentafluorophenylacetonitrile,17.26 g (91 mmol) of titanium tetrachloride was added to the reaction flask.Add 7.2 ml (91 mmol) of pyridine and 58 ml of dichloromethane.Reaction for 24 hours,Filtering,The filtrate is distilled off under reduced pressure to remove the organic solvent.Purification by column chromatography with ethyl acetate/cyclohexane system.Finally recrystallized in a dichloromethane/petroleum ether system,4.75 g (6.1 mmol) of compound HT1 (yield 61%) was obtained.

Reference： [1]Current Patent Assignee: CHANGCHUN HAIPU RUNSI TECHNOLOGY CO LTD - CN108276416, 2018, A Location in patent: Paragraph 0058; 0059

66
[ 653-30-5 ]
4-[(4,5,6,7-tetrafluoroindol-2-yl)carbonyl]pyridine-3-carboxylic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 6 steps 1.1: sodium tetrahydroborate; trifluoroacetic acid / tetrahydrofuran / 4 h / 20 °C / Inert atmosphere 2.1: potassium fluoride / N,N-dimethyl-formamide / 3 h / Reflux; Inert atmosphere 3.1: sodium hydroxide / water / 10 h / 20 °C / Inert atmosphere 4.1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 12 h / Reflux; Inert atmosphere 5.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 4 h / -50 - 20 °C / Inert atmosphere 5.2: -100 - 20 °C / Inert atmosphere 6.1: potassium carbonate / water; methanol / 4.5 h / Inert atmosphere; Reflux
	Multi-step reaction with 6 steps 1.1: sodium tetrahydroborate; trifluoroacetic acid / tetrahydrofuran / 4 h / 20 °C / Inert atmosphere 2.1: potassium fluoride / N,N-dimethyl-formamide / 3 h / Reflux; Inert atmosphere 3.1: manganese(IV) oxide / benzene / 60 h / 20 - 30 °C / Molecular sieve; Inert atmosphere 4.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 8.67 h / -78 - 20 °C / Inert atmosphere 4.2: -78 - 20 °C / Inert atmosphere 5.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 4 h / -50 - 20 °C / Inert atmosphere 5.2: -100 - 20 °C / Inert atmosphere 6.1: potassium carbonate / water; methanol / 4.5 h / Inert atmosphere; Reflux

Reference： [1]James Gruver; Onyango, Evans O.; Gribble, Gordon W. [Arkivoc, 2018, vol. 2018, # 3, p. 144 - 152]
[2]James Gruver; Onyango, Evans O.; Gribble, Gordon W. [Arkivoc, 2018, vol. 2018, # 3, p. 144 - 152]

67
[ 653-30-5 ]
7,8,9,10-tetrafluoroindolo[2,1-g]isoquinoline-5,12-dione [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 7 steps 1.1: sodium tetrahydroborate; trifluoroacetic acid / tetrahydrofuran / 4 h / 20 °C / Inert atmosphere 2.1: potassium fluoride / N,N-dimethyl-formamide / 3 h / Reflux; Inert atmosphere 3.1: manganese(IV) oxide / benzene / 60 h / 20 - 30 °C / Molecular sieve; Inert atmosphere 4.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 8.67 h / -78 - 20 °C / Inert atmosphere 4.2: -78 - 20 °C / Inert atmosphere 5.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 4 h / -50 - 20 °C / Inert atmosphere 5.2: -100 - 20 °C / Inert atmosphere 6.1: potassium carbonate / water; methanol / 4.5 h / Inert atmosphere; Reflux 7.1: acetic anhydride / 24 h / 80 - 90 °C / Inert atmosphere
	Multi-step reaction with 7 steps 1.1: sodium tetrahydroborate; trifluoroacetic acid / tetrahydrofuran / 4 h / 20 °C / Inert atmosphere 2.1: potassium fluoride / N,N-dimethyl-formamide / 3 h / Reflux; Inert atmosphere 3.1: sodium hydroxide / water / 10 h / 20 °C / Inert atmosphere 4.1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 12 h / Reflux; Inert atmosphere 5.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 4 h / -50 - 20 °C / Inert atmosphere 5.2: -100 - 20 °C / Inert atmosphere 6.1: potassium carbonate / water; methanol / 4.5 h / Inert atmosphere; Reflux 7.1: acetic anhydride / 24 h / 80 - 90 °C / Inert atmosphere

Reference： [1]James Gruver; Onyango, Evans O.; Gribble, Gordon W. [Arkivoc, 2018, vol. 2018, # 3, p. 144 - 152]
[2]James Gruver; Onyango, Evans O.; Gribble, Gordon W. [Arkivoc, 2018, vol. 2018, # 3, p. 144 - 152]

68
[ 653-30-5 ]
1-(phenylsulfonyl)-4,5,6,7-tetrafluoroindoline [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: sodium tetrahydroborate; trifluoroacetic acid / tetrahydrofuran / 4 h / 20 °C / Inert atmosphere 2: potassium fluoride / N,N-dimethyl-formamide / 3 h / Reflux; Inert atmosphere 3: sodium hydroxide / water / 10 h / 20 °C / Inert atmosphere

Reference： [1]James Gruver; Onyango, Evans O.; Gribble, Gordon W. [Arkivoc, 2018, vol. 2018, # 3, p. 144 - 152]

Type	HazMat fee for 500 gram (Estimated)
Excepted Quantity	USD 0.00
Limited Quantity	USD 15-60
Inaccessible (Haz class 6.1), Domestic	USD 80+
Inaccessible (Haz class 6.1), International	USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic	USD 100+
Accessible (Haz class 3, 4, 5 or 8), International	USD 200+

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
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CAS No. :	653-30-5	MDL No. :	MFCD00013814
Formula :	C₈H₂F₅N	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	YDNOJUAQBFXZCR-UHFFFAOYSA-N
M.W :	207.10	Pubchem ID :	69554
Synonyms :

Num. heavy atoms :	14
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.12
Num. rotatable bonds :	1
Num. H-bond acceptors :	6.0
Num. H-bond donors :	0.0
Molar Refractivity :	35.75
TPSA :	23.79 Å²

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-5.99 cm/s

[ CAS No. 653-30-5 ]

Quality Control of [ 653-30-5 ]

Related Doc. of [ 653-30-5 ]

Product Details of [ 653-30-5 ]

Calculated chemistry of [ 653-30-5 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 653-30-5 ]

Application In Synthesis of [ 653-30-5 ]

[ 653-30-5 ] Synthesis Path-Downstream 1~68

Related Functional Groups of
[ 653-30-5 ]

Fluorinated Building Blocks

Aryls

Nitriles

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Log Po/w (iLOGP) :	1.57
Log Po/w (XLOGP3) :	2.22
Log Po/w (WLOGP) :	4.55
Log Po/w (MLOGP) :	3.89
Log Po/w (SILICOS-IT) :	4.28
Consensus Log Po/w :	3.3

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.55

Log S (ESOL) :	-2.77
Solubility :	0.349 mg/ml ; 0.00168 mol/l
Class :	Soluble
Log S (Ali) :	-2.35
Solubility :	0.916 mg/ml ; 0.00442 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-4.29
Solubility :	0.0106 mg/ml ; 0.0000512 mol/l
Class :	Moderately soluble

PAINS :	0.0 alert
Brenk :	2.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.68

Signal Word:	Danger	Class:	6.1
Precautionary Statements:	P260-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P311-P312-P321-P322-P330-P332+P313-P337+P313-P361-P362-P363-P403+P233-P405-P501	UN#:	3276
Hazard Statements:	H301-H311-H315-H319-H331	Packing Group:	Ⅲ
GHS Pictogram:

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

[ CAS No. 653-30-5 ]

Quality Control of [ 653-30-5 ]

Related Doc. of [ 653-30-5 ]

Product Details of [ 653-30-5 ]

Calculated chemistry of [ 653-30-5 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 653-30-5 ]

Application In Synthesis of [ 653-30-5 ]

[ 653-30-5 ] Synthesis Path-Downstream 1~68

Related Functional Groups of [ 653-30-5 ]

Fluorinated Building Blocks

Aryls

Nitriles

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 653-30-5 ]