[ CAS No. 4920-84-7 ]

Name: 4920-84-7|2,4-Dimethoxy-1-nitrobenzene|98%
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Quality Control of [ 4920-84-7 ]

COA NMR CNMR HPLC LC-MS

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Product Details of [ 4920-84-7 ]

CAS No. :	4920-84-7	MDL No. :	MFCD00024210
Formula :	C₈H₉NO₄	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	-
M.W :	183.16 g/mol	Pubchem ID :	-
Synonyms :

Safety of [ 4920-84-7 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P280-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H332-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 4920-84-7 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 4920-84-7 ]
Downstream synthetic route of [ 4920-84-7 ]

[ 4920-84-7 ] Synthesis Path-Upstream 1~5

1
[ 446-35-5 ]
[ 865-33-8 ]
[ 446-38-8 ]
[ 448-19-1 ]
[ 4920-84-7 ]

Reference： [1] Tetrahedron Letters, 2009, vol. 50, # 27, p. 3776 - 3779

2
[ 446-35-5 ]
[ 865-33-8 ]
[ 446-38-8 ]
[ 448-19-1 ]
[ 4920-84-7 ]

Reference： [1] Tetrahedron Letters, 2009, vol. 50, # 27, p. 3776 - 3779

3
[ 446-35-5 ]
[ 124-41-4 ]
[ 448-19-1 ]
[ 4920-84-7 ]

Reference： [1] Recueil des Travaux Chimiques des Pays-Bas, 1916, vol. 35, p. 142[2] Chem. Zentralbl., 1913, vol. 84, # II, p. 760

4
[ 4920-84-7 ]
[ 704-14-3 ]

Yield	Reaction Conditions	Operation in experiment
89%	With aluminum (III) chloride In dichloromethane for 5.5 h; Reflux	A solution of 2,4-dimethoxynitrobenzene (2.0 g, 10.9 mmol) in 360 mL of CH2Cl2 was cooled to 0 °C and 2.91 g of AlCl3 (21.3 mmol) were portionwise added. The mixture was heated to reflux for 5.5 h (development of a bright red color). After cooling to RT, 10percent aqueous HCl was added dropwise and the mixture was extracted three times with CH2Cl2. The combined organic layers were dried with MgSO4. After solvent removal under reduced pressure the crude product was purified bychromatography (c-hex/EtOAc = 10:1) to afford 5-methoxy-2-nitrophenol (11) as ayellow solid (1.64 g, 9.69 mmol, 89percent).

Reference： [1] Synthetic Communications, 2009, vol. 39, # 11, p. 2053 - 2057
[2] Synlett, 2015, vol. 26, # 10, p. 1395 - 1397

5
[ 6627-53-8 ]
[ 124-41-4 ]
[ 704-14-3 ]
[ 4920-84-7 ]

Reference： [1] Recueil des Travaux Chimiques des Pays-Bas, 1902, vol. 21, p. 325

[ 4920-84-7 ] Synthesis Path-Downstream 1~42

1
[ 611-06-3 ]
[ 124-41-4 ]
[ 4920-84-7 ]

Yield	Reaction Conditions	Operation in experiment
84%	In methanol for 25h; Heating;
	With methanol at 85℃;

Reference： [1]Osborne, Alan G.; Dimitrova, Galya T.; Galbally, Paul; Hughes, David D.; Jones, Clare; Lipman, Anthony L.; Wilstead, Nicola [Journal of Chemical Research, Miniprint, 2002, # 1, p. 124 - 148]
[2]Holleman; de Mooy [Recueil des Travaux Chimiques des Pays-Bas, 1916, vol. 35, p. 17,25]

2
[ 6627-53-8 ]
[ 124-41-4 ]
[ 704-14-3 ]
[ 4920-84-7 ]

Reference： [1]Recueil des Travaux Chimiques des Pays-Bas,1902,vol. 21,p. 325

3
[ 4920-84-7 ]
[ 778599-56-7 ]

Yield	Reaction Conditions	Operation in experiment
89%	With bromine In chloroform
82%	With N-Bromosuccinimide In neat (no solvent) at 20℃; for 1h; Milling; Green chemistry; regioselective reaction;	General procedure for synthesis of 2,4-dibromo-1-methoxy-3,5-dimethylbenzene(2b) in ball-milling. General procedure: 1-Methoxy-3,5-dimethylbenzene(100mg, 0.73 mmol), N-Bromosuccinimide (NBS,260 mg,1.46 mmol) and one ball (5 mmdiameter, stainless steel) were transferred to a milling jar (10 mL, stainlesssteel). The ball-milling operation was performed and the progress of reaction was monitored by TLC/1H NMR.[1]After completion, the reaction mixture was transferred into 30 mL ethyl acetate and cooled at 0 °C. The product was isolated as filtrate upon paper filtration and waste succinimide as precipitate. The resulting filtrate were concentrated in vacuo to isolate 250 mg (yield: 85%) of 2b as colourless powder. To test the efficiency in large scale, the reaction was also performed for the mono-bromination of 1-methoxy-3,5-dimethylbenzene in 1.3 g scale for 1 h and the product was isolated in 87% yield.[1] The milling apparatus was stopped and small portion of the sample was collected from the reaction jar to study either TLC/ proton NMR. Following, the reaction was started again andthis operation time was excluded for reporting the reaction timing.
82%	With N-Bromosuccinimide In neat (no solvent) at 20℃; for 1h; Milling; Green chemistry; regioselective reaction;	General procedure for synthesis of 2,4-dibromo-1-methoxy-3,5-dimethylbenzene(2b) in ball-milling. General procedure: 1-Methoxy-3,5-dimethylbenzene (100mg, 0.73 mmol), N-Bromosuccinimide (NBS,260 mg,1.46 mmol) and one ball (5 mmdiameter, stainless steel) were transferred to a milling jar (10 mL, stainlesssteel). The ball-milling operation was performed and the progress of reactionwas monitored by TLC/1H NMR.[1]After completion, the reaction mixture was transferred into 30 mL ethyl acetateand cooled at 0 °C. The product was isolated as filtrate upon paper filtrationand waste succinimide as precipitate. The resulting filtrate were concentrated in vacuoto isolate 250 mg (yield: 85%) of 2bas colourless powder. To test the efficiency in largescale, the reaction was also performed for the mono-bromination of1-methoxy-3,5-dimethylbenzene in 1.3 g scale for 1 h and the product wasisolated in 87% yield.[1] Themilling apparatus was stopped and small portion of the sample was collectedfrom the reaction jar to study either TLC/ proton NMR. Following, the reaction was started again andthis operation time was excluded for reporting the reaction timing.

	With chloroform; bromine
	With bromine In chloroform; toluene	29 1-Bromo-2,4-dimethoxy-5-nitro-benzene EXAMPLE 29 (METHOD 7C) 1-Bromo-2,4-dimethoxy-5-nitro-benzene To a solution of 2,4-dimethoxy-nitrobenzene (0.50 g) in chloroform (3 mL) is added dropwise a solution of bromine (0.23 g) in chloroform (1 mL) and the mixture is allowed to stir at room temperature for approximately 15 hours. Additional bromine (0.15 g) in chloroform (1 mL) is added and the reaction is stirred for an additional 4 hours. The mixture is then poured onto 5% aqueous sodium bisulfite and then extracted with chloroform. Pooled organic extracts are then washed successively with 5% aqueous sodium bisulfite then saturated sodium chloride, and then dried over anhydrous sodium sulfate. Removal of the solvent under reduced pressure and recrystallization of the residue from toluene provides the desired product as a yellow solid.
	With bromine In chloroform at 20℃; for 29h;
	With bromine In chloroform at 20℃; for 19h;	29.7C EXAMPLE 29 (METHOD 7C); 1-Bromo-2,4-dimethoxy-5-nitro-benzene To a solution of 2,4-dimethoxy-nitrobenzene (0.50 g) in chloroform (3 mL) is added dropwise a solution of bromine (0.23 g) in chloroform (1 mL) and the mixture is allowed to stir at room temperature for approximately 15 hours. Additional bromine (0.15 g) in chloroform (1 mL) is added and the reaction is stirred for an additional 4 hours. The mixture is then poured onto 5% aqueous sodium bisulfite and then extracted with chloroform. Pooled organic extracts are then washed successively with 5% aqueous sodium bisulfite then saturated sodium chloride, and then dried over anhydrous sodium sulfate. Removal of the solvent under reduced pressure and recrystallization of the residue from toluene provides the desired product as a yellow solid.
	With bromine In chloroform at 0 - 20℃; for 4h;	17 1,3-Dimethoxy-4-nitrobenzene (5.0 g, 27 mmol) in chloroform (50 ml) at 0°C, was treated with a solution of bromine (1.68 ml, 33 mmol) in chloroform (50 ml). The solution was stirred with warming to room temperature for 4 hours, washed with 10% sodium thiosulfate solution and brine then dried over anhydrous magnesium sulfate and concentrated in vacuo. The crude product was used without further purification(D17). MS (ES+) m/e 262/264 [M+H]+.

Reference： [1]Zornik, Denise; Meudtner, Robert M.; Ela Malah, Tamer; Thiele, Christina M.; Hecht, Stefan [Chemistry - A European Journal, 2011, vol. 17, # 5, p. 1473 - 1484]
[2]Bose, Anima; Mal, Prasenjit [Tetrahedron Letters, 2014, vol. 55, # 13, p. 2154 - 2156]
[3]Bose, Anima; Mal, Prasenjit [Tetrahedron Letters, 2015, vol. 55, # 13, p. 2154 - 2156]
[4]Kaneniwa [Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1955, vol. 75, p. 785][Yakugaku Zasshi, 1955, vol. 75, p. 791,794][Chem.Abstr., 1956, p. 4842]
[5]Current Patent Assignee: PFIZER INC - US6166028, 2000, A
[6]Current Patent Assignee: PFIZER INC - US6335350, 2002, B1 Location in patent: Example 29
[7]Current Patent Assignee: PFIZER INC - EP1137645, 2004, B1 Location in patent: Page 31
[8]Current Patent Assignee: GLAXOSMITHKLINE PLC - WO2006/10629, 2006, A1 Location in patent: Page/Page column 49

4
[ 4920-84-7 ]
[ 2735-04-8 ]

Yield	Reaction Conditions	Operation in experiment
93%	With 2-pyrrolidinon; samarium diiodide Glovebox;
	With iron; acetic acid
	With hydrogenchloride; tin

With hydrogenchloride; tin(ll) chloride

Reference： [1]Chciuk, Tesia V.; Li, Anna M.; Vazquez-Lopez, Andres; Anderson, William R.; Flowers, Robert A. [Organic Letters, 2017, vol. 19, # 1, p. 290 - 293]
[2]Hodgson; Handley [Journal of the Chemical Society, 1928, p. 164]
[3]Kauffmann; Kugel [Chemische Berichte, 1911, vol. 44, p. 2387]
[4]Vermeulen [Recueil des Travaux Chimiques des Pays-Bas, 1919, vol. 38, p. 108]

5
[ 610-38-8 ]
[ 124-41-4 ]
[ 4920-84-7 ]

Reference： [1]Recueil des Travaux Chimiques des Pays-Bas,1904,vol. 23,p. 122
Chemisches Zentralblatt,1909,vol. 80,p. 1809

6
[ 103966-66-1 ]
[ 124-41-4 ]
[ 4920-84-7 ]

Reference： [1]Recueil des Travaux Chimiques des Pays-Bas,1904,vol. 23,p. 122
Chemisches Zentralblatt,1909,vol. 80,p. 1809

7
[ 704-14-3 ]
[ 77-78-1 ]
[ 4920-84-7 ]

Reference： [1],,p. 238
[2]Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan,1955,vol. 75,p. 785
Yakugaku Zasshi,1955,vol. 75,p. 791,794
Chem.Abstr.,1956,p. 4842
[3]Journal of the Chemical Society,1929,p. 2778

8
[ 151-10-0 ]
[ 4920-84-7 ]

Yield	Reaction Conditions	Operation in experiment
82%	With copper(II) nitrate trihydrate; acetic anhydride
52%	With oxygen; Nitrogen dioxide In 1,2-dichloro-ethane at 0℃; for 0.5h;
38%	With Nitrogen dioxide In dichloromethane at -10℃; for 0.5h;

27%	With air; nitrogen(II) oxide In acetonitrile for 0.25h; Ambient temperature;
	With nitric acid; hydrazine at 25℃; other temperature;
	With tetrachloromethane; dinitrogen tetraoxide
	With acetic anhydride; copper(II) nitrate
	With nitric acid In acetic acid for 1.5h; Ambient temperature;
	With nitrate radical at 23.85℃;
	With sodium nitrate; benzyltriphenylphosphonium peroxodisulfate In acetonitrile for 4h; Heating;
98 %Chromat.	With bismuth (III) nitrate pentahydrate In 1,2-dichloro-ethane at 80 - 85℃; for 15h;	General procedure for the nitration of aromatic compounds in 1,2-dichloroethane General procedure: A mixture of aromatic compound (1 mmol) and Bi(NO3)3·5H2O (1.5 mmol) in 1,2-DCE (4 mL) was stirred at 80-85 °C. On completion (as monitored by GC-MS), the contents were cooled to rt and dissolved in DCM (5 mL). The combined organic layers were washed with 10% NaHCO3 solution, dried over MgSO4, and concentrated under reduced pressure to give the crude product. Isomer distributions were determined by GC-MS, and/or by 1H NMR.

Reference： [1]Zornik, Denise; Meudtner, Robert M.; Ela Malah, Tamer; Thiele, Christina M.; Hecht, Stefan [Chemistry - A European Journal, 2011, vol. 17, # 5, p. 1473 - 1484]
[2]Suzuki, Hitomi; Yonezawa, Shuji; Nonoyama, Nobuaki; Mori, Tadashi [Journal of the Chemical Society. Perkin transactions I, 1996, # 19, p. 2385 - 2389]
[3]Nose; Suzuki [Synthesis, 2000, # 11, p. 1539 - 1542]
[4]Mizuno, Kazuhiko; Tamai, Toshiyuki; Hashida, Isao; Otsuji, Yoshio; Inoue, Hiroo [Journal of Chemical Research - Part S, 1995, # 7, p. 284 - 285]
[5]Draper, Mark R.; Ridd, John H. A. [Journal of the Chemical Society. Perkin transactions II, 1981, p. 94 - 99]
[6]Horner; Huebenett [Justus Liebigs Annalen der Chemie, 1953, vol. 579, p. 193,201]
[7]Loudon; Ogg [Journal of the Chemical Society, 1955, p. 739,743]
[8]Sankaraman,S.; Haney,W.A.; Kochi,J.K. [Journal of the American Chemical Society, 1987, vol. 109, p. 5235]
[9]Kwok; Atkinson; Arey [International Journal of Chemical Kinetics, 1994, vol. 26, # 5, p. 511 - 525]
[10]Tajik, Hassan; Zolfigol, Mohammad Ali; Albadi, Jalal; Eslami, Ramin [Synthetic Communications, 2007, vol. 37, # 16, p. 2771 - 2776]
[11]Jacoway, Jonathan; Kumar, G. G. K. S. Narayana; Laali, Kenneth K. [Tetrahedron Letters, 2012, vol. 53, # 50, p. 6782 - 6785,4]

9
[ 186581-53-3 ]
[ 704-14-3 ]
[ 4920-84-7 ]

Reference： [1]Magnetic Resonance in Chemistry,1992,vol. 30,p. 497 - 499

10
[ 85238-99-9 ]
[ 1210-96-4 ]
[ 4920-84-7 ]
(2,4-dimethoxy-5-nitrophenyl)isopropyl ketone [ No CAS ]
(1-acetoxy-2-methylpropyl)-2,4-dimethoxy-5-nitrobenzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1: 16% 2: 18% 3: 53% 4: 60%	With nitric acid In acetic acid at -5℃; for 1h; Further byproducts given;
1: 30% 2: 7% 3: 35% 4: 58%	With nitric acid In acetic acid at 20℃; for 1h; Further byproducts given;

Reference： [1]Natoli, Maria C.; Ceraulo, Leopoldo; Lamartina, Liliana [Gazzetta Chimica Italiana, 1989, vol. 119, # 3, p. 145 - 152]
[2]Natoli, Maria C.; Ceraulo, Leopoldo; Lamartina, Liliana [Gazzetta Chimica Italiana, 1989, vol. 119, # 3, p. 145 - 152]

11
[ 85238-99-9 ]
[ 4920-84-7 ]
(2,4-dimethoxy-5-nitrophenyl)isopropyl ketone [ No CAS ]
(1-acetoxy-2-methylpropyl)-2,4-dimethoxy-5-nitrobenzene [ No CAS ]
1,1-bis(2,4-dimethoxy-5-nitrophenyl)-2-methylpropane [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1: 20% 2: 10% 3: 8% 4: 80%	With nitric acid In acetic acid at -5℃; for 1h;
1: 48% 2: 15% 3: 30% 4: 38%	With nitric acid In acetic acid at -5℃; for 1h;

12
[ 85238-99-9 ]
[ 4920-84-7 ]
(1-acetoxy-2-methylpropyl)-2,4-dimethoxy-5-nitrobenzene [ No CAS ]
1-(2,4-dimethoxyphenyl)-1-(2,4-dimethoxy-5-nitrophenyl)-2-methylpropane [ No CAS ]
1,1-bis(2,4-dimethoxy-5-nitrophenyl)-2-methylpropane [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1: 12% 2: 6% 3: 2% 4: 78%	With copper(II) nitrate In acetic anhydride at 40 - 50℃; for 0.5h;

Reference： [1]Natoli, Maria C.; Ceraulo, Leopoldo; Lamartina, Liliana [Gazzetta Chimica Italiana, 1989, vol. 119, # 3, p. 145 - 152]

13
[ 85238-99-9 ]
[ 64-19-7 ]
[ 4920-84-7 ]
(2,4-dimethoxy-5-nitrophenyl)isopropyl ketone [ No CAS ]
(1-acetoxy-2-methylpropyl)-2,4-dimethoxy-5-nitrobenzene [ No CAS ]
1,1-bis(2,4-dimethoxy-5-nitrophenyl)-2-methylpropane [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1: 48% 2: 25% 3: 20% 4: 23%	With nitric acid In acetic acid at 20℃; for 1h; Further byproducts given;

Reference： [1]Natoli, Maria C.; Ceraulo, Leopoldo; Lamartina, Liliana [Gazzetta Chimica Italiana, 1989, vol. 119, # 3, p. 145 - 152]

14
[ 2735-04-8 ]
[ 4920-84-7 ]

Yield	Reaction Conditions	Operation in experiment
85%	With Oxone; potassium hydroxide; disodium hydrogenphosphate; tetra(n-butyl)ammonium hydrogensulfate In dichloromethane; water; acetone at 0℃; pH=7.5-8.5;
67%	With tert.-butylhydroperoxide; 3 A molecular sieve In dichloromethane for 8h; Ambient temperature;

Reference： [1]Zabrowsky, Daniel L.; Moormann, Alan E.; Beck, Kenneth R. [Tetrahedron Letters, 1988, vol. 29, # 36, p. 4501 - 4504]
[2]Krohn, Karsten; Kuepke, Jochen; Rieger, Hagen [Advanced Synthesis and Catalysis, 1997, vol. 339, # 4, p. 335 - 339]

15
[ 704-14-3 ]
[ 4920-84-7 ]

Reference： [1]Bulletin de la Societe Chimique de France,1972,p. 4061 - 4067

16
[ 829-20-9 ]
[ 4920-84-7 ]

Yield	Reaction Conditions	Operation in experiment
	With nitric acid In acetic acid

Reference： [1]Royer,R. et al. [Bulletin de la Societe Chimique de France, 1974, p. 1691 - 1694]

17
[ 151-10-0 ]
[ 16147-07-2 ]
[ 4920-84-7 ]
[ 6665-97-0 ]

Reference： [1]Synthetic Communications,1999,vol. 29,p. 1201 - 1208

18
[ 67-56-1 ]
[ 610-38-8 ]
sodium methylate (2 mol) [ No CAS ]
[ 4920-84-7 ]

Reference： [1]Recueil des Travaux Chimiques des Pays-Bas,1904,vol. 23,p. 122
Chemisches Zentralblatt,1909,vol. 80,p. 1809

19
[ 4920-84-7 ]
1,3-dimethoxy-4-nitro-6-benzenediazonium nitrate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With dinitrogen tetraoxide; Nitrogen dioxide In dichloromethane

Reference： [1]Gowenlock, Brian G.; King, Boyd; Pfab, Josef [Journal of Chemical Research - Part S, 2000, # 6, p. 276 - 277]

20
[ 151-10-0 ]
[ 4920-84-7 ]
bis(2,4-dimethoxyphenyl)anil nitrate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1: 80% 2: 15%	With dinitrogen tetraoxide; Nitrogen dioxide In dichloromethane

Reference： [1]Gowenlock, Brian G.; King, Boyd; Pfab, Josef [Journal of Chemical Research - Part S, 2000, # 6, p. 276 - 277]

21
[ 151-10-0 ]
[ 4920-84-7 ]
[ 6665-97-0 ]

Yield	Reaction Conditions	Operation in experiment
	With bismuth (III) nitrate pentahydrate; for 1.5h;Schlenk technique; Ionic liquid; Inert atmosphere; Heating;	General procedure: The ionic liquid (3.5-4.0 mL) was charged into an oven-dried Schlenk tube under a nitrogen atmosphere and Bi(NO3)3·5H2O (1.5 mmol) was added. The respective aromatic compound (1 mmol) was then introduced into the Schlenk tube under a nitrogen atmosphere. The reaction mixture was magnetically stirred, initially at rt for about 10 min followed by stirring in a pre-heated oil bath at 80-85 C, until completion (as monitored by GC-MS). Once the reaction was over, the contents were cooled to rt and extracted with EtOAc-Hexane (2:3 vol/vol), until the final extraction did not show a spot corresponding to the starting material or to the product. The combined organic extracts were washed with 10% NaHCO3 solution, dried with MgSO4, and concentrated to give the crude product. Isomer distributions were determined by GC-MS, and/or by 1H NMR.

Reference： [1]Journal of Organic Chemistry,2003,vol. 68,p. 267 - 275
[2]Tetrahedron Letters,2012,vol. 53,p. 6782 - 6785,4

22
[ 28987-59-9 ]
[ 4920-84-7 ]

Reference： [1]Journal of the Chemical Society,1929,p. 2778

23
[ 4920-84-7 ]
1-iodo-2,4-dimethoxy-5-nitrobenzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With N,N,N-trimethylbenzenemethanaminium dichloroiodate In acetic acid at 20℃; for 125.04h;
	With N,N,N-trimethylbenzenemethanaminium dichloroiodate; zinc(II) chloride In acetic acid at 20℃; for 72h;	31.7E EXAMPLE 31 (METHOD 7E); 1-Iodo-2,4-dimethoxy-5-nitro-benzene To a solution of 2,4-dimethoxy-nitrobenzene (1.0 g) in glacial acetic acid (30 mL) is added benzyltrimethylammonium dichloroiodate (1.90 g) and anhydrous zinc chloride (1.0 g) and the mixture is stirred at room temperature under an atmosphere of argon. Additional benzyltrimethylammonium dichloroiodate (0.4 g) is added after 5 hours and again after 24 hours. Additional zinc chloride (0.5 g) and glacial acetic acid (15 mL) is added after 24 hours. The mixture is permitted to stir at room temperature for 3 days and is then filtered, diluted with 5% aqueous sodium bisulfite, and extracted three times with ethyl acetate. These pooled organic extracts are washed successively with 5% aqueous sodium bisulfite, saturated aqueous sodium chloride, then dried over anhydrous magnesium sulfate. After removal of the solvent under reduced pressure the residue is triturated with hexanes to provide the desired product as a pale yellow solid.

Reference： [1]Current Patent Assignee: PFIZER INC - US6335350, 2002, B1 Location in patent: Example 31
[2]Current Patent Assignee: PFIZER INC - EP1137645, 2004, B1 Location in patent: Page 31

24
[ 4920-84-7 ]
[ 195136-62-0 ]

Yield	Reaction Conditions	Operation in experiment
	With 1-fluoro-3,5-dichloropyridinium trifluoromethanesulfonate In tetrachloroethane; 1,1,2,2- at 120℃; for 6h;

Reference： [1]Current Patent Assignee: PFIZER INC - US6335350, 2002, B1 Location in patent: Example 33

25
[ 4920-84-7 ]
[ 107264-06-2 ]
[ 195136-62-0 ]

Yield	Reaction Conditions	Operation in experiment
	In ethyl acetate; 1,1,2,2-tetrachloroethane	33 1-Fluoro-2,4dimethoxy-5-nitro-benzene EXAMPLE 33 (METHOD 7G) 1-Fluoro-2,4dimethoxy-5-nitro-benzene To a solution of 2,4-dimethoxy-nitrobenzene (1.0 g) in tetrachloroethane (10 mL) is added 3,5-dichloro-1-fluoro-pyridinium triflate (85%, 5.07 g) and the mixture is heated to 120° C. for 5 hours. Additional 3,5-dichloro-1-fluoro-pyridinium triflate (85%, 0.25 g) is added and heating is continued for 1 hour. The solution is then cooled to room temperature and passed over a column of silica gel (hexanes followed by 30% ethyl acetate in hexanes is used as the eluant). Product containing fractions are combined, evaporated under reduced pressure, and the residue is crystallized from hexanes to provide the desired product as a tan solid.
	In 1,1,2,2-tetrachloroethane at 120℃; for 6h;	33.7G EXAMPLE 33 (METHOD 7G); 1-Fluoro-2,4-dimethoxy-5-nitro-benzene To a solution of 2,4-dimethoxy-nitrobenzene (1.0 g) in tetrachloroethane (10 mL) is added 3,5-dichloro-1-fluoro-pyridinium triflate (85%, 5.07 g) and the mixture is heated to 120 °C for 5 hours. Additional 3,5-dichloro-1-fluoro-pyridinium triflate (85%, 0.25 g) is added and heating is continued for 1 hour. The solution is then cooled to room temperature and passed over a column of silica gel (hexanes followed by 30% ethyl acetate in hexanes is used as the eluant). Product containing fractions are combined, evaporated under reduced pressure, and the residue is crystallized from hexanes to provide the desired product as a tan solid.

Reference： [1]Current Patent Assignee: PFIZER INC - US6166028, 2000, A
[2]Current Patent Assignee: PFIZER INC - EP1137645, 2004, B1 Location in patent: Page 32

26
[ 611-06-3 ]
[ 4920-84-7 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium methylate; sodium In methanol	I.a a a 2,4-Dimethoxynitrobenzene To a solution of sodium methoxide in methanol (freshly prepared by adding 50.0 g (2.17 mol) of sodium, in portions, to 1.5 l of methanol at 0° C.) was added 2,4-dichloro-nitrobenzene (95.0 g, 0.495 mol) in methanol (100 ml). After refluxing for 3 days, the reaction mixture was cooled in an ice bath and filtered, the precipitate was washed with water and dried (Na2SO4). The title compoundcompound was collected as a yellow solid (83.0 g, 91%).

Reference： [1]Current Patent Assignee: GLAXOSMITHKLINE PLC - US2003/4202, 2003, A1

27
benzyltrimethylammonium dichloroiodate [ No CAS ]
[ 4920-84-7 ]
1-iodo-2,4-dimethoxy-5-nitrobenzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In acetic acid	31 1-Iodo-2,4-dimethoxy-5-nitro-benzene EXAMPLE 31 (METHOD 7E) 1-Iodo-2,4-dimethoxy-5-nitro-benzene To a solution of 2,4-dimethoxy-nitrobenzene (1.0 g) in glacial acetic acid (30 mL) is added benzyltrimethylammonium dichloroiodate (1.90 g) and anhydrous zinc chloride (1.0 g) and the mixture is stirred at room temperature under an atmosphere of argon. Additional benzyltrimethylammonium dichloroiodate (0.4 g) is added after 5 hours and again after 24 hours. Additional zinc chloride (0.5 g) and glacial acetic acid (15 mL) is added after 24 hours. The mixture is permitted to stir at room temperature for 3 days and is then filtered, diluted with 5% aqueous sodium bisulfite, and extracted three times with ethyl acetate. These pooled organic extracts are washed successively with 5% aqueous sodium bisulfite, saturated aqueous sodium chloride, then dried over anhydrous magnesium sulfate. After removal of the solvent under reduced pressure the residue is triturated with hexanes to provide the desired product as a pale yellow solid.

Reference： [1]Current Patent Assignee: PFIZER INC - US6166028, 2000, A

28
[ 4920-84-7 ]
[ 100-36-7 ]
3-β-(N,N-diethylamino)-ethylamino-4-nitroanisole hydrochloride [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride In ethanol; water	P.1 Preparation of 3-β-(N,N-diethylamino)-ethylamino-4-nitroanisole hydrochloride. STR12 0.25 mol (46 g) of 2,4-dimethoxynitrobenzene is added to 140 ml of N,N-diethylethylenediamine and the reaction medium is then heated at 110° C. for 4 hours. After cooling, it is poured into 1.500 kg of iced water. The expected product is extracted with ethyl acetate. The ethyl acetate solution is dried with sodium sulphate and then cooled to 0° C. and 50 ml of ethanol saturated with hydrogen chloride are then added, with stirring. The 3-β-(N,N-diethylamino)-ethylamino-4-nitroanisole hydrochloride precipitates. It is filtered off, washed with ethanol and recrystallized from ethanol. After drying in vacuo, it melts at 157° C.

Reference： [1]Current Patent Assignee: L'OREAL SA - US5026401, 1991, A

29
[ 4920-84-7 ]
[ 19764-58-0 ]
[ 86786-60-9 ]

Yield	Reaction Conditions	Operation in experiment
	In ethanol; water	P.2 Preparation of 3-γ-(N,N-dimethylamino)-propylamino-4-nitroanisole hydrochloride. STR13 0.05 mol (9.15 g) of 2,4-dimethoxynitrobenzene is added to 30 ml of N,N-dimethylpropylenediamine and the reaction mixture is then heated at 110° C. for 4 hours. After cooling, it is poured into 300 g of iced water and the oil which has precipitated is extracted with ethyl acetate. After drying over sodium sulphate, the ethyl acetate phase, cooled to 0° C., is treated with 10 ml of ethanol saturated with hydrogen chloride. The 3-γ-(N,N-dimethylamino)-propylamino-4-nitroanisole hydrochloride precipitates. It is filtered off, washed with ethanol and recrystallized from ethanol. After drying in vacuo, it melts with decomposition at 204° C.

Reference： [1]Current Patent Assignee: L'OREAL SA - US5026401, 1991, A

30
[ 446-35-5 ]
[ 865-33-8 ]
[ 446-38-8 ]
[ 448-19-1 ]
[ 4920-84-7 ]

Yield	Reaction Conditions	Operation in experiment
	With potassium <i>tert</i>-butylate In 1,4-dioxane at 60℃; for 0.166667h; Inert atmosphere; regioselective reaction;

Reference： [1]Ouellet, Stéphane G.; Bernardi, Anna; Angelaud, Remy; O'Shea, Paul D. [Tetrahedron Letters, 2009, vol. 50, # 27, p. 3776 - 3779]

31
[ 4920-84-7 ]
[ 704-14-3 ]

Yield	Reaction Conditions	Operation in experiment
89%	With aluminum (III) chloride; In dichloromethane; for 5.5h;Reflux;	A solution of 2,4-dimethoxynitrobenzene (2.0 g, 10.9 mmol) in 360 mL of CH2Cl2 was cooled to 0 C and 2.91 g of AlCl3 (21.3 mmol) were portionwise added. The mixture was heated to reflux for 5.5 h (development of a bright red color). After cooling to RT, 10% aqueous HCl was added dropwise and the mixture was extracted three times with CH2Cl2. The combined organic layers were dried with MgSO4. After solvent removal under reduced pressure the crude product was purified bychromatography (c-hex/EtOAc = 10:1) to afford 5-methoxy-2-nitrophenol (11) as ayellow solid (1.64 g, 9.69 mmol, 89%).

Reference： [1]Synthetic Communications,2009,vol. 39,p. 2053 - 2057
[2]Synlett,2015,vol. 26,p. 1395 - 1397

32
[ 681-84-5 ]
[ 446-35-5 ]
[ 4920-84-7 ]

Yield	Reaction Conditions	Operation in experiment
94%	With tetrabutyl ammonium fluoride at 80℃; for 2h;

Reference： [1]Location in patent: experimental part Xiong, Wei; Ding, Quansheng; Chen, Jiuxi; Ding, Jinchang; Wu, Huayue [Journal of Chemical Research, 2010, # 7, p. 395 - 398]

33
[ 4920-84-7 ]
[ 21969-32-4 ]
[ 1380392-43-7 ]

Yield	Reaction Conditions	Operation in experiment
71%	In tetrahydrofuran at -78℃; for 0.25h; Inert atmosphere;

Reference： [1]Huehls, C. Bryan; Hood, Tyler S.; Yang, Jiong [Angewandte Chemie - International Edition, 2012, vol. 51, # 21, p. 5110 - 5113]

34
[ 451-40-1 ]
[ 4920-84-7 ]
2-(2,4-dimethoxy-5-nitrophenyl)-1,2-diphenylethan-1-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
41%	With iron(III) chloride; 2,3-dicyano-5,6-dichloro-p-benzoquinone In 1,2-dichloro-ethane at 80℃; Inert atmosphere;

Reference： [1]Chen, Tao; Li, Yi-Fan; An, Yang; Zhang, Fu-Min [Organic Letters, 2016, vol. 18, # 18, p. 4754 - 4757]

35
[ 4920-84-7 ]
2,4-dimethoxy-N-(5-methoxy-2-nitrophenyl)aniline [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
44 %Chromat.	With sodium t-butanolate In toluene at 160℃; for 0.166667h; Microwave irradiation;	General experimental procedure for Tables 1±4. General procedure: A mixture of 2,4-dimethoxy-1-nitrobenzene (55 mg, 0.3 mmol), tert-butoxide salt, and additivein solvent (1.5 mL) was reacted under microwave irradiation. The reaction mixture wasdiluted with DCM, filtered through Celite and concentrated under reduce pressure. The crudematerial was subjected to HPLC analysis to determine the conversion.Spectroscopic data of products.

Reference： [1]Song, Jiho; Kang, Hae Ju; Lee, Jung Wuk; Wenas, Michelle A.; Jeong, Seung Hwarn; Lee, Taeho; Oh, Kyungsoo; Min, Kyung Hoon [PLoS ONE, 2017, vol. 12, # 8]

36
[ 4920-84-7 ]
[ 865-48-5 ]
2-tert-butoxy-4-methoxy-1-nitrobenzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
83%	In 1,2-dimethoxyethane; toluene at 110℃; for 0.333333h; Microwave irradiation;	General experimental procedure for Tables 1±4. A mixture of 2,4-dimethoxy-1-nitrobenzene (55 mg, 0.3 mmol), tert-butoxide salt, and additivein solvent (1.5 mL) was reacted under microwave irradiation. The reaction mixture wasdiluted with DCM, filtered through Celite and concentrated under reduce pressure. The crudematerial was subjected to HPLC analysis to determine the conversion.Spectroscopic data of products. 2-tert-Butoxy-4-methoxy-1-nitrobenzene (2). 1H NMR(600 MHz, CD3CN) δ 7.80 (d, J = 8.4 Hz, 1H), 6.71±6.74 (m, 2H), 3.85 (s, 3H), 1.39 (s, 9H);13C NMR (150 Hz, CD3CN) δ 164.4, 152.3, 139.7, 127.8, 110.7, 109.6, 83.8, 56.8, 29.0; HRMS(ESI): m/z calcd for C11H14NO4 [MH]-, 224.0928, found 224.0917; IR (Neat) (cm-1): 2980,2939, 1603, 1517, 1484, 1443, 1392, 1368, 1347, 1295, 1275, 1244, 1207, 1152, 1097, 1029, 974,867, 845, 821.
87 %Chromat.	With 1,2-dimethoxyethane In toluene at 110℃; for 0.333333h; Microwave irradiation;

Reference： [1]Song, Jiho; Kang, Hae Ju; Lee, Jung Wuk; Wenas, Michelle A.; Jeong, Seung Hwarn; Lee, Taeho; Oh, Kyungsoo; Min, Kyung Hoon [PLoS ONE, 2017, vol. 12, # 8]
[2]Song, Jiho; Lee, Jung Wuk; Jang, Soyeon; Jung, Danbee; Lee, Taeho; Min, Kyung Hoon [Bulletin of the Korean Chemical Society, 2019, vol. 40, # 10, p. 933 - 934]

37
[ 4920-84-7 ]
[ 865-48-5 ]
2,4-dimethoxy-N-(5-methoxy-2-nitrophenyl)aniline [ No CAS ]
2-tert-butoxy-4-methoxy-1-nitrobenzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1: 39 %Chromat. 2: 20 %Chromat.	In toluene at 140℃; for 0.166667h; Microwave irradiation;	General experimental procedure for Tables 1±4. General procedure: A mixture of 2,4-dimethoxy-1-nitrobenzene (55 mg, 0.3 mmol), tert-butoxide salt, and additivein solvent (1.5 mL) was reacted under microwave irradiation. The reaction mixture wasdiluted with DCM, filtered through Celite and concentrated under reduce pressure. The crudematerial was subjected to HPLC analysis to determine the conversion.Spectroscopic data of products.
1: 49 %Chromat. 2: 9 %Chromat.	In toluene at 110℃; Microwave irradiation;	General experimental procedure for Tables 1±4. General procedure: A mixture of 2,4-dimethoxy-1-nitrobenzene (55 mg, 0.3 mmol), tert-butoxide salt, and additivein solvent (1.5 mL) was reacted under microwave irradiation. The reaction mixture wasdiluted with DCM, filtered through Celite and concentrated under reduce pressure. The crudematerial was subjected to HPLC analysis to determine the conversion.Spectroscopic data of products.
1: 60 %Chromat. 2: 9 %Chromat.	With urea In toluene at 110℃; for 0.333333h; Microwave irradiation;

Reference： [1]Song, Jiho; Kang, Hae Ju; Lee, Jung Wuk; Wenas, Michelle A.; Jeong, Seung Hwarn; Lee, Taeho; Oh, Kyungsoo; Min, Kyung Hoon [PLoS ONE, 2017, vol. 12, # 8]
[2]Song, Jiho; Kang, Hae Ju; Lee, Jung Wuk; Wenas, Michelle A.; Jeong, Seung Hwarn; Lee, Taeho; Oh, Kyungsoo; Min, Kyung Hoon [PLoS ONE, 2017, vol. 12, # 8]
[3]Song, Jiho; Lee, Jung Wuk; Jang, Soyeon; Jung, Danbee; Lee, Taeho; Min, Kyung Hoon [Bulletin of the Korean Chemical Society, 2019, vol. 40, # 10, p. 933 - 934]

38
[ 4920-84-7 ]
[ 865-47-4 ]
2-tert-butoxy-4-methoxy-1-nitrobenzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
39 %Chromat.	In toluene at 60℃; for 0.333333h; Microwave irradiation;	General experimental procedure for Tables 1±4. A mixture of 2,4-dimethoxy-1-nitrobenzene (55 mg, 0.3 mmol), tert-butoxide salt, and additivein solvent (1.5 mL) was reacted under microwave irradiation. The reaction mixture wasdiluted with DCM, filtered through Celite and concentrated under reduce pressure. The crudematerial was subjected to HPLC analysis to determine the conversion.Spectroscopic data of products. 2-tert-Butoxy-4-methoxy-1-nitrobenzene (2). 1H NMR(600 MHz, CD3CN) δ 7.80 (d, J = 8.4 Hz, 1H), 6.71±6.74 (m, 2H), 3.85 (s, 3H), 1.39 (s, 9H);13C NMR (150 Hz, CD3CN) δ 164.4, 152.3, 139.7, 127.8, 110.7, 109.6, 83.8, 56.8, 29.0; HRMS(ESI): m/z calcd for C11H14NO4 [MH]-, 224.0928, found 224.0917; IR (Neat) (cm-1): 2980,2939, 1603, 1517, 1484, 1443, 1392, 1368, 1347, 1295, 1275, 1244, 1207, 1152, 1097, 1029, 974,867, 845, 821.

Reference： [1]Song, Jiho; Kang, Hae Ju; Lee, Jung Wuk; Wenas, Michelle A.; Jeong, Seung Hwarn; Lee, Taeho; Oh, Kyungsoo; Min, Kyung Hoon [PLoS ONE, 2017, vol. 12, # 8]

39
[ 4920-84-7 ]
[ 141-52-6 ]
[ 151929-97-4 ]

Yield	Reaction Conditions	Operation in experiment
99%	In ethanol; toluene at 20℃; for 20h;	2-Ethoxy-4-methoxy-1-nitrobenzene (6). A mixture of 2,4-dimethoxy-1-nitrobenzene (13mg, 0.076 mmol) and sodium ethoxide (21 wt % solution, 199 L, 0.532 mmol) in toluene (2mL) was stirred for 20 hours at room temperature. The mixture was diluted with EtOAc,washed by water and brine, dried over Na2SO4 anhydrous, and filtered. The filtrate was concentratedusing rotavapor, purified by flash column chromatography to afford 2-ethoxy-4-methoxy-1-nitrobenzene (14.8 mg, 0,075 mmol, 99%). 1H NMR (600MHz, CDCl3) δ 7.96(d, J = 9.0 Hz, 1H), 6.56±6.44 (m, 2H), 4.15 (q, J = 7.0 Hz, 2H), 3.87 (s, 3H), 1.49 (t, J = 7.0 Hz,3H); 13C NMR (150 MHz, CDCl3) δ 164.7, 155.1, 133.3, 128.3, 104.8, 100.5, 65.4, 56.0, 14.6;HRMS (ESI): m/z calcd for C11H9NO4 [M + H]+ 198.0761 found 198.0758; IR (Neat) (cm-1):3128, 3074, 2992, 2952, 2845, 1621, 1590, 1514, 1498, 1471, 1451, 1394, 1370, 1341, 1277, 1227,1185, 1152, 1110, 1090, 1037, 985, 889, 846, 824, 752, 728, 689, 653, 640, 587, 569. 1H NMRdata correspond with those reported in the literature [18].

Reference： [1]Song, Jiho; Kang, Hae Ju; Lee, Jung Wuk; Wenas, Michelle A.; Jeong, Seung Hwarn; Lee, Taeho; Oh, Kyungsoo; Min, Kyung Hoon [PLoS ONE, 2017, vol. 12, # 8]

40
[ 4920-84-7 ]
[ 108-93-0 ]
2-(cyclohexyloxy)-4-methoxy-1-nitrobenzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
75%	Stage #1: cyclohexanol With sodium In tetrahydrofuran Reflux; Stage #2: 2,4-dimethoxynitrobenzene In tetrahydrofuran; toluene at 20℃; for 24h;	2-(Cyclohexyloxy)-4-methoxy-1-nitrobenzene (7). A mixture of sodium metal (460 mg, 20mmol) and cyclohexanol (2.113 mL, 20 mmol) in dry THF (25mL) was refluxed until sodiummetal thoroughly disappeared. The reaction mixture was concentrated under reduced pressure.The crude sodium salt of cyclohexanol was used without further purification.A mixture of 2,4-dimethoxy-1-nitrobenzene (55 mg, 0.3 mmol) and sodium salt of cyclohexanol(256 mg, 2.1 mmol) in toluene (1.5 mL) was stirred for 24 hours at room temperature.The reaction mixture was diluted by DCM, filtered through celite, and concentrated underreduced pressure. The crude mixture was purified by flash chromatography to give 7 (57 mg,0.226 mmol, 75%). 1H NMR (600 MHz, CDCl3) δ 7.93 (d, J = 9.1 Hz, 1H), 6.53 (d, J = 2.5 Hz,1H), 6.48 (dd, J = 9.1, 2.5 Hz, 1H), 4.41 (tt, J = 7.7, 3.4 Hz, 1H), 3.86 (s, 3H), 1.97±1.89 (m, 2H),1.88±1.76 (m, 2H), 1.76±1.65 (m, 2H), 1.57±1.48 (m, 1H), 1.45±1.34 (m, 3H); 13C NMR (150MHz, CD3CN) δ 165.5, 154.5, 135.0, 128.7, 106.5, 102.6, 77.8, 56.8, 31.9, 26.2, 23.8; HRMS (ESI): m/z calcd for C13H17NO4 [M + H]+ 252.1230 found 252.1224; IR (Neat) (cm-1): 2937,2859, 1607, 1581, 1513, 1447, 1345, 1315, 1290, 1208, 1172, 1097, 1035, 1018, 985, 842.

Reference： [1]Song, Jiho; Kang, Hae Ju; Lee, Jung Wuk; Wenas, Michelle A.; Jeong, Seung Hwarn; Lee, Taeho; Oh, Kyungsoo; Min, Kyung Hoon [PLoS ONE, 2017, vol. 12, # 8]

41
[ 4920-84-7 ]
[ 100-44-7 ]
2-benzyl-4,6-dimethoxynitrobenzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
41%	With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide In tetrahydrofuran at -78℃; for 0.25h; Schlenk technique; Inert atmosphere;

Reference： [1]Kisiel, Kacper; Brześkiewicz, Jakub; Loska, Rafał; Mąkosza, Mieczysław [Advanced Synthesis and Catalysis, 2019, vol. 361, # 7, p. 1641 - 1646]

42
[ 585-47-7 ]
[ 4920-84-7 ]
C₂₂H₂₄N₂O₈S₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
85%	With pyridine; sodium tetrahydroborate In water; 1,2-dichloro-ethane at 20℃; for 1h;

Reference： [1]Alavinia, Sedigheh; Babamoradi, Jamshid; Ghorbani-Vaghei, Ramin [RSC Advances, 2021, vol. 11, # 31, p. 19147 - 19157]

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P502	Refer to manufacturer/supplier for information on recovery/recycling

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
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Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 4920-84-7 ]

Quality Control of [ 4920-84-7 ]

Related Doc. of [ 4920-84-7 ]

Product Details of [ 4920-84-7 ]

Safety of [ 4920-84-7 ]

Application In Synthesis of [ 4920-84-7 ]

[ 4920-84-7 ] Synthesis Path-Upstream 1~5

[ 4920-84-7 ] Synthesis Path-Downstream 1~42

Related Functional Groups of [ 4920-84-7 ]

Nitroes

Aryls

Ethers

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 4920-84-7 ]