Home Cart 0 Sign in  
X

[ CAS No. 874-63-5 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 874-63-5
Chemical Structure| 874-63-5
Chemical Structure| 874-63-5
Structure of 874-63-5 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 874-63-5 ]

Related Doc. of [ 874-63-5 ]

Alternatived Products of [ 874-63-5 ]

Product Details of [ 874-63-5 ]

CAS No. :874-63-5 MDL No. :MFCD00008398
Formula : C9H12O Boiling Point : -
Linear Structure Formula :- InChI Key :JCHJBEZBHANKGA-UHFFFAOYSA-N
M.W : 136.19 Pubchem ID :70126
Synonyms :

Calculated chemistry of [ 874-63-5 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 10
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.33
Num. rotatable bonds : 1
Num. H-bond acceptors : 1.0
Num. H-bond donors : 0.0
Molar Refractivity : 42.87
TPSA : 9.23 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.23 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.39
Log Po/w (XLOGP3) : 2.68
Log Po/w (WLOGP) : 2.31
Log Po/w (MLOGP) : 2.46
Log Po/w (SILICOS-IT) : 2.76
Consensus Log Po/w : 2.52

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 2.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -2.75
Solubility : 0.242 mg/ml ; 0.00178 mol/l
Class : Soluble
Log S (Ali) : -2.53
Solubility : 0.406 mg/ml ; 0.00298 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.27
Solubility : 0.0735 mg/ml ; 0.00054 mol/l
Class : Soluble

Medicinal Chemistry

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

Safety of [ 874-63-5 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P305+P351+P338 UN#:N/A
Hazard Statements:H227-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 874-63-5 ]

* 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 [ 874-63-5 ]
  • Downstream synthetic route of [ 874-63-5 ]

[ 874-63-5 ] Synthesis Path-Upstream   1~36

  • 1
  • [ 874-63-5 ]
  • [ 88-04-0 ]
Reference: [1] ACS Medicinal Chemistry Letters, 2014, vol. 5, # 10, p. 1162 - 1166
  • 2
  • [ 874-63-5 ]
  • [ 43113-94-6 ]
Reference: [1] Synthesis, 2007, # 1, p. 65 - 74
  • 3
  • [ 108-68-9 ]
  • [ 74-88-4 ]
  • [ 874-63-5 ]
YieldReaction ConditionsOperation in experiment
90% With potassium carbonate In N,N-dimethyl-formamide at 20℃; Cooling with ice 3,5-xylenol (10g, 0.082mol) and anhydrous potassium carbonate (34g, 0.25mol) were added into DMF (150mL) and then iodomethane (12.8g, 0.090mmol) was dropped under an ice bath.
The system was stirred overnight at room temperature.
At the end of reaction, the reaction system was added with water and then extracted with ethyl acetate, and the organic phase was washed with saturated brine, then dried and evaporated in vacuum to obtain 10g of the product (90percent) by column chromatography.
1HNMR (400 MHz, d-CDCl3), δ 6.60(s, 1 H), 6.53 (s, 2H), 3.77 (s, 3H), 2.29 (s, 6H)
90% With potassium carbonate In N,N-dimethyl-formamide at 20℃; Cooling with ice Step 1:
1-methoxy-3,5-dimethylbenzene
3,5-xylenol (10 g, 0.082 mol) and anhydrous potassium carbonate (34 g, 0.25 mol) were added into DMF (150 mL) and then iodomethane (12.8 g, 0.090 mmol) was dropped under an ice bath.
The system was stirred overnight at room temperature.
At the end of reaction, the reaction system was added with water and then extracted with ethyl acetate, and the organic phase was washed with saturated brine, then dried and evaporated in vacuum to obtain 10 g of the product (90percent) by column chromatography.
1HNMR (400 MHz, d-CDCl3), δ 6.60 (s, 1H), 6.53 (s, 2H), 3.77 (s, 3H), 2.29 (s, 6H)
68%
Stage #1: With sodium hydride In tetrahydrofuran; mineral oil at 0℃;
Stage #2: at 0 - 20℃;
At about 0° C., a solution of 3,5-dimethylphenol (20.0 g, 163.7 mmol) in tetrahydrofuran (50 mL) was added dropwise to a suspension of sodium hydride in mineral oil (60percent in mineral oil, 9.83 g, 245.8 mmol).
The mixture was stirred at about 0° C. for about 1 hour and then iodomethane (15.3 mL, 245.8 mmol) was added dropwise.
The mixture was stirred at ambient temperature for about 24 hours, cooled to about 0° C., and ice-water was added dropwise.
Standard extractive work up provided a crude residue which was purified by silica gel column chromatography (2percent ethyl acetate in petroleum ether) to give the title product as a yellow liquid (15.2 g, 68percent).
1H NMR (400 MHz, DMSO-d6) δ 2.21 (s, 6H), 3.68 (s, 3H), 6.52 (s, 2H), 6.54 (s, 1H); IR (film) υ 2926, 2846, 1601, 1465, 1319 cm-1; MS 137 (M+1).
Reference: [1] Chemical Communications, 2011, vol. 47, # 25, p. 7218 - 7220
[2] Chemistry - An Asian Journal, 2016, vol. 11, # 22, p. 3267 - 3274
[3] Patent: EP2845854, 2015, A1, . Location in patent: Paragraph 0101-0102
[4] Patent: US2015/133538, 2015, A1, . Location in patent: Paragraph 0208-0211; 0232-0235; 0337-0340
[5] Patent: US2009/270469, 2009, A1, . Location in patent: Page/Page column 28
[6] Bulletin of the Chemical Society of Japan, 1993, vol. 66, # 5, p. 1583 - 1585
[7] Justus Liebigs Annalen der Chemie, 1907, vol. 357, p. 373
[8] Recueil des Travaux Chimiques des Pays-Bas, 1902, vol. 21, p. 325
[9] Justus Liebigs Annalen der Chemie, 1907, vol. 357, p. 373
[10] Recueil des Travaux Chimiques des Pays-Bas, 1902, vol. 21, p. 325
[11] Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry, 1975, vol. 29, p. 405 - 410
  • 4
  • [ 616-38-6 ]
  • [ 108-68-9 ]
  • [ 874-63-5 ]
YieldReaction ConditionsOperation in experiment
99% at 180℃; for 1 h; General procedure: General procedure for the alkylation of phenols with dimethyl carbonate. A 17-mL stainless steel high-pressure micro reactor was charged with 3 mmol of Mn2(CO)10, W(CO)6, or Co2(CO)8, 100 mmol of the corresponding phenol, and 300 mmol of dimethyl carbonate, and the reactor was hermetically closed and heated for 1 h at 180°C. The reactor was then cooled to room temperature and opened, and the mixture was filtered through a layer of alumina. Unreacted dimethyl carbonate was distilled off, and the residue was distilled under atmospheric or reduced pressure or recrystallized from ethanol. 1-Methoxy-3,5-dimethylbenzene. Yield 99percent, bp 77–78°C (14 mm). 13C NMR spectrum, δC, ppm: 21.36 (2C, CH3), 111.85 (C2, C6), 122.50 (C4), 139.34 (C3, C5), 159.92 (C1). Found, percent: C 79.27; H 8.85. C9H12O. Calculated, percent: C 79.37; H 8.88.
Reference: [1] Russian Journal of Organic Chemistry, 2015, vol. 51, # 3, p. 330 - 334[2] Methylation of Phenol and Its Derivatives with Dimethyl Carbonate in the Presence of Mn2(CO)10, W(CO)6, and Co2(CO)8, 2015, vol. 51, # 3, p. 330 - 334,5
[3] Synthesis, 2009, # 12, p. 2040 - 2060
  • 5
  • [ 77-78-1 ]
  • [ 108-68-9 ]
  • [ 874-63-5 ]
Reference: [1] Chemistry - A European Journal, 2004, vol. 10, # 16, p. 3931 - 3935
[2] Tetrahedron, 1994, vol. 50, # 48, p. 13775 - 13800
[3] Phosphorus, Sulfur and Silicon and the Related Elements, 2005, vol. 180, # 7, p. 1701 - 1712
[4] Journal of the American Chemical Society, 1983, vol. 105, # 13, p. 4177 - 4184
[5] Journal of the Society of Chemical Industry, London, 1930, vol. 49, p. 469 T, 472 T
  • 6
  • [ 6981-15-3 ]
  • [ 108-67-8 ]
  • [ 874-63-5 ]
  • [ 76411-15-9 ]
Reference: [1] Angewandte Chemie - International Edition, 2007, vol. 46, # 34, p. 6495 - 6498
  • 7
  • [ 100667-93-4 ]
  • [ 874-63-5 ]
  • [ 412949-76-9 ]
Reference: [1] Bioorganic and Medicinal Chemistry, 2002, vol. 10, # 2, p. 253 - 260
  • 8
  • [ 67-56-1 ]
  • [ 2320-30-1 ]
  • [ 874-63-5 ]
Reference: [1] European Journal of Organic Chemistry, 2017, vol. 2017, # 2, p. 409 - 413
  • 9
  • [ 67-56-1 ]
  • [ 22445-41-6 ]
  • [ 874-63-5 ]
Reference: [1] Tetrahedron Letters, 2008, vol. 49, # 19, p. 3147 - 3151
  • 10
  • [ 108-68-9 ]
  • [ 874-63-5 ]
Reference: [1] Tetrahedron, 1959, vol. 6, p. 36,40,41
  • 11
  • [ 2845-83-2 ]
  • [ 874-63-5 ]
Reference: [1] Comptes Rendus des Seances de l'Academie des Sciences, Serie C: Sciences Chimiques, 1967, vol. 265, p. 1483 - 1485
  • 12
  • [ 67-56-1 ]
  • [ 1123-09-7 ]
  • [ 874-63-5 ]
Reference: [1] Chemistry Letters, 1991, # 11, p. 1921 - 1924
  • 13
  • [ 6981-15-3 ]
  • [ 874-63-5 ]
Reference: [1] Green Chemistry, 2009, vol. 11, # 7, p. 942 - 945
  • 14
  • [ 2591-86-8 ]
  • [ 90609-47-5 ]
  • [ 874-63-5 ]
  • [ 19447-00-8 ]
Reference: [1] Australian Journal of Chemistry, 1995, vol. 48, # 5, p. 1055 - 1058
  • 15
  • [ 4727-41-7 ]
  • [ 108-68-9 ]
  • [ 874-63-5 ]
Reference: [1] Monatshefte fuer Chemie, 1969, vol. 100, p. 1619 - 1623
  • 16
  • [ 60999-76-0 ]
  • [ 874-63-5 ]
Reference: [1] Journal of Chemical Research, Miniprint, 1986, # 7, p. 2201 - 2226
  • 17
  • [ 21009-92-7 ]
  • [ 874-63-5 ]
Reference: [1] Journal of Chemical Research, Miniprint, 1986, # 7, p. 2201 - 2226
  • 18
  • [ 78588-98-4 ]
  • [ 874-63-5 ]
Reference: [1] Journal of Chemical Research, Miniprint, 1986, # 7, p. 2201 - 2226
  • 19
  • [ 874-63-5 ]
  • [ 60549-26-0 ]
Reference: [1] Journal of the American Chemical Society, 2012, vol. 134, # 30, p. 12402 - 12405
  • 20
  • [ 874-63-5 ]
  • [ 7463-51-6 ]
Reference: [1] ACS Medicinal Chemistry Letters, 2014, vol. 5, # 10, p. 1162 - 1166
  • 21
  • [ 874-63-5 ]
  • [ 6267-34-1 ]
YieldReaction ConditionsOperation in experiment
95% With N-Bromosuccinimide In neat (no solvent) at 20℃; for 1.5 h; Milling; Green chemistry 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: 85percent) 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 87percent 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.
95% With N-Bromosuccinimide In neat (no solvent) at 20℃; for 1.5 h; Milling; Green chemistry 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: 85percent) 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 87percent 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.
92% With N-Bromosuccinimide In acetonitrile at 20℃; 2-Bromo-5-methoxy-1,3-dimethylbenzene: 20 mmol of 1-methoxy-3,5-dimethylbenzene (2.82 ml) was dissolved in 100 ml of dry acetonitrile followed by 22 mmol (3.56 g) of N-bromosuccinimide. The mixture was stirred at room temperature overnight. Then the solvent vas evaporated under reduced pressure and a solid was filtered off and washed with hexanes providing 2-bromo-5-methoxy-1,3-dimethylbenzene (3.9 g, 92percent) as white solid. 1H NMR (500 MHz, CDCl3): δ 2.41 (6H, s), 3.78 (3H, s), 6.67 (2H, s).
25 g With N-Bromosuccinimide In acetonitrile at 20℃; for 10 h; Cooling with ice 13.6 g of 1,3-dimethyl-5-methoxybenzene, 19.8 g of N-bromosuccinimide, 100 mL of acetonitrile was stirred under ice cooling, The mixture was further stirred at room temperature for 10 hours. Water was added to the resulting reaction solution, Extraction was carried out with ethyl acetate, By concentrating the collected organic phases, 25 g of intermediate 302A was obtained.
25 g With N-Bromosuccinimide In acetonitrile at 0 - 20℃; for 10 h; 13.6 g of 1,3-dimethyl-5-methoxybenzene, 19.8 g of N-bromosuccinimide, and 100 mL of acetonitrile were stirred under ice cooling and was further stirred at room temperature for 10 hours. Water is added to the obtained reaction solution, the solution was extracted with ethyl acetate, and a collected organic phase was condensed. As a result, 25 g of Intermediate Product 302A was obtained

Reference: [1] European Journal of Organic Chemistry, 2000, # 14, p. 2605 - 2612
[2] Canadian Journal of Chemistry, 2009, vol. 87, # 2, p. 440 - 447
[3] Inorganic Chemistry, 2010, vol. 49, # 12, p. 5625 - 5641
[4] Organic Letters, 2017, vol. 19, # 16, p. 4243 - 4246
[5] Synlett, 1997, vol. 1997, # 10, p. 1187 - 1189
[6] Tetrahedron Letters, 2014, vol. 55, # 13, p. 2154 - 2156
[7] Tetrahedron Letters, 2015, vol. 55, # 13, p. 2154 - 2156
[8] Patent: US2005/84506, 2005, A1, . Location in patent: Page/Page column 97
[9] Chemistry - An Asian Journal, 2016, vol. 11, # 22, p. 3267 - 3274
[10] Green Chemistry, 2018, vol. 20, # 19, p. 4448 - 4452
[11] Tetrahedron Letters, 1981, vol. 22, p. 1033 - 1036
[12] Bulletin of the Chemical Society of Japan, 1984, vol. 57, # 8, p. 2276 - 2281
[13] Tetrahedron, 1995, vol. 51, # 4, p. 1033 - 1054
[14] Chemistry - A European Journal, 2004, vol. 10, # 16, p. 3931 - 3935
[15] Synlett, 2002, # 11, p. 1907 - 1909
[16] Chemical Communications, 2011, vol. 47, # 25, p. 7218 - 7220
[17] Journal of the American Chemical Society, 1956, vol. 78, p. 3821,3824
[18] Journal of Medicinal Chemistry, 1988, vol. 31, # 1, p. 72 - 83
[19] Heterocycles, 1996, vol. 43, # 1, p. 1 - 6
[20] Synthesis, 2009, # 12, p. 2040 - 2060
[21] ACS Medicinal Chemistry Letters, 2014, vol. 5, # 10, p. 1162 - 1166
[22] Patent: JP2017/66208, 2017, A, . Location in patent: Paragraph 0262; 0263; 0264
[23] Patent: US2017/101533, 2017, A1, . Location in patent: Paragraph 0408; 0409
  • 22
  • [ 874-63-5 ]
  • [ 6267-34-1 ]
  • [ 106116-42-1 ]
Reference: [1] Australian Journal of Chemistry, 1999, vol. 52, # 11, p. 1093 - 1108
[2] Journal of Organic Chemistry, 1994, vol. 59, # 16, p. 4473 - 4481
  • 23
  • [ 874-63-5 ]
  • [ 6267-34-1 ]
  • [ 83385-81-3 ]
Reference: [1] Tetrahedron, 1994, vol. 50, # 48, p. 13775 - 13800
  • 24
  • [ 874-63-5 ]
  • [ 6267-34-1 ]
  • [ 153763-95-2 ]
Reference: [1] Chemistry - A European Journal, 2018, vol. 24, # 30, p. 7671 - 7682
  • 25
  • [ 4885-02-3 ]
  • [ 874-63-5 ]
  • [ 51926-66-0 ]
  • [ 19447-00-8 ]
YieldReaction ConditionsOperation in experiment
14.7%
Stage #1: With titanium tetrachloride In dichloromethane at 0℃; for 1 h; Inert atmosphere
Stage #2: at 0℃; for 0.75 h; Inert atmosphere
General procedure: The appropriate benzene derivative (3.2–10.6 mmol) was dissolved in dry DCM (10–20 mL), purged with Ar, and cooled with an ice bath to 0 °C. Next, TiCl4 (2.2 eq.) was added dropwise. The reaction mixture was stirred for 1 h. Afterwards, dichloromethyl methyl ether (1.1 eq.) was added, and the mixture was left to react for a further 45 min. As a reaction quencher, a saturated solution of NH4Cl (25 mL) was added. The mixture was then left for 2 h. The organic layer was separated and washed with 0.1 N HCl solution (3 × 50 mL) and brine (3 × 50 mL). The organic layer was dried over MgSO4 and filtered, and the solvent was evaporated under vacuum to furnish the desired aldehydes (Figure 1). The purified products were homogeneous by HPLC and were characterized and purified by using various physical techniques.
Reference: [1] Journal of Organic Chemistry, 1996, vol. 61, # 8, p. 2770 - 2773
[2] Journal of Organic Chemistry, 2013, vol. 78, # 7, p. 3438 - 3444
[3] Molecules, 2015, vol. 20, # 4, p. 5409 - 5422
  • 26
  • [ 874-63-5 ]
  • [ 51926-66-0 ]
  • [ 19447-00-8 ]
YieldReaction ConditionsOperation in experiment
53% With sodium hydroxide In 2,2,4-trimethylpentane This material was dispersed in 1 ml of iso-octane and was added dropwise over twenty minutes to the 3,5-dimethylanisole/iso-octane/TiCl4 mixture.
A sticky material precipitated, but the reaction solution was stirred at -15° C. for 4.5 hours before being with quenched with water, treated with NaOH, and worked-up substantially as described in Example 1.
GC analysis of the product mixture showed that it contained about 40percent 3,5-dimethylanisole and about 53percent of a combined yield of two aldehydes, 2-methoxy-4,6-dimethylbenzaldehyde and 4-methoxy-2,6-dimethylbenzaldehyde.
Reference: [1] Patent: US5457239, 1995, A,
  • 27
  • [ 1634-04-4 ]
  • [ 874-63-5 ]
  • [ 19447-00-8 ]
Reference: [1] Patent: US2002/156077, 2002, A1,
  • 28
  • [ 874-63-5 ]
  • [ 557-21-1 ]
  • [ 51926-66-0 ]
  • [ 19447-00-8 ]
Reference: [1] Journal of Medicinal Chemistry, 2003, vol. 46, # 8, p. 1408 - 1418
  • 29
  • [ 874-63-5 ]
  • [ 19447-00-8 ]
Reference: [1] Synlett, 2002, # 11, p. 1907 - 1909
[2] Tetrahedron, 1995, vol. 51, # 4, p. 1033 - 1054
[3] Journal of Medicinal Chemistry, 1988, vol. 31, # 1, p. 72 - 83
  • 30
  • [ 874-63-5 ]
  • [ 68-12-2 ]
  • [ 51926-66-0 ]
  • [ 19447-00-8 ]
Reference: [1] Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1955, vol. 240, p. 2241
[2] Journal of Organic Chemistry, 1962, vol. 27, p. 1839
  • 31
  • [ 74-90-8 ]
  • [ 874-63-5 ]
  • [ 19447-00-8 ]
Reference: [1] Justus Liebigs Annalen der Chemie, 1907, vol. 357, p. 373
  • 32
  • [ 2591-86-8 ]
  • [ 90609-47-5 ]
  • [ 874-63-5 ]
  • [ 19447-00-8 ]
Reference: [1] Australian Journal of Chemistry, 1995, vol. 48, # 5, p. 1055 - 1058
  • 33
  • [ 874-63-5 ]
  • [ 68-12-2 ]
  • [ 51926-66-0 ]
  • [ 19447-00-8 ]
Reference: [1] Pharmazie, 1996, vol. 51, # 11, p. 823 - 827
  • 34
  • [ 874-63-5 ]
  • [ 90674-26-3 ]
Reference: [1] Angewandte Chemie - International Edition, 2017, vol. 56, # 21, p. 5912 - 5915[2] Angew. Chem., 2017, vol. 129, p. 6006 - 6009,4
[3] Synthesis, 2007, # 1, p. 65 - 74
[4] Journal of the Chemical Society - Perkin Transactions 1, 1998, # 2, p. 203 - 209
[5] Tetrahedron Letters, 1997, vol. 38, # 22, p. 3973 - 3976
[6] Journal of the American Chemical Society, 2011, vol. 133, # 39, p. 15686 - 15696
[7] Journal of the American Chemical Society, 2012, vol. 134, # 30, p. 12402 - 12405
  • 35
  • [ 874-63-5 ]
  • [ 46331-50-4 ]
Reference: [1] Chemistry - A European Journal, 2018, vol. 24, # 30, p. 7671 - 7682
[2] Chemische Berichte, 1931, vol. 64, p. 2270,2276
[3] Industrial and Engineering Chemistry, Analytical Edition, 1934, vol. 6, p. 7,11
[4] Journal of the Chemical Society, 1934, p. 418,420
[5] Tetrahedron, 1964, vol. 20, p. 723 - 739
  • 36
  • [ 874-63-5 ]
  • [ 119650-44-1 ]
Reference: [1] Organic Letters, 2007, vol. 9, # 15, p. 2915 - 2918
[2] Synthesis, 2007, # 1, p. 65 - 74
[3] Tetrahedron Letters, 2000, vol. 41, # 17, p. 3007 - 3010
[4] Journal of the American Chemical Society, 2011, vol. 133, # 39, p. 15686 - 15696
[5] Journal of the American Chemical Society, 2012, vol. 134, # 30, p. 12402 - 12405
[6] RSC Advances, 2014, vol. 4, # 61, p. 32241 - 32248
[7] European Journal of Organic Chemistry, 2017, vol. 2017, # 11, p. 1479 - 1488
Recommend Products
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 874-63-5 ]

Aryls

Chemical Structure| 93-04-9

[ 93-04-9 ]

2-Methoxynaphthalene

Similarity: 0.97

Chemical Structure| 14786-82-4

[ 14786-82-4 ]

4-Methoxy-3-methylphenol

Similarity: 0.97

Chemical Structure| 5060-82-2

[ 5060-82-2 ]

7-Methoxynaphthalen-2-ol

Similarity: 0.97

Chemical Structure| 24599-58-4

[ 24599-58-4 ]

2,5-Dimethoxytoluene

Similarity: 0.97

Chemical Structure| 6971-51-3

[ 6971-51-3 ]

(3-Methoxyphenyl)methanol

Similarity: 0.94

Ethers

Chemical Structure| 93-04-9

[ 93-04-9 ]

2-Methoxynaphthalene

Similarity: 0.97

Chemical Structure| 14786-82-4

[ 14786-82-4 ]

4-Methoxy-3-methylphenol

Similarity: 0.97

Chemical Structure| 5060-82-2

[ 5060-82-2 ]

7-Methoxynaphthalen-2-ol

Similarity: 0.97

Chemical Structure| 24599-58-4

[ 24599-58-4 ]

2,5-Dimethoxytoluene

Similarity: 0.97

Chemical Structure| 6971-51-3

[ 6971-51-3 ]

(3-Methoxyphenyl)methanol

Similarity: 0.94