1-Methoxy-4-methylbenzene

Base Information

• Chemical Name: 1-Methoxy-4-methylbenzene
• CAS No.: 104-93-8
• Deprecated CAS: 1071687-44-9
• Molecular Formula: C8H10O
• Molecular Weight: 122.167
• Hs Code.: 2929-09 Oral rat LD50: 1920 mg/kg
• European Community (EC) Number: 203-253-7
• NSC Number: 6254
• UNII: 10FAI0OR9W
• DSSTox Substance ID: DTXSID9026710
• Nikkaji Number: J10.114A
• Wikidata: Q15726084
• Metabolomics Workbench ID: 45254
• ChEMBL ID: CHEMBL154155
• Mol file: 104-93-8.mol

Synonyms:4-methoxytoluene;4-methyl anisole;4-methylanisole;p-cresyl methyl ether;p-methyl anisole

Chemical Property of 1-Methoxy-4-methylbenzene

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 5.25 mm Hg ( 50 °C)
• Melting Point: -32 °C
• Refractive Index: n20/D 1.511(lit.)
• Boiling Point: 174 °C at 760 mmHg
• Flash Point: 53.3 °C
• PSA: 9.23000
• Density: 0.941 g/cm³
• LogP: 2.00360
• Storage Temp.: Flammables area
• Water Solubility.: slightly soluble
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 122.073164938
• Heavy Atom Count: 9
• Complexity: 72.6

Purity/Quality:

99% ^*data from raw suppliers

p-Methoxytoluene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-38-10-52/53-63
• Safety Statements: 36/37-16-61

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Other Aromatic Compounds
• Canonical SMILES: CC1=CC=C(C=C1)OC
• Description: p-Methylanisole has a pungent odor suggestive of ylang-ylang. May be prepared by methylation of p-cresol.
• Uses: 4-Methylanisole was used to prepare 5-methoxy-1,8-dimethyltetralin. It was also used as the solubilizate molecule to study the site of incorporation of solubilizates in sodium dodecyl sulfate (SDS) micellar systems. 4-Methylanisole may be used as an analytical standard for the determination of the analyte in Malus taxa flowers, coffee brews, aqueous matrices, food products, and Ficus semicordata by various chromatography techniques. Perfumery, flavoring.

Technology Process of 1-Methoxy-4-methylbenzene

There total 306 articles about 1-Methoxy-4-methylbenzene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

para-bromotoluene (106-38-7) + C4H12BO4(1+)*K(1+) → p-methylanizole (104-93-8) + (4,4'-dimethyl-1,1'-biphenyl) (613-33-2)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tert-butyl XPhos; In N,N-dimethyl-formamide; at 80 - 100 ℃; Inert atmosphere;

DOI:10.1002/adsc.201300687

Reference yield: 72.0%

methoxybenzene (100-66-3) + ortho-chlorobenzoic acid (118-91-2) → p-methylanizole (104-93-8) + 2-methylmethoxybenzene (578-58-5) + phenyl 2-chlorobenzoate (41998-16-7) + 2-chloro-4'-methoxybenzophenone (54118-74-0)

Guidance literature:

With erbium(III) triflate; In neat (no solvent); at 220 ℃; for 0.5h; Microwave irradiation;

DOI:10.1016/j.tetlet.2014.12.038

Reference yield: 72.0%

methoxybenzene (100-66-3) + o-fluoro-benzoic acid (445-29-4) → p-methylanizole (104-93-8) + 2-methylmethoxybenzene (578-58-5) + 2-Fluorbenzoesaeure-phenylester (363-30-4) + (2-fluorophenyl)(4-methoxyphenyl)methanone (66938-29-2)

Guidance literature:

With erbium(III) triflate; In neat (no solvent); at 220 ℃; for 0.5h; Microwave irradiation;

DOI:10.1016/j.tetlet.2014.12.038

upstream raw materials:

Dimethyl oxalate

p-cresol

potassium ethoxide

methanol

Downstream raw materials:

2-chloro-1-(2-hydroxy-5-methyl-phenyl)-propan-1-one

2-bromo-4-methylanisole

p-Methoxybenzyl bromide

3,6-dichloro-2-(2-hydroxy-5-methyl-benzoyl)-benzoic acid

Refernces

• 1、 Hutchins et al.. "". . p. 2018. Retrieved 1975.
• 2、 Wang, Yong-sheng,Yang, Fang,Liu, Zhi-hua,Yuan, Lu,Li, Gang. "Electrocatalytic degradation of aspen lignin over Pb/PbO2 electrode in alkali solution". . p. 49 - 53. Retrieved 2015.
• 3、 Brown, George R.,Foubister, Alan J.. "Direct Transformation of Cyano into Methyl Groups under Mild Conditions". . p. 1036 - 1037. Retrieved 1982.
• 4、 Le Deit,Cron,Le Corre. "Reaction of borane-dimethyl sulfide complex with aromatic acids: Access to methyl compounds or to benzyl dimethyl sulphonium salts". . p. 2759 - 2762. Retrieved 1991.
• 5、 Chen, Chun,Gong, Wanbing,Han, Miaomiao,Wang, Dongdong,Wang, Guozhong,Zhang, Haimin,Zhang, Jifang,Zhang, Yunxia,Zhao, Huijun. "Encapsulated Ni-Co alloy nanoparticles as efficient catalyst for hydrodeoxygenation of biomass derivatives in water". . p. 2027 - 2037. Retrieved 2021.
• 6、 Yang, Huanhuan,Nie, Renfeng,Xia, Wang,Yu, Xiaolong,Jin, Dingfeng,Lu, Xinhuan,Zhou, Dan,Xia, Qinghua. "Co embedded within biomass-derived mesoporous N-doped carbon as an acid-resistant and chemoselective catalyst for transfer hydrodeoxygenation of biomass with formic acid". . p. 5714 - 5722. Retrieved 2017.
• 7、 Yoon, Juyoung,Sheu, Chimin,Houk,Knobler, Carolyn B.,Cram, Donald J.. "Syntheses, binding properties, and structures of seven new hemicarcerands each composed of two bowls bridged by three tetramethylenedioxy groups and a fourth unique linkage". . p. 9323 - 9339. Retrieved 1996.
• 8、 Botnikov et al.. "". . . Retrieved 1977.
• 9、 Fischer, Helmut,Zeuner, Siegfried,Ackermann, Klaus. "Electrophilic Benzylidene(pentacarbonyl)-chromium(0) and -tungsten(0) Complexes: Isolation, Characterization, and an Unusual Thermolytic Reaction of the Tungsten Compounds". . p. 684 - 686. Retrieved 1984.
• 10、 Carrasco, Desiree,Perez-Temprano, Monica H.,Casares, Juan A.,Espinet, Pablo. "Cross alkyl-aryl versus homo aryl-aryl coupling in palladium-catalyzed coupling of alkyl-gold(I) and aryl-halide". . p. 3540 - 3545. Retrieved 2014.