2,6-Dimethylanisole

Base Information

• Chemical Name: 2,6-Dimethylanisole
• CAS No.: 1004-66-6
• Molecular Formula: C9H12O
• Molecular Weight: 136.194
• Hs Code.: 29093090
• European Community (EC) Number: 213-723-3
• NSC Number: 62672
• DSSTox Substance ID: DTXSID40143248
• Nikkaji Number: J149.889D
• Wikidata: Q72469325
• Mol file: 1004-66-6.mol

Synonyms:2,6-Dimethylanisole;1004-66-6;2-Methoxy-1,3-dimethylbenzene;Benzene, 2-methoxy-1,3-dimethyl-;2-Methoxy-m-xylene;EINECS 213-723-3;MFCD00008380;AI3-21152;NSC62672;2,6-dimethyl anisole;2,6-Dimethylanisole, 98%;SCHEMBL145464;DTXSID40143248;2-Methoxy-1,3-dimethylbenzene #;NSC 62672;NSC-62672;AKOS015891256;AS-61141;SY048974;CS-0153695;D2383;FT-0610697;A19922;EN300-123427;F20859;W-109629;2-Methoxy-1,3-dimethyl-benzene

Chemical Property of 2,6-Dimethylanisole

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Vapor Pressure: 1.18mmHg at 25°C
• Refractive Index: n20/D 1.503(lit.)
• Boiling Point: 181.043 °C at 760 mmHg
• Flash Point: 67.222 °C
• PSA: 9.23000
• Density: 0.933 g/cm³
• LogP: 2.31200
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water.
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 136.088815002
• Heavy Atom Count: 10
• Complexity: 90.9

Purity/Quality:

97% ^*data from raw suppliers

2,6-Dimethylanisole ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)C)OC
• Uses: 2,6-Dimethylanisole is used as a pharmaceutical intermediate. Methoxymetacyclophanes is prepared from 2,6-dimethylanisole.

Technology Process of 2,6-Dimethylanisole

There total 31 articles about 2,6-Dimethylanisole 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: 99.0%

2.6-dimethylphenol (576-26-1,25134-01-4) + carbonic acid dimethyl ester (616-38-6) → 2-methoxy-1,3-dimethylbenzene (1004-66-6)

Guidance literature:

With dimanganese decacarbonyl; at 180 ℃; for 1h; Reagent/catalyst;

DOI:10.1134/S1070428015030070

Reference yield: 90.0%

2,6-dimethylphenyl acetate (876-98-2) + methyl iodide (74-88-4) → 2-methoxy-1,3-dimethylbenzene (1004-66-6)

Guidance literature:

With sodium hydride; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; 1.) 0 deg C, 1 h, 2.) 25 deg C, 24 h;

Reference yield: 88.0%

2.6-dimethylphenol (576-26-1,25134-01-4) + methyl iodide (74-88-4) → 2-methoxy-1,3-dimethylbenzene (1004-66-6)

Guidance literature:

With K₂COO₃; In acetone; for 72h; Heating;

DOI:10.1016/j.tetlet.2006.02.105

upstream raw materials:

2.6-dimethylphenol

tetramethoxymethane

dimethyl sulfate

dimethylsulfonioacetate

Downstream raw materials:

4-(4-methoxy-3,5-dimethylphenyl)-4-oxobutanoic acid

5-bromo-2-methoxy-1,3-dimethylbenzene

2,6-dimethyl-4-nitroanisole

2-methoxyisophthalic acid

Refernces

• 1、 Nomura,Takeuchi. "-". . p. 213,215. Retrieved 1969.
• 2、 Curtin,Fraser. "-". . p. 6016,6018, 6019. Retrieved 1958.
• 3、 Jardon, Phillip W.,Vickery, Euin H.,Pahler, Leon F.,Pourahmady, Naser,Mains, Gilbert J.,Eisenbraun, Edmund J.. "Molecular Orbital Calculations and 13C NMR Studies To Explain a Regiospecific Demethylation of 3-Alkyl-1,2-dimethoxybenzenes". . p. 2130 - 2135. Retrieved 1984.
• 4、 Ogawa, Haruo,Ichimura, Youko,Chihara, Teiji,Teratani, Shousuke,Taya, Kazuo. "Methylation of Alcohols, Phenols, and Carboxylic Acids, and Selective Monomethylation of Diols and Dicarboxylic Acids with Dimethyl Sulfate by Use of Alumina". . p. 2481 - 2484. Retrieved 1986.
• 5、 Bhattacharyya et al.. "-". . p. 1873,1874. Retrieved 1968.
• 6、 Khusnutdinov,Shchadneva,Mayakova, Yu. Yu.. "Methylation of phenol and its derivatives with dimethyl carbonate in the presence of Mn2(CO)10, W(CO)6, and Co2(CO)8". . p. 330 - 334. Retrieved 2015.
• 7、 Assante, Michele,Baillie, Sharon E.,Juba, Vanessa,Leach, Andrew G.,McKinney, David,Reid, Marc,Washington, Jack B.,Yan, Chunhui. "Trialkylammonium salt degradation: Implications for methylation and cross-coupling". . p. 6949 - 6963. Retrieved 2021/06/02.
• 8、 Das, Pranab Jyoti,Das, Jupitara. "Selective O-methylation of phenols and benzyl alcohols in simple pyridinium based ionic liquids". . p. 94 - 98. Retrieved 2015/06/08.