2,3-Dimethylanisole

Base Information

• Chemical Name: 2,3-Dimethylanisole
• CAS No.: 2944-49-2
• Molecular Formula: C9H12O
• Molecular Weight: 136.194
• Hs Code.: 29093090
• European Community (EC) Number: 220-948-0
• NSC Number: 137144
• UNII: 1O9C26L62B
• DSSTox Substance ID: DTXSID60183646
• Nikkaji Number: J149.886J
• Wikidata: Q72469323
• Mol file: 2944-49-2.mol

Synonyms:2,3-Dimethylanisole;2944-49-2;1-Methoxy-2,3-dimethylbenzene;3-Methoxy-o-xylene;Benzene, 1-methoxy-2,3-dimethyl-;Benzene, methoxydimethyl-;1,2-Dimethyl-6-methoxybenzene;2.3-Dimethylanisole;1O9C26L62B;EINECS 220-948-0;MFCD00008376;NSC-137144;2,3-dimethyl-anisole;dimethylanisole;NSC137144;2,3-dimethyl anisole;O(C)c1cccc(C)c1C;SCHEMBL78554;2,3-Dimethylanisole, 97%;UNII-1O9C26L62B;2,3-Dimethylphenol methyl ether;BLMBNEVGYRXFNA-UHFFFAOYSA-;DTXSID60183646;1-Methoxy-2,3-dimethylbenzene #;AM892;CS-M2533;CK1192;STL196605;AKOS005232439;DS-5006;NSC 137144;SY048935;D2200;FT-0609705;A19921;EN300-176987

Chemical Property of 2,3-Dimethylanisole

Chemical Property:

• Appearance/Colour: clear light yellow liquid
• Vapor Pressure: 0.582mmHg at 25°C
• Melting Point: 29 °C(lit.)
• Refractive Index: n20/D 1.52(lit.)
• Boiling Point: 195.7 °C at 760 mmHg
• Flash Point: 69.8 °C
• PSA: 9.23000
• Density: 0.932 g/cm³
• LogP: 2.31200
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: immiscible
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 136.088815002
• Heavy Atom Count: 10
• Complexity: 101

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,3-Dimethylanisole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)OC)C
• Uses: 2,3-Dimethylanisole is used as starting reagent in the synthesis of biphenyl-indanone A, a positive allosteric modulator of the metabotropic glutamate receptor subtype 2. It can be used to produce 2-methoxy-6-methyl-benzaldehyde by heating.

Technology Process of 2,3-Dimethylanisole

There total 12 articles about 2,3-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: 100.0%

2,3-Dimethylphenol (526-75-0) + methyl iodide (74-88-4) → 2,3-dimethylanisole (2944-49-2)

Guidance literature:

With potassium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In dichloromethane; for 2h; Ambient temperature;

Reference yield: 99.0%

2,3-Dimethylphenol (526-75-0) + carbonic acid dimethyl ester (616-38-6) → 2,3-dimethylanisole (2944-49-2)

Guidance literature:

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

DOI:10.1134/S1070428015030070

Reference yield: 95.0%

2,3-Dimethylphenol (526-75-0) + dimethyl sulfate (77-78-1) → 2,3-dimethylanisole (2944-49-2)

Guidance literature:

With sodium hydroxide; In water; at 10 - 50 ℃; for 2h;

upstream raw materials:

2,3-Dimethylphenol

potassium methyl sulfate

dimethyl sulfate

methyl iodide

Downstream raw materials:

toluene-4-sulfonic acid-[2-(4-methoxy-2,3-dimethyl-benzoyl)-anilide]

2,3-dimethyl-4-methoxybenzaldehyde

3-hydroxyphthalic acid

4-(4-methoxy-2,3-dimethyl-phenyl)-4-oxo-butyric acid

Refernces

• 1、 Xiu-jie, Liu,Zhi-hao, Zhang,Qing-song, Deng,Xin, Chen,Chao-qing, Wang. "Synthesis, in vitro cytotoxicity and anti-platelet activity of new 1,3-bentzenedisulfonamides". . p. 1864 - 1872. Retrieved 2019/08/26.
• 2、 Jin, Chaobin,Alenazy, Rawaf,Wang, Yinhu,Mowla, Rumana,Qin, Yinhui,Tan, Jin Quan Eugene,Modi, Natansh Deepak,Gu, Xinjie,Polyak, Steven W.,Venter, Henrietta,Ma, Shutao. "Design, synthesis and evaluation of a series of 5-methoxy-2,3-naphthalimide derivatives as AcrB inhibitors for the reversal of bacterial resistance". supporting information. p. 882 - 889. Retrieved 2019/02/13.