2-Methylanisole

Base Information

• Chemical Name: 2-Methylanisole
• CAS No.: 578-58-5
• Molecular Formula: C8H10O
• Molecular Weight: 122.167
• Hs Code.: 29093090
• European Community (EC) Number: 209-426-3
• NSC Number: 6253
• UNII: 09G73SL17K
• DSSTox Substance ID: DTXSID9060368
• Nikkaji Number: J7.427F
• Wikidata: Q17267204
• Metabolomics Workbench ID: 45252
• Mol file: 578-58-5.mol

Synonyms:2-methoxytoluene;2-methylanisole

Chemical Property of 2-Methylanisole

Chemical Property:

• Appearance/Colour: clear colorless to light yellow liquid
• Vapor Pressure: 1.65mmHg at 25°C
• Melting Point: -34.1°C
• Refractive Index: n20/D 1.516(lit.)
• Boiling Point: 170.999 °C at 760 mmHg
• Flash Point: 51.667 °C
• PSA: 9.23000
• Density: 0.942 g/cm³
• LogP: 2.00360
• Storage Temp.: Flammables area
• Water Solubility.: immiscible
• 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: 80.6

Purity/Quality:

99% ^*data from raw suppliers

2-Methylanisole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F
• Hazard Codes: F
• Statements: 10
• Safety Statements: 16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Ethers, Other
• Canonical SMILES: CC1=CC=CC=C1OC
• Physical properties: clear colorless to light yellow liquid. soluble in alcohol and ether, insoluble in water.
• Uses: The catalytic system of disubstituted aromatics was optimized for the 2-methylanisole reduction by a proper choice of the amine/Rh ratio which should be high enough to stabilize very small colloidal rhodium particles and low enough to avoid deactivation. The total synthesis of (±)-heliannuol D and its epimer has been completed in 9 steps and 12% overall yield from 2-methylanisole. The thermal activation of 2-methylanisole (60°C) by the Ir (III) complex TpMe2Ir (C6H5) 2 (N2)(1; TpMe2= hydrotris (3, 5-dimethylpyrazolyl) borate) yielded a mixture of hydride complexes. The total synthesis of the phenolic sesquiterpene mutisianthol has been accomplished in 12 steps from the readily available 2-methylanisole. The catalytic system was optimized for the 2-methylanisole reduction by a proper choice of the amine/Rh ratio which should be high enough to stabilize very small colloidal rhodium particles and low enough to avoid deactivation.

Technology Process of 2-Methylanisole

There total 129 articles about 2-Methylanisole 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%

methyl (E)-2-(2-methoxybenzylidene)hydrazine-1-carboxylate → 2-methylmethoxybenzene (578-58-5)

Guidance literature:

With potassium hydroxide; In 2,2'-[1,2-ethanediylbis(oxy)]bisethanol; at 140 ℃; for 4h;

DOI:10.1055/s-0035-1560805

Reference yield: 99.4%

ortho-cresol (95-48-7,77504-84-8) + carbonic acid dimethyl ester (616-38-6) → 2-methylmethoxybenzene (578-58-5)

Guidance literature:

With Magnesium-Aluminum layered double oxides catalyst; at 149.84 ℃; for 12h; under 760.051 Torr; Autoclave; Inert atmosphere; Irradiation; Green chemistry;

DOI:10.1016/j.jphotochem.2020.112695

Reference yield: 99.0%

ortho-anisaldehyde (135-02-4) → 2-methylmethoxybenzene (578-58-5)

Guidance literature:

With hydrogen; In para-xylene; at 120 ℃; for 24h; under 750.075 Torr; chemoselective reaction; Glovebox; Sealed tube;

DOI:10.1021/acs.inorgchem.1c01008

upstream raw materials:

methanol

sodium o-cresolate

diethyl ether

2-bromoanisole

Downstream raw materials:

(4-methoxy-3-methyl-phenyl)-(5-nitro-thiazol-2-yl)-methanone

1-(4-methoxy-3-methylphenyl)-2-methyl-1-propanone

2-methoxyphenylacetic acid

2-methoxy-3-methylbenzoic acid

Refernces

• 1、 Thurner, Angelika,Faigl, Ferenc,Agai, Bela,Toke, Laszlo. "N,N,N',N',N' '-pentamethyldipropylenetriamine (PMDPTA): A versatile auxiliary for site selective lithiation reactions". . p. 443 - 449. Retrieved 1998.
• 2、 Antil, Neha,Kumar, Ajay,Akhtar, Naved,Newar, Rajashree,Begum, Wahida,Manna, Kuntal. "Metal-Organic Framework-Confined Single-Site Base-Metal Catalyst for Chemoselective Hydrodeoxygenation of Carbonyls and Alcohols". supporting information. p. 9029 - 9039. Retrieved 2021/06/28.
• 3、 Blanco, Elodie,Dongil, Ana Belén,Escalona, Néstor,García-Fierro, Jose Luis,Ghampson, I. Tyrone. "Optimizing the carburization conditions of supported rhenium carbide for guaiacol conversion". . . Retrieved 2021/06/26.