2-Methoxy-5-methylbenzonitrile

Base Information

• Chemical Name: 2-Methoxy-5-methylbenzonitrile
• CAS No.: 53078-70-9
• Molecular Formula: C9H9NO
• Molecular Weight: 147.177
• Hs Code.: 2926909090
• European Community (EC) Number: 622-713-1
• DSSTox Substance ID: DTXSID00396612
• Wikidata: Q72490366
• Mol file: 53078-70-9.mol

Synonyms:2-Methoxy-5-methylbenzonitrile;53078-70-9;2-methoxy-5-methyl-benzonitrile;2-Cyano-4-methylanisole;SCHEMBL5029109;DTXSID00396612;MYOASWSDRGHGLN-UHFFFAOYSA-N;MFCD03425693;2-Methoxy-5-methylbenzonitrile, 97%;AKOS005151585;CS-W018209;FS-4348;AM804005;A7731;FT-0676575

Chemical Property of 2-Methoxy-5-methylbenzonitrile

Chemical Property:

• Vapor Pressure: 0.0045mmHg at 25°C
• Refractive Index: n20/D 1.5430(lit.)
• Boiling Point: 277.5 °C at 760 mmHg
• Flash Point: 116.5 °C
• PSA: 33.02000
• Density: 1.06 g/cm³
• LogP: 1.87528
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 147.068413911
• Heavy Atom Count: 11
• Complexity: 170

Purity/Quality:

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

2-Methoxy-5-methylbenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)OC)C#N

Technology Process of 2-Methoxy-5-methylbenzonitrile

There total 8 articles about 2-Methoxy-5-methylbenzonitrile 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: 82.0%

p-methylanizole (104-93-8) + Dichloromethyl methyl ether (4885-02-3) → 2-methoxy-5-methylbenzonitrile (53078-70-9)

Guidance literature:

p-methylanizole; Dichloromethyl methyl ether; With zinc dibromide; In dichloromethane; at 20 ℃; for 18h;

With ammonium hydroxide; iodine; In dichloromethane; at 20 ℃; for 6h;

DOI:10.1002/ejoc.201403672

Reference yield: 70.0%

2-bromo-4-methylanisole (22002-45-5) + copper(I) cyanide (544-92-3) → 2-methoxy-5-methylbenzonitrile (53078-70-9)

Guidance literature:

In N,N-dimethyl-formamide; for 5h; Heating;

DOI:10.1080/00268948108074677

Reference yield:

benzaldehyde dimethyl acetal (1125-88-8) + 5-bromo-2-methoxybenzonitrile (144649-99-0) → 2-methoxy-5-methylbenzonitrile (53078-70-9)

Guidance literature:

With nickel(II) bromide dimethoxyethane; potassium phosphate; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; 4,4'-di-tert-butyl-2,2'-bipyridine; In acetonitrile; benzene; for 24h; Glovebox; Sealed tube; Irradiation;

DOI:10.1021/jacs.1c12203

upstream raw materials:

p-methylanizole

trichloroacetonitrile

Cresidine

2-bromo-4-methylanisole

Downstream raw materials:

(2-methoxy-5-methylphenyl)methanamine

2-cyano-4-methylphenol

2-methoxy-5-methylbenzoic acid

Refernces

• 1、 Doyle, Abigail G.,Gandhi, Shivaani S.,Jiang, Shutian,Kariofillis, Stavros K.,Martinez Alvarado, Jesus I.,?urański, Andrzej M.. "Using Data Science To Guide Aryl Bromide Substrate Scope Analysis in a Ni/Photoredox-Catalyzed Cross-Coupling with Acetals as Alcohol-Derived Radical Sources". supporting information. p. 1045 - 1055. Retrieved 2022/01/19.
• 2、 Adamska,Dabrowski,Dziabuszek. "CONVENIENT METHOD OF OBTAINING 2-CYANO-4-ALKYLPHENOLS, 4-CYANOPHENOL AND 4-CYANOANILINE.". . p. 93 - 99. Retrieved 2007/10/02.