methoxy(phenyl)acetonitrile

Base Information

• Chemical Name: methoxy(phenyl)acetonitrile
• CAS No.: 13031-13-5
• Molecular Formula: C9H9 N O
• Molecular Weight: 147.177
• Mol file: 13031-13-5.mol

Synonyms:Acetonitrile,methoxyphenyl- (6CI,7CI,8CI); 2-Methoxy-2-phenylacetonitrile;Methoxyphenylacetonitrile; NSC 266224; Phenylmethoxyacetonitrile; a-Methoxybenzeneacetonitrile; a-Methoxybenzyl cyanide; a-Methoxyphenylacetonitrile

Chemical Property of methoxy(phenyl)acetonitrile

Chemical Property:

• Vapor Pressure: 0.169mmHg at 25°C
• Boiling Point: 212.9°Cat760mmHg
• Flash Point: 86.9°C
• Density: 1.056g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methoxy(phenyl)acetonitrile

There total 31 articles about methoxy(phenyl)acetonitrile 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%

tert-butylisonitrile (119072-55-8,7188-38-7) + benzaldehyde dimethyl acetal (1125-88-8) → 2-methoxy-2-phenylacetonitrile (13031-13-5)

Guidance literature:

With titanium tetrachloride; at -78 - -30 ℃;

DOI:10.1021/ja00387a050

Reference yield: 95.0%

benzaldehyde dimethyl acetal (1125-88-8) + N,N-dicyclohexylaminoacetonitrile → 2-methoxy-2-phenylacetonitrile (13031-13-5)

Guidance literature:

With Trichloro(trifluoromethylsulfonyloxy)silane; In dichloromethane; at 0 ℃; for 0.5h; Reagent/catalyst; Inert atmosphere; Sealed tube;

DOI:10.1002/ejoc.201501084

Reference yield: 80.0%

2-methoxy-2-phenylacetaldoxime (98995-93-8) → 2-methoxy-2-phenylacetonitrile (13031-13-5)

Guidance literature:

With [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; 4 A molecular sieve; In acetonitrile; at 25 ℃; for 1h;

DOI:10.1021/ol0168768

upstream raw materials:

(+/-)-2-methoxy-2-phenylacetamide

methanol

2,2,2-triphenylacetonitrile

1-cyanobenzyl benzoate

Downstream raw materials:

α-(3-chloro-4-hydroxyphenyl)-α-methoxy-α-phenylacetonitrile

α-methoxy-α-(2-nitrophenyl)-α-phenylacetonitrile

2-chloro-4-[cyano(methoxy)(phenyl)methyl]-N-[cyano(phenyl)methylene]aniline N-oxide

α-(3-Chloro-4-nitrophenyl)phenylacetonitrile

Refernces

• 1、 Petrellis et al.. "-". . p. 1967. Retrieved 1967.
• 2、 Dempsey Hyatt,Nasrallah, Daniel J.,Maxwell, Michael A.,Hairston, A. Christina F.,Abdalhameed, Manahil M.,Croatt, Mitchell P.. "Formation and in situ reactions of hypervalent iodonium alkynyl triflates to form cyanocarbenes". supporting information. p. 5287 - 5289. Retrieved 2015/03/30.
• 3、 Kotani, Shunsuke,Sakamoto, Midori,Osakama, Kazuki,Nakajima, Makoto. "A Sterically Congested α-Cyanoamine as a Cyanating Reagent: Cyanation of Acetals and Orthoesters". supporting information. p. 6606 - 6609. Retrieved 2015/10/29.