4-(2-Methoxyphenyl)-4-oxobutyronitrile

Base Information

• Chemical Name: 4-(2-Methoxyphenyl)-4-oxobutyronitrile
• CAS No.: 113522-19-3
• Molecular Formula: C11H11NO2
• Molecular Weight: 189.21
• DSSTox Substance ID: DTXSID90542227
• Nikkaji Number: J1.566.349I
• Wikidata: Q82418817
• Mol file: 113522-19-3.mol

Synonyms:4-(2-METHOXYPHENYL)-4-OXOBUTYRONITRILE;113522-19-3;4-(2-METHOXYPHENYL)-4-OXOBUTANENITRILE;MFCD07700096;Benzenebutanenitrile, 2-methoxy-gamma-oxo-;DTXSID90542227;AKOS009624061;AS-63669;CS-0036858;W12109

Chemical Property of 4-(2-Methoxyphenyl)-4-oxobutyronitrile

Chemical Property:

• Vapor Pressure: 2.06E-05mmHg at 25°C
• Boiling Point: 361.5°C at 760 mmHg
• Flash Point: 158°C
• Density: 1.104g/cm³
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 189.078978594
• Heavy Atom Count: 14
• Complexity: 241

Purity/Quality:

97% ^*data from raw suppliers

4-(2-Methoxyphenyl)-4-oxobutyronitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC=C1C(=O)CCC#N

Technology Process of 4-(2-Methoxyphenyl)-4-oxobutyronitrile

There total 13 articles about 4-(2-Methoxyphenyl)-4-oxobutyronitrile 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: 64.0%

acrylonitrile (107-13-1,25014-41-9) → 4-(2-methoxy-phenyl)-4-oxo-butyronitrile (113522-19-3)

Guidance literature:

In toluene; for 23h; Heating;

DOI:10.1016/S0022-328X(01)00803-8

Reference yield: 58.0%

3-(2-methoxyphenyl)prop-2-ynoic acid (7342-00-9) + acetonitrile (75-05-8,26809-02-9) → 4-(2-methoxy-phenyl)-4-oxo-butyronitrile (113522-19-3)

Guidance literature:

With water; copper diacetate; manganese(III) triacetate dihydrate; sodium hydrogencarbonate; dibenzoyl peroxide; at 90 ℃; for 6h; Sealed tube;

DOI:10.1021/acs.orglett.9b00520

Reference yield: 55.0%

acetonitrile (75-05-8,26809-02-9) + 1-methoxy-2-(1-methoxyvinyl)benzene (210540-78-6) → 4-(2-methoxy-phenyl)-4-oxo-butyronitrile (113522-19-3) + 2-tert-butoxy-o-methoxyacetophenone

Guidance literature:

With tert-butyl hypofluorite; In chloroform; at 0 ℃; for 0.333333h;

DOI:10.1021/jo9723366

upstream raw materials:

potassium cyanide

3-Dimethylamino-1-(2-methoxy-phenyl)-propan-1-one; hydrochloride

tert-butyl hypofluorite

1-methoxy-2-(1-methoxyvinyl)benzene

Downstream raw materials:

2-(2-methoxyphenyl)pyrrolidine