3-OXO-4-PHENYLBUTYRONITRILE

Base Information

• Chemical Name: 3-OXO-4-PHENYLBUTYRONITRILE
• CAS No.: 19212-27-2
• Molecular Formula: C10H9 N O
• Molecular Weight: 159.188
• Hs Code.: 2926909090
• Mol file: 19212-27-2.mol

Synonyms:Acetoacetonitrile,4-phenyl- (8CI); 3-Oxo-4-phenylbutanenitrile; 3-Oxo-4-phenylbutyronitrile;3-Oxo-4-phenylbutyrylnitrile; 4-Phenyl-3-oxobutyronitrile

Chemical Property of 3-OXO-4-PHENYLBUTYRONITRILE

Chemical Property:

• Boiling Point: 100 °C(Press: 0.001 Torr)
• PKA: 10.19±0.10(Predicted)
• PSA: 40.86000
• Density: 1.092±0.06 g/cm3(Predicted)
• LogP: 1.71188

Purity/Quality:

99% ^*data from raw suppliers

3-Oxo-4-phenylbutanenitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3-Oxo-4-phenylbutanenitrile (cas# 19212-27-2) is used in the chemical composition and responsible for cytotoxic activities of petroleum ether fruit extract of fruits of Brucea javanica (Simarubaceae).

Technology Process of 3-OXO-4-PHENYLBUTYRONITRILE

There total 11 articles about 3-OXO-4-PHENYLBUTYRONITRILE 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: 93.0%

cyanoacetic acid tert-butyl ester (1116-98-9) + benzyl chloride (100-44-7) + 9-methyl-9H-fluorene-9-carbonyl chloride (82102-37-2) → 3-oxo-4-phenylbutyronitrile (19212-27-2)

Guidance literature:

cyanoacetic acid tert-butyl ester; benzyl chloride; 9-methyl-9H-fluorene-9-carbonyl chloride; With dichloro(1,5-cyclooctadiene)palladium(II); N-Methyldicyclohexylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; magnesium chloride; tri tert-butylphosphoniumtetrafluoroborate; In 1,4-dioxane; at 100 ℃; for 18h; Glovebox; Inert atmosphere;

With formic acid; In 1,4-dioxane; for 1h; Inert atmosphere;

DOI:10.1021/acs.joc.5b02897

Reference yield: 87.0%

acetonitrile (75-05-8,26809-02-9) + benzeneacetic acid methyl ester (101-41-7) → 3-oxo-4-phenylbutyronitrile (19212-27-2)

Guidance literature:

acetonitrile; With n-butyllithium; In tetrahydrofuran; isopropyl alcohol; at -60 - -40 ℃; for 0.333333h;

benzeneacetic acid methyl ester; In tetrahydrofuran; isopropyl alcohol; at -60 ℃; for 0.166667h;

Reference yield: 84.0%

N-methoxy-N-methyl-2-phenylacetamide (95092-10-7) + acetonitrile (75-05-8,26809-02-9) → 3-oxo-4-phenylbutyronitrile (19212-27-2)

Guidance literature:

acetonitrile; With methyllithium; lithium bromide; In tetrahydrofuran; diethyl ether; at -78 ℃; for 0.5h; Inert atmosphere;

N-methoxy-N-methyl-2-phenylacetamide; In tetrahydrofuran; diethyl ether; at -78 ℃; for 1.5h; Inert atmosphere;

DOI:10.1039/c4ob02398f

upstream raw materials:

Ethyl 2-phenylethanoate

acetonitrile

diiodomethane

cinnamoyl cyanide

Downstream raw materials:

5-Benzyl-2-methyl-2H-pyrazol-3-ylamine

3-oxo-4-phenyl-2-phenylhydrazonobutanenitrile

5-benzyl-2-(2,2-diethoxy-ethyl)-2H-pyrazol-3-ylamine

3-benzyl-1H-pyrazol-5-amine