4-(2-Oxopropyl)benzonitrile

Base Information

• Chemical Name: 4-(2-Oxopropyl)benzonitrile
• CAS No.: 58949-75-0
• Molecular Formula: C10H9NO
• Molecular Weight: 159.188
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID90363696
• Nikkaji Number: J515.598C
• Wikidata: Q82147442
• Mol file: 58949-75-0.mol

Synonyms:4-(2-oxopropyl)benzonitrile;58949-75-0;4-(2-oxo-propyl)-benzonitrile;4-Cyanophenylacetone;4-acetonylbenzonitrile;a-Tolunitrile, a-acetyl-;4-(2-oxopropyl) benzonitrile;4-(2'-Oxopropyl)benzonitrile;4-(2-Oxo-propyl)benzonitrile;SCHEMBL2649430;DTXSID90363696;MFCD02094171;AKOS006280219;SB37814;BS-17267;FT-0762344;D84247;EN300-1828626

Chemical Property of 4-(2-Oxopropyl)benzonitrile

Chemical Property:

• Vapor Pressure: 0.00239mmHg at 25°C
• Refractive Index: 1.531
• Boiling Point: 288.1°C at 760 mmHg
• Flash Point: 128°C
• PSA: 40.86000
• Density: 1.08g/cm³
• LogP: 1.68978
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 159.068413911
• Heavy Atom Count: 12
• Complexity: 205

Purity/Quality:

96% ^*data from raw suppliers

4-(2-oxopropyl)benzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-(2-Oxopropyl)benzonitrile

There total 33 articles about 4-(2-Oxopropyl)benzonitrile 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%

methallyl acetate (820-71-3) + 4-hydrazinobenzonitrile (17672-27-4) → 4-(2-oxopropyl)benzonitrile (58949-75-0) + 3-(4-cyanophenyl)-2-hydroperoxy-2-methylpropyl acetate (1621652-07-0)

Guidance literature:

With manganese(IV) oxide; acetic acid; In acetonitrile; at 23 ℃; for 1h;

DOI:10.1002/chem.201400064

Reference yield: 87.0%

4-Cyanochlorobenzene (623-03-0) + acetone (67-64-1) → 4-(2-oxopropyl)benzonitrile (58949-75-0)

Guidance literature:

With potassium phosphate; 2-(2,6-dimethoxyphenyl)-1-methyl-3-(diphenylphosphino)-1H-indole; palladium diacetate; at 90 ℃; for 18h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.5b02344

Reference yield: 85.0%

acetyl chloride (75-36-5) + 4-cyanobenzyl bromide (17201-43-3) → 4-(2-oxopropyl)benzonitrile (58949-75-0)

Guidance literature:

With nickel; In 1,2-dimethoxyethane; at 85 ℃; for 0.25h;

DOI:10.1016/S0040-4039(00)81952-8 DOI:10.1021/jo00209a006

upstream raw materials:

4-(2-nitroprop-1-en-1-yl)benzonitrile

4-Cyanochlorobenzene

acetone enolate ion

4-bromobenzenecarbonitrile

Downstream raw materials:

2-{[(Z)-2-(4-Cyano-phenyl)-1-methyl-vinylamino]-methylene}-malonic acid diethyl ester

p-(2-oxopropyl)-benzoic acid

4-cyanobenzaldehyde

(E)-4-(2-nitroprop-1-en-1-yl)benzonitrile

Refernces

• 1、 Feng, Xiaoming,He, Qianwen,Liu, Xiaohua,Zhang, Dong,Zhang, Fengcai. "Asymmetric Catalytic Epoxidation of Terminal Enones for the Synthesis of Triazole Antifungal Agents". supporting information. p. 6961 - 6966. Retrieved 2021/09/11.
• 2、 Amgoune, Abderrahmane,Derhamine, Sary Abou,Krachko, Tetiana,Monteiro, Nuno,Pilet, Guillaume,Schranck, Johannes,Tlili, Anis. "Nickel-Catalyzed Mono-Selective α-Arylation of Acetone with Aryl Chlorides and Phenol Derivatives". supporting information. p. 18948 - 18953. Retrieved 2020/09/01.