(2-Cyanophenyl)acetone

Base Information

• Chemical Name: (2-Cyanophenyl)acetone
• CAS No.: 73013-48-6
• Molecular Formula: C10H9 N O
• Molecular Weight: 159.188
• DSSTox Substance ID: DTXSID30363695
• Nikkaji Number: J515.596G
• Wikidata: Q82147440
• Mol file: 73013-48-6.mol

Synonyms:(2-Cyanophenyl)acetone;2-(2-oxopropyl)benzonitrile;73013-48-6;Benzonitrile,2-(2-oxopropyl)-;2-Acetonylbenzonitrile;SCHEMBL4748186;1-(2-cyanophenyl)propan-2-one;DTXSID30363695;MFCD02181087;AKOS006279099;EN300-1858634

Chemical Property of (2-Cyanophenyl)acetone

Chemical Property:

• Vapor Pressure: 0.00654mmHg at 25°C
• Refractive Index: 1.531
• Boiling Point: 271.2°C at 760 mmHg
• Flash Point: 117.8°C
• PSA: 40.86000
• Density: 1.08g/cm³
• LogP: 1.68978
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 159.068413911
• Heavy Atom Count: 12
• Complexity: 213

Purity/Quality:

98% ^*data from raw suppliers

(2-CYANOPHENYL)ACETONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)CC1=CC=CC=C1C#N

Technology Process of (2-Cyanophenyl)acetone

There total 15 articles about (2-Cyanophenyl)acetone 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: 83.0%

acetyl chloride (75-36-5) + 2-(bromomethyl)benzonitrile (22115-41-9) → acetone (73013-48-6)

Guidance literature:

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

DOI:10.1021/jo00209a006

Reference yield: 81.0%

2-Methylbenzonitrile (529-19-1) + N-Methoxy-N-methylacetamide (78191-00-1) → acetone (73013-48-6)

Guidance literature:

2-Methylbenzonitrile; With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h;

N-Methoxy-N-methylacetamide; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

DOI:10.1080/00304949909355729

Reference yield: 80.0%

Isopropenyl acetate (108-22-5) + anthranilic acid nitrile (1885-29-6) → acetone (73013-48-6)

Guidance literature:

anthranilic acid nitrile; With methanesulfonic acid; 2,2-dimethylpropyl nitrite; In water; acetone; at 25 ℃; for 0.166667h; Green chemistry;

Isopropenyl acetate; In water; acetone; at 20 ℃; for 6h; Irradiation; Green chemistry;

DOI:10.1039/c8gc00012c

upstream raw materials:

2-Chlorobenzonitrile

acetone enolate ion

benzonitrile

acetone

Downstream raw materials:

2-(3-oxobutan-2-yl)benzonitrile

2-(2-oxohex-5-en-3-yl)benzonitrile

2-(2-oxopentan-3-yl)benzonitrile

(2S,3S)-2-(3-hydroxybutan-2-yl)benzonitrile

Refernces

• 1、 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.
• 2、 Xu, Ke,Li, Wenchang,Zhu, Shaoheng,Zhu, Tingshun. "Atroposelective Arene Formation by Carbene-Catalyzed Formal [4+2] Cycloaddition". supporting information. p. 17625 - 17630. Retrieved 2019/11/29.