5-OXO-5-PHENYLVALERONITRILE

Base Information

• Chemical Name: 5-OXO-5-PHENYLVALERONITRILE
• CAS No.: 10413-00-0
• Molecular Formula: C11H11 N O
• Molecular Weight: 173.214
• Hs Code.: 2926909090
• Mol file: 10413-00-0.mol

Synonyms:Butyronitrile,4-benzoyl- (6CI,7CI,8CI); 4-Benzoylbutyronitrile; 4-Cyano-1-phenyl-1-butanone;4-Cyano-1-phenylbutanone; 4-Cyanobutyrophenone; NSC 222801; g-Cyanobutyrophenone; d-Oxobenzenepentanenitrile

Chemical Property of 5-OXO-5-PHENYLVALERONITRILE

Chemical Property:

• Vapor Pressure: 7.95E-05mmHg at 25°C
• Boiling Point: 341.6°C at 760 mmHg
• Flash Point: 160.4°C
• PSA: 40.86000
• Density: 1.057g/cm³
• LogP: 2.56318

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Oxo-5-phenylvaleronitrile 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-OXO-5-PHENYLVALERONITRILE

There total 50 articles about 5-OXO-5-PHENYLVALERONITRILE 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: 95.0%

C12H13NO → 5-oxo-5-phenylpentanenitrile (10413-00-0)

Guidance literature:

With Co(nmp)₂; oxygen; triethylamine; In isopropyl alcohol; at 60 ℃; for 12h; Schlenk technique; Green chemistry;

DOI:10.1002/chem.202101035

Reference yield: 86.0%

Glutaronitrile (544-13-8) + phenylboronic acid (98-80-6) → 5-oxo-5-phenylpentanenitrile (10413-00-0)

Guidance literature:

With [2,2]bipyridinyl; water; palladium(II) acetylacetonate; toluene-4-sulfonic acid; In toluene; at 80 ℃; for 24h; Sealed tube;

DOI:10.1021/acscombsci.9b00198

Reference yield: 86.0%

1-phenyl-1-cyclobutanol (935-64-8) + P-toluenesulfonyl cyanide (19158-51-1) → 5-oxo-5-phenylpentanenitrile (10413-00-0)

Guidance literature:

With [2,2]bipyridinyl; [bis(acetoxy)iodo]benzene; manganese(III) triacetate dihydrate; In acetonitrile; at 25 ℃; for 2h; Reagent/catalyst; Inert atmosphere;

DOI:10.1002/anie.201510973

upstream raw materials:

2-benzoyl-4-cyano-butyric acid ethyl ester

5-oxo-5-phenyl-valeric acid amide

α-benzoylacetoacetic acid ethyl ester

acrylonitrile

Downstream raw materials:

2-hydroxy-6-phenylpyridine

6-Phenyl-1,2,3,4-tetrahydropyridin-2-on

2-phenylpiperidine

5-oxo-5-phenylvaleric acid

Refernces

• 1、 Kadoh, Yoichi,Oisaki, Kounosuke,Kanai, Motomu. "Enhanced structural variety of nonplanar N-oxyl radical catalysts and their application to the aerobic oxidation of benzylic C-H bonds". . p. 737 - 753. Retrieved 2016.
• 2、 Stack, Douglas E.,Dawson, Bryan T.,Rieke, Reuben D.. "Direct Formation of Functionalized and Allylic Organocopper Reagents Derived from a Cuprous Cyanide-Lithium Bromide Complex". . p. 4672 - 4673. Retrieved 1991.
• 3、 Chen, Jiuxi,Hu, Maolin,Li, Renhao,Liu, Jichao,Qi, Linjun,Shao, Yinlin,Yao, Xinrong,Zhao, Zhiwei,Zhen, Qianqian. "Palladium-Catalyzed Cascade Reactions of I-Ketonitriles with Arylboronic Acids: Synthesis of Pyridines". supporting information. p. 114 - 119. Retrieved 2020/03/25.
• 4、 Fang, Fang,Liu, Zhong-Quan,Sun, Minzhi,Wang, Nengyong,Wang, Yaxin,You, Huichao,Zhao, Jianyou. "Visible-light-promoted site-specific and diverse functionalization of a c(sp3)-c(sp3) bond adjacent to an arene". . p. 6603 - 6612. Retrieved 2020/07/27.