3-Oxo-2-phenylpentanenitrile

Base Information

• Chemical Name: 3-Oxo-2-phenylpentanenitrile
• CAS No.: 6277-02-7
• Molecular Formula: C11H11NO
• Molecular Weight: 173.214
• NSC Number: 35911
• Nikkaji Number: J49.629D
• Mol file: 6277-02-7.mol

Synonyms:3-oxo-2-phenylpentanenitrile;6277-02-7;USAF EL-86;1-Cyano-1-phenyl-2-butanone;Valeronitrile, 3-oxo-2-phenyl-;2-Butanone, 1-cyano-1-phenyl-;2-Oxo-2-phenylvaleronitrile;1-Fenyl-1-kyan-2-butanon [Czech];NSC 35911;BRN 2692970;Benzeneacetonitrile, alpha-(1-oxopropyl)-;2-Phenyl-3-oxopentanenitrile;NSC35911;WLN: NCYR&V2;1-Fenyl-1-kyan-2-butanon;3-keto-2-phenyl-valeronitrile;SCHEMBL12368285;a-(1-Oxopropyl)benzeneacetonitrile;NSC-35911;LS-161219;Benzeneacetonitrile, .alpha.-(1-oxopropyl)-;4-10-00-02785 (Beilstein Handbook Reference)

Chemical Property of 3-Oxo-2-phenylpentanenitrile

Chemical Property:

• Vapor Pressure: 0.0178mmHg at 25°C
• Boiling Point: 253.9°Cat760mmHg
• Flash Point: 107.3°C
• PSA: 40.86000
• Density: 1.062g/cm³
• LogP: 2.27288
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 173.084063974
• Heavy Atom Count: 13
• Complexity: 220

Purity/Quality:

97% ^*data from raw suppliers

3-Oxo-2-phenylpentanenitrile 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Oxo-2-phenylpentanenitrile

There total 13 articles about 3-Oxo-2-phenylpentanenitrile 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: 99.0%

phenylacetonitrile (140-29-4) + Ethyl propionate (105-37-3,20741-13-3) → 3-oxo-2-phenylpentanenitrile (6277-02-7)

Guidance literature:

With potassium 2-methylbutan-2-olate; In tetrahydrofuran; at 20 ℃; for 0.333333h;

DOI:10.1021/ol053164z

Reference yield: 86.0%

propanoic acid methyl ester (554-12-1) + phenylacetonitrile (140-29-4) → 3-oxo-2-phenylpentanenitrile (6277-02-7)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 0 - 85 ℃; for 21h;

DOI:10.1081/SCC-120024725

Reference yield: 70.0%

bromobenzene (108-86-1,52753-63-6) + 3-oxo-pentanenitrile (33279-01-5) → 3-oxo-2-phenylpentanenitrile (6277-02-7)

Guidance literature:

With palladium diacetate; caesium carbonate; di-tert-butyl (2'-methyl-[1,1'-biphenyl]-2-yl)phosphine; In N,N-dimethyl-formamide; at 150 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/acs.joc.8b02655

upstream raw materials:

5-ethyl-4-phenyl-isoxazole

propanoic acid methyl ester

phenylacetonitrile

propionic acid pin-2-en-10-yl ester

Downstream raw materials:

ethyl 2-phenyl-3-oxopentanoate

1-benzylpropylamine

5-methyl-3-phenyl-furan-2,4-dione

Refernces

• 1、 Havel, Stepan,Khirsariya, Prashant,Akavaram, Naresh,Paruch, Kamil,Carbain, Benoit. "Preparation of 3,4-Substituted-5-Aminopyrazoles and 4-Substituted-2-Aminothiazoles". . p. 15380 - 15405. Retrieved 2019/01/04.
• 2、 Mamta,Aggarwal, Ranjana,Smith, Jessie,Sadana, Rachna. "Synthesis and cytotoxic evaluation of some new 1-(6- chloropyridazin-3-Yl)-3-H/Alkyl-4-phenyl-1H-pyrazol- 5-amines and their derivatives". . p. 59 - 68. Retrieved 2019/01/18.