3-Oxopentanenitrile

Base Information

• Chemical Name: 3-Oxopentanenitrile
• CAS No.: 33279-01-5
• Molecular Formula: C5H7 N O
• Molecular Weight: 97.1167
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID90432770
• Nikkaji Number: J1.587.893B
• Wikidata: Q72498876
• Mol file: 33279-01-5.mol

Synonyms:3-oxopentanenitrile;33279-01-5;Pentanenitrile, 3-oxo-;3- Oxopentanenitrile;3-Oxo-Pentanenitrile;MFCD07367087;Propionylacetonitrile;1-Cyanobutan-2-one;cyanobutanone;2-butanone cyanide;3-Oxopentanonitrile;DTXSID90432770;KOYWUYIBEXFRFH-UHFFFAOYSA-N;AMY10591;BBL103861;STL557671;AKOS005254976;AS-57201;SY004535;CS-0084645;FT-0678364;EN300-57181;A875345;J-019122;3-AMINO-3-(2,4,5-TRIHYDROXYPHENYL)-PROPIONICACID

Chemical Property of 3-Oxopentanenitrile

Chemical Property:

• Vapor Pressure: 4.713mmHg at 25°C
• Refractive Index: 1.41
• Boiling Point: 146.1°Cat760mmHg
• PKA: 10.37±0.10(Predicted)
• Flash Point: 42.2°C
• PSA: 40.86000
• Density: 0.956g/cm³
• LogP: 0.87918
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 97.052763847
• Heavy Atom Count: 7
• Complexity: 109

Purity/Quality:

99%, ^*data from raw suppliers

Propionylacetonitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(=O)CC#N
• Uses: A facile procedure for the high-yielding acylation of nitrile anions with unactivated esters to provide β-?keto nitriles (Propionylacetonitrile) is reported.

Technology Process of 3-Oxopentanenitrile

There total 12 articles about 3-Oxopentanenitrile 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%

Ethyl propionate (105-37-3,20741-13-3) + acetonitrile (75-05-8,26809-02-9) → 3-oxo-pentanenitrile (33279-01-5)

Guidance literature:

With potassium 2-methylbutan-2-olate; In tetrahydrofuran; at 20 ℃; for 11h;

DOI:10.1021/ol053164z

Reference yield: 97.0%

propionyl chloride (79-03-8) + ethyl 2-cyanoacetate (105-56-6) → 3-oxo-pentanenitrile (33279-01-5) + 2-Cyano-3-oxo-pentanoic acid ethyl ester (90087-51-7)

Guidance literature:

With hydrogenchloride; magnesium chloride; triethylamine; In acetonitrile;

Reference yield: 90.0%

propanoic acid methyl ester (554-12-1) + acetonitrile (75-05-8,26809-02-9) → 3-oxo-pentanenitrile (33279-01-5)

Guidance literature:

With sodium hydride; In tetrahydrofuran; mineral oil; for 4h; Inert atmosphere; Reflux;

upstream raw materials:

potassium cyanide

1-chlorobutan-2-one

Ethyl propionate

acetonitrile

Downstream raw materials:

5-amino-3-ethylisoxazole

5-ethyl-1-phenylpyrazole-4-carbonitrile

1-(5-amino-1-phenylpyrazol-4-yl)propan-1-one

3,5-diethyl-1-phenylpyrazole-4-carbonitrile

Refernces

• 1、 Ali, Imran,Park, Sangjun,Jung, Myoung Eun,Lee, Nari,Bibi, Maimoona,Chae, Chong Hak,Yang, Kyung-Min,Kim, Seong-Jin,Choi, Gildon,Lee, Kwangho. "Identification of TRD-35 as Potent and Selective DRAK2 Inhibitor". . p. 567 - 569. Retrieved 2020/03/23.
• 2、 Qin, Qiaohua,Wu, Tianxiao,Yin, Wenbo,Sun, Yixiang,Zhang, Xiangyu,Wang, Ruifeng,Guo, Jing,Zhao, Dongmei,Cheng, Maosheng. "Discovery of 2,4-diaminopyrimidine derivatives targeting p21-activated kinase 4: Biological evaluation and docking studies". . . Retrieved 2020/07/10.