4-Oxobutanenitrile

Base Information

• Chemical Name: 4-Oxobutanenitrile
• CAS No.: 3515-93-3
• Molecular Formula: C4H5 N O
• Molecular Weight: 83.0898
• Hs Code.: 2926909090
• European Community (EC) Number: 222-518-8
• DSSTox Substance ID: DTXSID60188651
• Nikkaji Number: J40.464K
• Wikidata: Q72459014
• Mol file: 3515-93-3.mol

Synonyms:4-Oxobutanenitrile;3515-93-3;3-Formylpropiononitrile;3-CYANOPROPANAL;Propanal, 3-cyano-;Butanenitrile, 4-oxo-;3-cyanopropionaldehyde;EINECS 222-518-8;beta-Cyanopropionaldehyde;4-formylbutanenitrate;4-Oxobutanenitrile #;Butanenitrile, 4-oxa;.beta.-Cyanopropionaldehyde;AMY9205;DTXSID60188651;MFCD00797978;AKOS006228936;SB85404;SY273827;FT-0770291;A25530;F20778;EN300-1240585;Q-200380;b-Cyanopropionaldehyde;3-Cyanopropanal;4-oxobutanenitrile;F8885-1679

Chemical Property of 4-Oxobutanenitrile

Chemical Property:

• Vapor Pressure: 0.204mmHg at 25°C
• Refractive Index: 1.4
• Boiling Point: 209.4°Cat760mmHg
• Flash Point: 80.4°C
• PSA: 40.86000
• Density: 0.974g/cm³
• LogP: 0.48908
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 83.037113783
• Heavy Atom Count: 6
• Complexity: 78.8

Purity/Quality:

99.3% ^*data from raw suppliers

4-(4-Methyl-1-piperazinyl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine AldrichCPR ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CC#N)C=O
• Uses: 3-Cyanopropanal is used in the preparation of a tetraazine aromatic polymer backbone as well as in the prebiotic synthesis of cysteine pepetides.

Technology Process of 4-Oxobutanenitrile

There total 13 articles about 4-Oxobutanenitrile 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: 98.0%

4,4-diethoxybutanenitrile (18381-45-8) → 4-oxobutanenitrile (3515-93-3)

Guidance literature:

With hydrogenchloride; In acetone; at 0 ℃; for 9h;

DOI:10.1016/j.bmc.2005.09.067

Reference yield: 86.0%

4,4-dimethoxybutanenitrile (14618-78-1) → 4-oxobutanenitrile (3515-93-3)

Guidance literature:

With toluene-4-sulfonic acid; for 2h; Heating;

DOI:10.1055/s-2004-829085

Reference yield: 71.0%

5-methyl-4-hexenenitrile (23089-87-4) → 4-oxobutanenitrile (3515-93-3)

Guidance literature:

5-methyl-4-hexenenitrile; With ozone; In dichloromethane; at -60 ℃;

With dimethylsulfide; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1002/ejoc.200300408

upstream raw materials:

4,4-diethoxybutanenitrile

hydrogen cyanide

acrolein

4,4-dimethoxybutanenitrile

Downstream raw materials:

4-phenylhydrazono-butyronitrile

4-(5-oxo-2-phenyl-oxazol-4-ylidene)-butyronitrile

3-cyanopropanoic acid

1-(R)-(3.4-dihydroxyphenyl)-2(3-cyanopropylamino)ethanol oxalate salt

Refernces

• 1、 Crespi, Stefano,Donabauer, Karsten,K?nig, Burkhard,Murugesan, Kathiravan,Rozman, Ur?a. "Photocatalytic Reductive Radical-Polar Crossover for a Base-Free Corey–Seebach Reaction". supporting information. p. 12945 - 12950. Retrieved 2020/09/23.
• 2、 Zhou, Yubai,Gupta, Anil K.,Mukherjee, Munmun,Zheng, Li,Wulff, William D.. "Multicomponent Catalytic Asymmetric Synthesis of trans-Aziridines". . p. 13121 - 13140. Retrieved 2017/12/26.