(3-Oxobutyl)propanedinitrile

Base Information

• Chemical Name: (3-Oxobutyl)propanedinitrile
• CAS No.: 136634-48-5
• Molecular Formula: C7H8N2O
• Molecular Weight: 136.15122
• DSSTox Substance ID: DTXSID20567549
• Wikidata: Q82453459
• Mol file: 136634-48-5.mol

Synonyms:136634-48-5;Propanedinitrile, (3-oxobutyl)- (9CI);2-(3-OXOBUTYL)PROPANEDINITRILE;(3-Oxobutyl)propanedinitrile;SCHEMBL2429511;DTXSID20567549

Chemical Property of (3-Oxobutyl)propanedinitrile

Chemical Property:

• PSA: 64.65000
• LogP: 1.01896
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 136.063662883
• Heavy Atom Count: 10
• Complexity: 198

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)CCC(C#N)C#N

Technology Process of (3-Oxobutyl)propanedinitrile

There total 1 articles about (3-Oxobutyl)propanedinitrile 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%

methyl vinyl ketone (78-94-4,25038-87-3) + malononitrile (109-77-3) → 2-(3-Oxo-butyl)-malononitrile (136634-48-5)

Guidance literature:

With 1-butyl-3-methylimidazolium hydroxide; at 20 ℃; for 0.5h;

DOI:10.1016/j.tet.2006.10.077

Reference yield: 52.0%

C12H14O3 (204930-53-0) + 2-(3-Oxo-butyl)-malononitrile (136634-48-5) → (S)-2-(3-oxobutyl)-2-(2-phenylbut-3-en-2-yl)malononitrile

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; (S)-(+)-N-(3,5-dioxa-4-phosphacyclohepta-[2,1-a;3,4-a′]dinaphthalen-4-yl)dibenz[b,f]azepine; bis(1,5-cyclooctadiene)diiridium(I) dichloride; triethyl borane; 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine; In tetrahydrofuran; hexane; at 60 ℃; for 18h; enantioselective reaction; Glovebox; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.201804820

Reference yield:

C12H14O3 (204930-53-0) + 2-(3-Oxo-butyl)-malononitrile (136634-48-5) → 2-(3-oxobutyl)-2-(2-phenylbut-3-en-2-yl)malononitrile

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; bis(1,5-cyclooctadiene)diiridium(I) dichloride; triethyl borane; 5-(dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yl)-5H-dibenzo[b,f]azepine; 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine; In tetrahydrofuran; hexane; at 60 ℃; for 18h; Glovebox; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.201804820

upstream raw materials:

methyl vinyl ketone

malononitrile