4,4-Dimethyl-5-oxopentanenitrile

Base Information

• Chemical Name: 4,4-Dimethyl-5-oxopentanenitrile
• CAS No.: 6140-61-0
• Molecular Formula: C7H11 N O
• Molecular Weight: 125.17
• Hs Code.: 2926909090
• European Community (EC) Number: 228-125-8
• NSC Number: 33063,14675
• DSSTox Substance ID: DTXSID70210336
• Nikkaji Number: J227.322E
• Wikidata: Q83085007
• Mol file: 6140-61-0.mol

Synonyms:4,4-Dimethyl-5-oxopentanenitrile;6140-61-0;2,2 Dimethyl-4-cyanobutyraldehyde;4-Formyl-4-methylvaleronitrile;4,4-dimethyl-5-oxovaleronitrile;4-cyano-2,2-dimethylbutyraldehyde;EINECS 228-125-8;Butyraldehyde, 4-cyano-2,2-dimethyl;Pentanenitrile, 4,4-dimethyl-5-oxo-;NSC33063;2,2-dimethyl-4-cyanobutanal;4-cyano-2,2-dimethylbutanal;SCHEMBL1341470;4,4dimethyl-5-oxopentanenitrile;DTXSID70210336;3,3-Dimethyl-4-oxobutyl cyanide;2,2-dimethyl-4-cyanobutyraldehyde;NSC14675;2,2-dimethyl-4-cyano-butyraldehyde;4,4-Dimethyl-5-oxopentanenitrile #;MFCD00039734;NSC 14675;NSC 33063;NSC-14675;NSC-33063;STK503294;AKOS005171559;AS-36638;BB 0255212;CS-0261026;FT-0635995;EN300-76710;A868711;A1-00250

Chemical Property of 4,4-Dimethyl-5-oxopentanenitrile

Chemical Property:

• Vapor Pressure: 0.0819mmHg at 25°C
• Boiling Point: 93-95°C
• Flash Point: 90.7°C
• PSA: 40.86000
• Density: 0.928g/cm³
• LogP: 1.51528
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Dichloromethane (Slightly)
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 125.084063974
• Heavy Atom Count: 9
• Complexity: 140

Purity/Quality:

98%min ^*data from raw suppliers

4,4-Dimethyl-5-oxopentanenitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(CCC#N)C=O
• Uses: 4,4-Dimethyl-5-oxopentanenitrile is a useful reagent for the preparation of psoracorylifol analogs.

Technology Process of 4,4-Dimethyl-5-oxopentanenitrile

There total 6 articles about 4,4-Dimethyl-5-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: 63.0%

acrylonitrile (107-13-1,25014-41-9) + isobutyraldehyde (78-84-2) → 4,4-dimethyl-5-oxopentanenitrile (6140-61-0)

Guidance literature:

With sodium hydroxide; hydroquinone; In 1,4-dioxane; dichloromethane;

Reference yield:

acrylonitrile (107-13-1,25014-41-9) + isobutyraldehyde (78-84-2) + N-[1-(E)-penten-1-yl]pyrrolidine (126554-00-5) → 4,4-dimethyl-5-oxopentanenitrile (6140-61-0)

Guidance literature:

With sodium hydroxide; hydroquinone; In 1,4-dioxane; water;

Reference yield:

1-Cyano-2-dimethylamino-3,3-dimethyl-cyclobutan (19251-77-5) → 4,4-dimethyl-5-oxopentanenitrile (6140-61-0)

Guidance literature:

With water;

DOI:10.1021/jo01027a009

upstream raw materials:

acrylonitrile

isobutyraldehyde

1-Cyano-2-dimethylamino-3,3-dimethyl-cyclobutan

N-[1-(E)-penten-1-yl]pyrrolidine

Downstream raw materials:

isocapronitrile

4,4-Dimethyl-5-hydroxy-5-phenyl-pentanonitril

3,3-dimethylpiperidine

4,4-dimethyl-5-hydroxyvaleronitrile

Refernces

• 1、 Harling, Sandra J.,Herbal, Karim,Langlade, Nathalie,Sanganee, Mahesh,Strachan, John B.,Turner, Peter G.,Whiting, Matthew P.,Bret, Guillaume,Loft, Mike,Negus, Alan,Shanahan, Steve. "Development of the route of manufacture of an oral H1-H 3 antagonist". experimental part. p. 112 - 122. Retrieved 2011/10/13.
• 2、 Kuehne, Martin E,Bornmann, William G,Marko, Istvan,Qin, Yong,LeBoulluec, Karen L,Frasier, Deborah A,Xu, Feng,Mulamba, Tshilundu,Ensinger, Carol L,Borman, Linda S,Huot, Anne E,Exon, Christopher,Bizzarro, Fred T,Cheung, Julia B,Bane, Susan L. "Syntheses and biological evaluation of vinblastine congeners.". . p. 2120 - 2136. Retrieved 2007/10/03.