Pivaloyl cyanide

Base Information

• Chemical Name: Pivaloyl cyanide
• CAS No.: 42867-40-3
• Molecular Formula: C6H9NO
• Molecular Weight: 111.144
• Hs Code.: 2926909090
• European Community (EC) Number: 255-978-3
• DSSTox Substance ID: DTXSID2073516
• Nikkaji Number: J309.992J
• Wikidata: Q72471107
• Mol file: 42867-40-3.mol

Synonyms:Pivaloyl cyanide;42867-40-3;3,3-Dimethyl-2-oxobutanenitrile;Butanenitrile, 3,3-dimethyl-2-oxo-;2,2-dimethylpropanoyl cyanide;Trimethylacetyl cyanide;Trimethylpyruvonitrile;3,3-Dimethyl-2-oxobutyronitrile;EINECS 255-978-3;Trimethylbrenztraubensaurenitril [German];Trimethylbrenztraubensaurenitril;pivaloylcyanide;t-butyl cyanoketone;SCHEMBL2599747;DTXSID2073516;2-Oxo-3,3-dimethylbutanenitrile;BCP26197;AKOS006229682;LS-45937;FT-0699639;F84805

Chemical Property of Pivaloyl cyanide

Chemical Property:

• Vapor Pressure: 4.59mmHg at 25°C
• Refractive Index: 1.417
• Boiling Point: 146.669 °C at 760 mmHg
• Flash Point: 42.504 °C
• PSA: 40.86000
• Density: 0.941 g/cm³
• LogP: 1.12518
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 111.068413911
• Heavy Atom Count: 8
• Complexity: 144

Purity/Quality:

99.9% ^*data from raw suppliers

PivaloylCyanide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C(=O)C#N
• Uses: Pivaloyl Cyanide is a useful compound in deoxygenation of aromatic ketones and selective synthesis of secondary alcohols.

Technology Process of Pivaloyl cyanide

There total 17 articles about Pivaloyl cyanide 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: 98.9%

trimethylsilyl cyanide (7677-24-9) → trimethylsilyl 2,2-dimethylpropionate (37170-49-3) + pivaloyl cyanide (42867-40-3)

Guidance literature:

Reference yield: 96.0%

→ monomeric pivaloyl cyanide + pivaloyl cyanide (42867-40-3)

Guidance literature:

Reference yield: 94.7%

→ pivaloyl cyanide (42867-40-3) + Trimethylacetic acid (75-98-9)

Guidance literature:

upstream raw materials:

pivaloyl bromide

copper(I) cyanide

2-tert.-Butylimino-3.3-dimethyl-butyronitril

trimethylsilyl cyanide

Downstream raw materials:

C₁₂H₁₇NO₂

4-amino-3-mercapto-6-tert-butyl-1,2,4-triazin-5-one

2-hydroxy-3,3-dimethylbutyronitrile

3-(5-amino-3-t-butyl-pyrazol-1-yl)benzoic acid

Refernces

• 1、 Sperber,Fricano. "-". . p. 2792. Retrieved 1950.
• 2、 Bedná?ová, Eva,Dra?ínsky, Martin,Malatinec, ?tefan,Císa?ová, Ivana,Lamaty, Frédéric,Kotora, Martin. "Synthesis of a Bolm's 2,2′-Bipyridine Ligand Analogue and Its Applications". supporting information. p. 2869 - 2878. Retrieved 2018/08/17.
• 3、 Bedná?ová, Eva,Colacino, Evelina,Lamaty, Frédéric,Kotora, Martin. "A Ruthenium Complex-Catalyzed Cyclotrimerization of Halodiynes with Nitriles. Synthesis of 2- and 3-Halopyridines". supporting information. p. 1916 - 1923. Retrieved 2016/07/06.