3-Methyl-2-butenenitrile

Base Information

• Chemical Name: 3-Methyl-2-butenenitrile
• CAS No.: 4786-24-7
• Molecular Formula: C5H7N
• Molecular Weight: 81.1173
• European Community (EC) Number: 225-336-7
• NSC Number: 221457
• UNII: KLX2QO8EUY
• DSSTox Substance ID: DTXSID40197307
• Nikkaji Number: J262.453B
• Mol file: 4786-24-7.mol

Synonyms:3-methyl-2-butenenitrile;Me-butenenitrile

Chemical Property of 3-Methyl-2-butenenitrile

Chemical Property:

• Vapor Pressure: 13.2mmHg at 25°C
• Refractive Index: 1.425
• Boiling Point: 123.6 °C at 760 mmHg
• Flash Point: 27.6 °C
• PSA: 23.79000
• Density: 0.828 g/cm³
• LogP: 1.47618
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 81.057849228
• Heavy Atom Count: 6
• Complexity: 98.4

Purity/Quality:

99% ^*data from raw suppliers

3-METHYL CROTONONITRILE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CC#N)C

Technology Process of 3-Methyl-2-butenenitrile

There total 25 articles about 3-Methyl-2-butenenitrile 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: 92.0%

2-methylprop-1-enyl chloride (513-37-1) + potassium cyanide (151-50-8) → 3,3-dimethylacrylonitrile (4786-24-7)

Guidance literature:

With potassium hydroxide; hydrogen; In water; at 45 ℃; for 1h;

DOI:10.1021/ja00370a019

Reference yield: 87.0%

2-methylprop-1-enyl chloride (513-37-1) + sodium cyanide (143-33-9,25596-52-5) → 3,3-dimethylacrylonitrile (4786-24-7)

Guidance literature:

With dibromobis(triphenylphosphine)nickel(II); triphenylphosphine; zinc; In N,N-dimethyl-formamide; at 50 ℃; for 8h;

DOI:10.1246/bcsj.68.3137

Reference yield: 80.0%

2-methyl-1-propenylbromide (3017-69-4) + potassium cyanide (151-50-8) → 3,3-dimethylacrylonitrile (4786-24-7)

Guidance literature:

With potassium hydroxide; hydrogen; cobalt(II) chloride; In water; at 45 ℃; for 6h;

DOI:10.1021/ja00370a019

upstream raw materials:

pyridine

2-cyano-3-methylbut-2-enoic acid

2-hydroxy-3-methylbutanenitrile

3-hydroxy-3-methylbutyronitrile

Downstream raw materials:

1-amino-3-methylbutane

Isovaleronitrile

3-methyl-2-butenamide

2-benzyl-2-cyano-3-phenyl-propionic acid benzyl ester

Refernces

• 1、 Le?niak, Stanis?aw,Chrostowska, Anna,Kuc, Dawid,Maciejczyk, Ma?gorzata,Khayar, Sa?d,Nazarski, Ryszard B.,Urbaniak, ?ukasz. "Synthesis of aryliminoacetonitriles under FVT conditions or by dehydrogenation of arylaminoacetonitriles: an NMR and UV-photoelectron spectroscopy study". body text. p. 10581 - 10589. Retrieved 2010/02/28.
• 2、 Sakakibara, Yasumasa,Enami, Hiroji,Ogawa, Hiroshi,Fujimoto, Shinpei,Kato, Hiroyuki,et al.. "The Cyanation of Vinyl Halides with Alkali Cyanides Catalyzed by Nickel(0)-Phosphine Complexes Generated In Situ: Synthetic and Stereochemical Aspects". . p. 3137 - 3144. Retrieved 2007/10/03.