2-Methylbutyronitrile

Base Information

• Chemical Name: 2-Methylbutyronitrile
• CAS No.: 18936-17-9
• Molecular Formula: C5H9 N
• Molecular Weight: 83.1332
• Hs Code.: 2926909090
• European Community (EC) Number: 242-687-1
• NSC Number: 165615
• UNII: R5Y900M14U
• DSSTox Substance ID: DTXSID50871287
• Nikkaji Number: J77.618A
• Wikidata: Q27131266
• Metabolomics Workbench ID: 61760
• Mol file: 18936-17-9.mol

Synonyms:2-methylbutanone cyanohydrin

Chemical Property of 2-Methylbutyronitrile

Chemical Property:

• Melting Point: -60.33°C (estimate)
• Refractive Index: 1.3880-1.3920
• Boiling Point: 127.3°Cat760mmHg
• Flash Point: 24.4°C
• PSA: 23.79000
• Density: 0.793g/cm³
• LogP: 1.55608
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 83.073499291
• Heavy Atom Count: 6
• Complexity: 67.3

Purity/Quality:

99.9% ^*data from raw suppliers

2-Methylbutyronitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 10-20/21/22-65-52/53-23/24/25
• Safety Statements: 16-26-36-62-61-45-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitriles
• Canonical SMILES: CCC(C)C#N
• Uses: Intermediate for the production of 2-methyl proprionic acid. Product Data Sheet

Technology Process of 2-Methylbutyronitrile

There total 22 articles about 2-Methylbutyronitrile 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: 90.0%

N,N-Dimethyl-N'-[2-methyl-but-(E)-ylidene]-hydrazine → 2-methylbutanenitrile (18936-17-9)

Guidance literature:

With pyridine; dihydrogen peroxide; acetic acid; methyltrioxorhenium(VII); In water; acetonitrile; for 0.25h;

DOI:10.1039/a802723d

Reference yield: 88.0%

sodium cyanide (143-33-9,25596-52-5) + s-butyl bromide (78-76-2,5787-31-5) → 2-methylbutanenitrile (18936-17-9)

Guidance literature:

With PEG₄₀₀; for 9h; Heating;

DOI:10.1081/SCC-100104474

Reference yield: 80.0%

s-butyl chloride (78-86-4,53178-20-4) + sodium cyanide (143-33-9,25596-52-5) → 2-methylbutanenitrile (18936-17-9)

Guidance literature:

With PEG₄₀₀; for 10h; Heating;

DOI:10.1081/SCC-100104474

upstream raw materials:

1-butylene

hydrogen cyanide

propyl cyanide

methylene chloride

Downstream raw materials:

sec-butylamide

6-Ethyl-6-methyl-3-(4-methyl-pent-3-enyl)-cyclohex-3-enone

2-Methylbutanoic acid

2-(1-methylpropyl)quinoline

Refernces

• 1、 Stankovic, Sasa,Espenson, James H.. "The MTO-catalyzed oxidative conversion of N,N-dimethylhydrazones to nitriles". . p. 1579 - 1580. Retrieved 2007/10/03.
• 2、 Saito, Kiyoshi,Harada, Kaoru. "Nucleophilic Substitution Reactions of Alkyl Halides By Using New Polymer-Supported Reagents Containing Hemin". . p. 2562 - 2566. Retrieved 2007/10/02.