4-Methylpentanenitrile

Base Information

• Chemical Name: 4-Methylpentanenitrile
• CAS No.: 542-54-1
• Molecular Formula: C6H11 N
• Molecular Weight: 97.16
• Hs Code.: 2926909090
• European Community (EC) Number: 208-817-6
• NSC Number: 6109
• UNII: J6BD44GTPJ
• DSSTox Substance ID: DTXSID2060256
• Nikkaji Number: J1.599G
• Wikidata: Q24819169
• Mol file: 542-54-1.mol

Synonyms:Isocapronitrile;4-Methylpentanenitrile;542-54-1;Isoamyl cyanide;Pentanenitrile, 4-methyl-;4-Methylvaleronitrile;Valeronitrile, 4-methyl-;Isopentyl cyanide;Isoamylkyanid;Isoamylkyanid [Czech];NSC 6109;EINECS 208-817-6;UNII-J6BD44GTPJ;J6BD44GTPJ;BRN 1698246;NSC-6109;4-02-00-00946 (Beilstein Handbook Reference);isocapronitril;3-Methylbutyl cyanide;4-Methylpentanonitrile;4-methyl-pentanenitrile;ISOAMYL CYANIDE [MI];WLN: NC2Y1&1;DTXSID2060256;NSC6109;MFCD00001967;AKOS000148339;LS-161216;FT-0709000;M0458;EN300-43445;F17038;Q24819169

Chemical Property of 4-Methylpentanenitrile

Chemical Property:

• Vapor Pressure: 3.25mmHg at 25°C
• Melting Point: -51°
• Refractive Index: 1.4050-1.4070
• Boiling Point: 154°Cat760mmHg
• Flash Point: 45.6°C
• PSA: 23.79000
• Density: 0.8g/cm³
• LogP: 1.94618
• Water Solubility.: Insoluble in water
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 97.089149355
• Heavy Atom Count: 7
• Complexity: 75.4

Purity/Quality:

98%min ^*data from raw suppliers

Isocapronitrile >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Statements: 10-23/24/25
• Safety Statements: 16-26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitriles
• Canonical SMILES: CC(C)CCC#N

Technology Process of 4-Methylpentanenitrile

There total 28 articles about 4-Methylpentanenitrile 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: 98.0%

2-iodo-propane (75-30-9) + acrylonitrile (107-13-1,25014-41-9) → isocapronitrile (542-54-1)

Guidance literature:

With water; sodium chloride; In acetonitrile; pH=2; Electrochemical reaction; Green chemistry;

DOI:10.1039/d0sc01694b

Reference yield: 95.0%

isobutyraldehyde (78-84-2) + methyl 2-cyanoacetate (105-34-0) → isocapronitrile (542-54-1)

Guidance literature:

With carbon monoxide; 5% rhodium-on-charcoal; water; In methanol; at 160 ℃; for 20h; under 38002.6 Torr; Autoclave;

DOI:10.1002/cctc.201500493

Reference yield: 80.0%

(Z)-N'-hydroxy-4-methylpentan-imidamide → isocapronitrile (542-54-1)

Guidance literature:

With potassium hydroxide; In methanol; at 15 ℃; Electrochemical reaction;

DOI:10.1246/bcsj.76.427

upstream raw materials:

1-amino-3-methylbutane

chloroform

1-chloro-3-methylbutane

potassium cyanide

Downstream raw materials:

ethyl isocaproate

4-methyl-1-(2,4,6-trihydroxy-3-methyl-phenyl)-pentan-1-one

methylbutane

4-methyl-pentanamide

Refernces

• 1、 van Leeuwen, Thomas,Buzzetti, Luca,Perego, Luca Alessandro,Melchiorre, Paolo. "A Redox-Active Nickel Complex that Acts as an Electron Mediator in Photochemical Giese Reactions". supporting information. p. 4953 - 4957. Retrieved 2019/03/13.
• 2、 Nemoto, Koji,Nagafuchi, Tsuyoshi,Tominaga, Ken-ichi,Sato, Kazuhiko. "Efficient nickel-catalyzed hydrocyanation of alkenes using acetone cyanohydrin as a safer cyano source". . p. 3199 - 3203. Retrieved 2016/07/06.