5-Chlorovaleronitrile

Base Information

• Chemical Name: 5-Chlorovaleronitrile
• CAS No.: 6280-87-1
• Molecular Formula: C5H8ClN
• Molecular Weight: 117.578
• Hs Code.: 29269095
• European Community (EC) Number: 228-481-4
• NSC Number: 6156
• DSSTox Substance ID: DTXSID20211898
• Nikkaji Number: J211.519K
• Wikidata: Q72460628
• Mol file: 6280-87-1.mol

Synonyms:5-Chlorovaleronitrile;5-Chloropentanenitrile;6280-87-1;Pentanenitrile, 5-chloro-;C5H8ClN;Valeronitrile, 5-chloro-;5-Chloro-n-valeronitrile;MFCD00001977;.delta.-Chlorovaleronitrile;EINECS 228-481-4;AI3-20151;5-chlorovaIeronitrile;NSC6156;4-Chlorobutyl Cyanide;5-chloro Valeronitrile;5-Chlorovaleronitrile, 98%;SCHEMBL851045;JSAWFGSXRPCFSW-UHFFFAOYSA-;DTXSID20211898;NSC 6156;NSC-6156;AKOS000121428;CS-W022361;GS-3070;SY004990;4-Chlorobutyl Cyanide 5-Chloropentanenitrile;AM20100537;C1421;FT-0620344;EN300-21147;5-Chlorovaleronitrile, purum, >=95.0% (GC);A834006;F8889-5790

Chemical Property of 5-Chlorovaleronitrile

Chemical Property:

• Appearance/Colour: Colorless liquid
• Vapor Pressure: 0.116mmHg at 25°C
• Refractive Index: n20/D 1.446(lit.)
• Boiling Point: 220 °C at 760 mmHg
• Flash Point: 98.3 °C
• PSA: 23.79000
• Density: 1.045g/cm³
• LogP: 1.91908
• Storage Temp.: Store below +30°C.
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 117.0345270
• Heavy Atom Count: 7
• Complexity: 71.4

Purity/Quality:

99% ^*data from raw suppliers

5-Chlorovaleronitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T; Xi
• Hazard Codes: T,Xi
• Statements: 23/24/25
• Safety Statements: 36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(CCCl)CC#N

Technology Process of 5-Chlorovaleronitrile

There total 13 articles about 5-Chlorovaleronitrile 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: 40.4%

Cyclopentanone oxime (1192-28-5) → pentanonitrile (110-59-8) + δ-chlorovaleronitrile (6280-87-1) + cyclopentanone (120-92-3)

Guidance literature:

With phosphorus pentachloride; 1-butyl-3-methylimidazolium Tetrafluoroborate; at 80 ℃; for 2h;

DOI:10.1016/S0040-4039(00)01974-2

Reference yield:

sodium cyanide (143-33-9,25596-52-5) + 1,4-dichlorobutane (110-56-5) → hexanedinitrile (111-69-3) + δ-chlorovaleronitrile (6280-87-1) + cyclobutanecarbonitrile (4426-11-3)

Guidance literature:

With sodium hydroxide; tetrabutylammomium bromide; In tetrahydrofuran; for 3h; Yield given. Yields of byproduct given; Heating;

DOI:10.1016/S0040-4039(98)00367-0

Reference yield:

4-chlorobutyl bromide (6940-78-9) → hexanedinitrile (111-69-3) + δ-chlorovaleronitrile (6280-87-1)

Guidance literature:

With ethanol;

DOI:10.1021/ja01177a044 DOI:10.1007/s003400000384

upstream raw materials:

5-hydroxy-pentanenitrile

5-hydroxy pentanal oxime

ethene

cyanogen chloride

Downstream raw materials:

5-piperidinovaleronitrile

3-(morpholin-4-yl)-pentanenitrile

methyl 5-chloropentanoate

2-butyl-1-azacyclohexene

Refernces

• 1、 Cohen, Shlomo,Rothenberg, Gadi,Sasson, Yoel. "A new simple method for the synthesis of cyclobutyl cyanide". . p. 3093 - 3094. Retrieved 2007/10/03.
• 2、 Troyanskii, E. I.,Svitan'ko, I. V.,Ogibin, Yu. N.,Nikishin, G. I.. "OXIDATIVE CHLORINATION OF ALKANONITRILES IN THE SYSTEM Na2S2O8 - CuCl2". . p. 2090 - 2094. Retrieved 2007/10/02.