4-Chlorobutyronitrile

Base Information

• Chemical Name: 4-Chlorobutyronitrile
• CAS No.: 628-20-6
• Molecular Formula: C4H6ClN
• Molecular Weight: 103.551
• Hs Code.: 29269095
• European Community (EC) Number: 211-031-6
• NSC Number: 8410
• UNII: 9JDK6275GP
• DSSTox Substance ID: DTXSID0060850
• Nikkaji Number: J519C
• Wikipedia: 4-Chlorobutyronitrile
• Wikidata: Q72517663
• Mol file: 628-20-6.mol

Synonyms:4-Chlorobutyronitrile;628-20-6;4-Chlorobutanenitrile;Butanenitrile, 4-chloro-;BUTYRONITRILE, 4-CHLORO-;gamma-Chlorobutyronitrile;1-Chloro-3-cyanopropane;4-chloro-butyronitrile;C4H6ClN;.gamma.-Chlorobutyronitrile;NSC 8410;EINECS 211-031-6;MFCD00001972;BRN 1633582;AI3-52325;9JDK6275GP;NSC-8410;4-02-00-00827 (Beilstein Handbook Reference);4chlorobutyronitrile;4-Chlorobutytonitrile;4-chloro-butanenitrile;4-chloranylbutanenitrile;3-chloro-1-cyanopropane;1-Iodo-4-ethoxy-benzene;UNII-9JDK6275GP;4-Chlorobutyronitrile, 97%;SCHEMBL435492;DTXSID0060850;NSC8410;-Chlorobutyronitrile;AMY40893;CS-D1161;STR02693;STL185541;AKOS000120694;LS-48221;SY001790;FT-0618204;EN300-20802;A834018;Q-200458;F0001-1691

Chemical Property of 4-Chlorobutyronitrile

Chemical Property:

• Appearance/Colour: Colorless transparent liquid
• Melting Point: -44oC
• Refractive Index: n20/D 1.442(lit.)
• Boiling Point: 191 °C at 760 mmHg
• Flash Point: 85 °C
• PSA: 23.79000
• Density: 1.042 g/cm³
• LogP: 1.52898
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Ethyl Acetate (Slightly)
• Water Solubility.: immiscible
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 103.0188769
• Heavy Atom Count: 6
• Complexity: 61.2

Purity/Quality:

99% ^*data from raw suppliers

4-Chlorobutyronitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,Xi
• Hazard Codes: T,Xi
• Statements: 25-36/37/38
• Safety Statements: 45-7-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitriles
• Canonical SMILES: C(CC#N)CCl
• Uses: 4-Chlorobutyronitrile (cas# 628-20-6) is a compound useful in organic synthesis.

Technology Process of 4-Chlorobutyronitrile

There total 19 articles about 4-Chlorobutyronitrile 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%

1-chloro-4,4-dihydroxy-4-butylamine → 4-Chlorobutyronitrile (628-20-6)

Guidance literature:

With aluminum oxide; calcium hydroxide; 2-hydroxynitrobenzene; In cyclohexane; at 77 - 97 ℃; for 5.5h; Temperature; Reflux;

Reference yield: 87.0%

4-chlorobutyramide (2455-04-1) → 4-Chlorobutyronitrile (628-20-6)

Guidance literature:

With formaldehyd; formic acid; acetonitrile; for 12h; Heating;

DOI:10.1021/jo961128v

Reference yield: 59.0%

2-((cyclobutylideneamino)oxy)-2-methylpropanoic acid → 4-Chlorobutyronitrile (628-20-6)

Guidance literature:

With N-chloro-succinimide; potassium acetate; 9-(2-mesityl)-10-methylacridinium perchlorate; In acetonitrile; at 20 ℃; for 1h; Irradiation; Sealed tube; Inert atmosphere;

DOI:10.1002/anie.201710790

upstream raw materials:

propyl cyanide

hydroxymethyl propionamide

ethanol

sodium cyanide

Downstream raw materials:

3-(morpholin-4-yl)-butanenitrile

but-3-enenitrile

4-(methylthio)butanoic acid

4-(n-propylthio)butyric acid

Refernces

• 1、 -. "Method for synthesis of haloperidol drug intermediate 4-chlorobutyronitrile". Paragraph 0015; 0016. . Retrieved 2016/11/24.
• 2、 Heck, Marie-Pierre,Wagner, Alain,Mioskowski, Charles. "Conversion of primary amides to nitriles by aldehyde-catalyzed water transfer". . p. 6486 - 6487. Retrieved 2007/10/03.