2-Chlorobutyronitrile

Base Information

• Chemical Name: 2-Chlorobutyronitrile
• CAS No.: 4158-37-6
• Molecular Formula: C4H6 Cl N
• Molecular Weight: 103.551
• Hs Code.: 2926909090
• European Community (EC) Number: 223-991-3
• NSC Number: 373957
• DSSTox Substance ID: DTXSID001035179
• Nikkaji Number: J224.957J
• Mol file: 4158-37-6.mol

Synonyms:2-chlorobutanenitrile;2-Chlorobutyronitrile;4158-37-6;Butanenitrile, 2-chloro-;EINECS 223-991-3;chlorobutyronitrile;2-chlorbutyronitrile;NSC373957;SCHEMBL948116;DTXSID001035179;AKOS010963581;NSC 373957;NSC-373957;CS-0251795;EN300-56115;F8880-4664

Chemical Property of 2-Chlorobutyronitrile

Chemical Property:

• Vapor Pressure: 5.08mmHg at 25°C
• Boiling Point: 144.5°Cat760mmHg
• Flash Point: 40.2°C
• PSA: 23.79000
• Density: 1.038g/cm³
• LogP: 1.52738
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 103.0188769
• Heavy Atom Count: 6
• Complexity: 70.9

Purity/Quality:

99% ^*data from raw suppliers

2-chlorobutanenitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C#N)Cl

Technology Process of 2-Chlorobutyronitrile

There total 7 articles about 2-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: 81.0%

2-hydroxybutanenitrile (4476-02-2) → 2-chlorobutyronitrile (4158-37-6)

Guidance literature:

With phosgene; Cyanex 923; In toluene; at 100 - 116 ℃; for 3.42h;

Reference yield:

propyl cyanide (109-74-0) + chlorine (7782-50-5) → 3-chlorobutyronitrile (53778-71-5) + 4-Chlorobutyronitrile (628-20-6) + 2-chlorobutyronitrile (4158-37-6)

Guidance literature:

at 450 ℃; Dampfphase;

Reference yield:

9-ethyl-9-borabicyclo[3.3.1]nonane (52102-17-7) + dichloroacetonitrile (3018-12-0) → 2-chlorobutyronitrile (4158-37-6)

Guidance literature:

With 2,6-di-tert-butylphenol; potassium tert-butylate; In tetrahydrofuran;

DOI:10.1021/ja00722a070

upstream raw materials:

propyl cyanide

2-hydroxybutanenitrile

9-ethyl-9-borabicyclo[3.3.1]nonane

dichloroacetonitrile

Downstream raw materials:

(Z)-2-butenenitrile

crotononitrile

C₂₂H₂₆ClFN₂O

2-[5-(2-Chloro-4-trifluoromethyl-phenoxy)-2-iodo-phenoxy]-butyronitrile