1-Chloro-1,3-butadiene

Base Information

• Chemical Name: 1-Chloro-1,3-butadiene
• CAS No.: 627-22-5
• Molecular Formula: C4H5 Cl
• Molecular Weight: 88.5367
• European Community (EC) Number: 210-990-8
• Nikkaji Number: J3.013I,J797.842A
• Mol file: 627-22-5.mol

Synonyms:1-chloro-1,3-butadiene;1-chloro-1,3-butadiene, (E)-isomer;1-chloro-1,3-trans-butadiene

Chemical Property of 1-Chloro-1,3-butadiene

Chemical Property:

• Vapor Pressure: 154mmHg at 25°C
• Melting Point: -130°C (estimate)
• Refractive Index: 1.4712
• Boiling Point: 68°C at 760 mmHg
• PSA: 0.00000
• Density: 0.935g/cm³
• LogP: 1.92490
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 88.0079779
• Heavy Atom Count: 5
• Complexity: 45.6

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC=CCl
• Isomeric SMILES: C=C/C=C/Cl

Technology Process of 1-Chloro-1,3-butadiene

There total 14 articles about 1-Chloro-1,3-butadiene 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: 62.0%

4,4,6,6-Tetrachlornona-1,8-dien-5-on (119690-05-0) → 1-chloroprene (627-22-5) + 4,4-dichloro-1-butene (4279-19-0) + 2-Chlorpentadiensaeure (1727-36-2)

Guidance literature:

With sodium hydroxide; In tetrachloromethane; for 5h; Ambient temperature;

Reference yield:

1,4-dichloro-2-butene (764-41-0) → epoxybutene (930-22-3,62249-81-4) + 1-chloroprene (627-22-5) + 1,4-butenediol (821-11-4,6117-80-2,110-64-5) + acetaldehyde (75-07-0,9002-91-9)

Guidance literature:

With sodium hydroxide; N-benzyl-N-dodecyl-N,N-bis(beta-hydroxyethyl)ammonium chloride; at 60 - 90 ℃; Product distribution; Kinetics; Thermodynamic data; further catalyst and base; E(excit.);

Reference yield:

3-<(Dichlormethyl)sulfonyl>-1-propen → 1-chloroprene (627-22-5) + 1,5-Hexadien (592-42-7) + Trichloroethylene (79-01-6) + 4,4-dichloro-1-butene (4279-19-0) + 3-chloroprop-1-ene (107-05-1)

Guidance literature:

at 500 ℃; for 1h; under 0.01 - 1 Torr; Product distribution;

upstream raw materials:

propan-1-ol

trans-1,4-dichlorobut-2-ene

1,4-dichloro-2-butene

1,1,2,3,4-pentachloro-butane

Downstream raw materials:

1,1-Dichlor-4-(p-tolyl)-buten-⁽²⁾

1.1-Dichlor-4--buten-(2)

formic acid

oxalic acid

Refernces

• 1、 Dehmlow, Eckehard V.,Raths, Hans-Christian. "Alkylations of Trichloromethylketones Effected by Trichloroacetate and a Complex Consecutive Reaction". . p. 918 - 920. Retrieved 2007/10/02.
• 2、 Manion, Jeffrey A.,Louw, Robert. "Thermolysis of vinyl chloride in nitrogen; rates and products between 601-681 deg C". . p. 442 - 448. Retrieved 2007/10/02.