627-22-5

Basic information

• Product Name: 1-chlorobuta-1,3-diene
• Synonyms: 1-chlorobuta-1,3-diene;1,3-Butadiene, 1-chloro-;1-chloro-1,3-butadiene;(E)-1-Chloro-1,3-butadiene;1-Chloroerythrene;trans-1-Chloro-1,3-butadiene
• CAS NO: 627-22-5
• Molecular Formula: C₄H₅Cl
• Molecular Weight: 88.5355
• EINECS: 210-990-8
• Mol File: 627-22-5.mol
• Article Data: 6

Chemical Properties

• Melting Point: -130°C (estimate)
• Boiling Point: 64.51°C (estimate)
• Appearance: /
• Density: 0.9606
• Vapor Pressure: 154mmHg at 25°C
• Refractive Index: 1.4712
• CAS DataBase Reference: 1-chlorobuta-1,3-diene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-chlorobuta-1,3-diene(627-22-5)
• EPA Substance Registry System: 1-chlorobuta-1,3-diene(627-22-5)

Safety Data

• Hazardous Substances Data: 627-22-5(Hazardous Substances Data)

Usage

General Description

1-Chlorobuta-1,3-diene, also known as 1,3-dichlorobutadiene, is a highly flammable and reactive chemical compound with the molecular formula C4H5Cl. It is a colorless liquid with a sharp, pungent odor and is primarily used in the production of synthetic rubber and resins. 1-Chlorobuta-1,3-diene is classified as a hazardous substance and is known to cause respiratory and skin irritation upon exposure. It is also considered to be a potential health hazard if inhaled, ingested, or come into contact with the skin. 1-Chlorobuta-1,3-diene should be handled with extreme caution, and proper safety measures and personal protective equipment should be used when working with this chemical.

InChI:InChI=1/C4H5Cl/c1-2-3-4-5/h2-4H,1H2/b4-3+

Upstream product

• 77753-24-3 1,1,2,3,4-pentachloro-butane 
• 764-41-0 1,4-dichloro-2-butene 
• 75-44-5 phosgene 
• 74-86-2 acetylene 
• 64-17-5 ethanol 
• 110-57-6 trans-1,4-dichlorobut-2-ene 
• 119690-05-0 4,4,6,6-Tetrachlornona-1,8-dien-5-on 
• 93280-82-1 3-chlorocyclobutene 
• 310447-99-5 3,4-dichlorobut-1-ene 
• 71-36-3 butan-1-ol 
• 71-23-8 propan-1-ol 

Downstream Products

• 73892-35-0 1,4-bis(diphenylphosphino)-2-butene 
• 64-18-6 formic acid 
• 560132-08-3 (E)-(buta-1,3-dien-1-yl)(chloromethyl)(2-methoxyphenyl)methylsilane 
• 560132-07-2 (E)-(buta-1,3-dien-1-yl)(chloromethyl)cyclohexyl(methyl)silane 
• 560132-06-1 (E)-(buta-1,3-dien-1-yl)(chloromethyl)methyl(phenyl)silane 
• 144-62-7 oxalic acid 
• 122555-34-4 2-butenylenebis(diphenylphosphine oxide) 
• 823784-50-5 1-(1-Hydroxy-cyclohexyl)-butadien-(1,3) 
• 22858-19-1 1.1-Dichlor-4-phenyl-buten-⁽²⁾ 
• 22858-21-5 1.1-Dichlor-4--buten-(2) 
• 22858-20-4 1,1-Dichlor-4-(p-tolyl)-buten-⁽²⁾ 

Relevant articles and documents

Process for isomerizing dichlorobutenes

This invention relates to a process for isomerizing 1,4-dichloro-2-butene to yield 3,4-dichloro-1-butene or 3,4-dichloro-1-butene to yield 1,4-dichloro-2-butene, characterized in that the catalyst used comprises a compound of the formula CpFe(CO)2X, wherein Cp denotes a cyclopentadienyl derivative of the general formula (I), wherein R1to R5mutually independently denote H, C1to C12alkyl, C5to C8cycloalkyl, which may in turn bear C1to C12alkyl groups, C6to C14aryl, alkylaryl, arylalkyl, wherein two adjacent residues may together form saturated or unsaturated C3to C14cycles, or denote—SiR6R7R8, wherein R6to R7may mutually independently mean C1to C4alkyl, C5to C8cycloalkyl or C6to C14aryl, and X denotes F, Cl, Br.

INTERACTION OF 1,4-DICHLORO-2-BUTENE WITH AQUEOUS NaOH AND Na2CO3 SOLUTIONS.

In large-tonnage industrial production of choloroprene (CP) from butadiene, at the stage of aqueous-alkaline dehydrochlorination of 3,4-dichloro-1-butene (3,4-DC-1-B) containing up to 2 mass % of isomeric 1,4-DC-2-B as an impurity from 0. 5 to 2. 5% of oxygen-containing compounds are formed, including chlorohydrins, diols, acetaldehyde, epoxybutenes, etc. They contaminate the product ( beta -CP), hinder purification of mineralized wastes, and take part in secondary reactions of dimerization and polycondensation. The authors examine the relationships and kinetic characteristics of reactions involved in the interaction of 1,4-DC-2-B with aqueous alkali solutions. Comparison of the initial process rates in the presence and absence of the phase-transfer catalyst (PTC) shows that the latter has virtually no influence on hydrolysis. The rate of consumption of 1,4-DC-2-B in the reaction with aqueous NaOH solutions in presence of PTC is described by an equation consisting of two terms: the hydrolysis rate r//1, determined from an equation of the second order, and the rate of catalytic dehydrochlorination r//2.

Thermolysis of vinyl chloride in nitrogen; rates and products between 601-681 deg C

In a 10-15-fold excess of nitrogen, at normal pressure and with τ ca. 3 s, decomposition of vinyl chloride (VC) sets in at about 550 deg C.At 680 deg C about 35percent decomposition takes place.Major products in this region are HCl, acetylene, 2-chlorobutadiene and vinylacetylene (1-buten-3-yne).At higher temperatures formation of tar and soot becomes increasingly important.A reaction mechanism in accord with the experimental facts is proposed and analyzed via thermochemical kinetics.Free-radical chain processes play a major part, with Cl. leads to.CH=CHCl and CH2=C.Cl radicals, respectively.Their relative rate of formation on a per-H basis is ca. 1/5 around 620 deg C.The former lose Cl. to give acetylene.The latter add to VC which leads to 2-chlorobutadiene irrespective of the site of addition (Scheme 1).Various routes to vinylacetylene are discussed.The formation of other (minor) products such as ethylene and methyl chloride is also rationalized.Added HCl is seen to increase the acetylene/2-chlorobutadiene product ratio with little effect on the rate of conversion of VC.This is due to reversal of the reaction leading to CH2=C.Cl radicals, through H-atom transfer from HCl.