6061-06-9

Basic information

• Product Name: 1,1-Dichloro-1,3-butadiene
• Synonyms: 1,1-Dichloro-1,3-butadiene
• CAS NO: 6061-06-9
• Molecular Formula: C₄H₄Cl₂
• Molecular Weight: 122.9806
• EINECS: 227-988-8
• Mol File: 6061-06-9.mol

Chemical Properties

• Boiling Point: 99.04°C (estimate)
• Flash Point: 34.2°C
• Appearance: /
• Density: 1.1831
• Vapor Pressure: 20.2mmHg at 25°C
• Refractive Index: 1.5022
• CAS DataBase Reference: 1,1-Dichloro-1,3-butadiene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-Dichloro-1,3-butadiene(6061-06-9)
• EPA Substance Registry System: 1,1-Dichloro-1,3-butadiene(6061-06-9)

Safety Data

• Hazardous Substances Data: 6061-06-9(Hazardous Substances Data)

Usage

Synonyms

Dichlorobutadiene

Physical state

Colorless liquid

Chemical classification

Chlorinated derivative of 1,3-butadiene

Uses

Production of synthetic rubbers and resins

Exposure routes

Inhalation, ingestion, skin contact

Carcinogenicity

Potential human carcinogen

Toxic effects

Liver, kidneys, and respiratory system damage

Safety precautions

Strict safety measures and proper ventilation required when handling or working with the compound

InChI:InChI=1/C4H4Cl2/c1-2-3-4(5)6/h2-3H,1H2

Upstream product

• 13275-19-9 1,1,1,3-tetrachlorobutane 
• 16503-25-6 1-chloro-1E,3-butadiene 
• 16396-68-2 allyl trichloromethyl sulfoxide 
• 5365-23-1 2,2-dichloro-1-hydroxymethyl-cyclopropane 
• 1871-62-1 1,1,1,4-Tetrachlor-Δ²-trans-buten 
• 74885-95-3 3,4,4-trichloro-1-butene 
• 1561-42-8 1,1,3,4-tetrachloro-1-butene 
• 82804-56-6 1,1,1,4-tetrachloro-but-2-ene 

Relevant articles and documents

Reactions of cycloalkanecarboxylic acids with SF4. II. Fluorination of gem-dichlorocyclopropanecarboxylic acids with SF4

Treatment of gem-dichlorocyclopropanecarboxylic acids with SF4 yields many rearranged products, i.e. 1,1-difluoro-substituted olefins.The mechanism of the rearrangement is discussed. - Keywords: Cycloalkanecarboxylic acids; Sulphur tetrafluoride; Rearrangement mechanism; Stereochemistry; NMR spectroscopy; IR spectroscopy

Methyl-halogenated Allyl Methyl Sulfoxides and Sulfones and the Synthesis of Halogenated Sulfines

Allyl methyl sulfoxides R1R2R3C-S(O)-CH2CH=CH2 1a-7a (R1, R2, R3 = H, F, Cl, CF3) as well as the corresponding sulfones 1b-7b were synthesized.The sulfoxides substituted at the methyl group are in equilibrium with the allyl sulfenates R1R2R3-S-OCH2CH=CH2 depending on temperature and kind of substitution.By pyrolysis of the sulfoxides 2a, 3a, 4a, and 7a the sulfines Cl2C=SO and (CF3)2C=SO could be prepared, and evidence for the existence of the sulfines ClFC=SO and F2C=SO could be obtained.The new pentenes 12 and 14 are described.

REDUCTION OF SOME POLYHALOGENATO- AND POLYACETOXY-ALLYLIC COMPOUNDS USING TRIBUTYLTIN HYDRIDE IN THE PRESENCE OR ABSENCE OF A PALLADIUM CATALYST. II.REDUCTION OF 1,1,1,4-TETRACHLOROBUT-2-ENE

The radical tributyltin hydride reduction of 1,1,1,4-tetrachlorobur-2-ene yields a mixture of the expected 1,1,4-trichlorobut-2-ene and 1,1,4-trichlorobut-1-ene resulting from preferential abstraction of a chlorine atom from the trichloromethyl group.The palladium-catalyzed reduction follows an entirely different course, giving 1,1-dichlorobutadiene exclusively and quantitatively.The palladium-catalyzed reaction involves an oxidative addition-β-elimination process leading to dichlorobutadiene and a dichloropalladium(II) species.Tributyltin hydride reduction of palladium(II) to palladium(0) completes the catalytic cycle.

CHEMISTRY OF DIENES AND THEIR DERIVATIVES. XIX. DIRECTION OF THE LOW-TEMPERATURE CHLORINATION OF 1-CHLORO-1,3-BUTADIENE (α-CHLOROBUTADIENE) IN THE PRESENCE OF AN INHIBITOR OF RADICAL REACTIONS

During the low temperature (-20 to 0 deg C) chlorination of α-chlorobutadiene (94-95 deg C conversion) in the presence of tert-butylpyracatechol 1,1-, 1,2- and 1,4-dichloro-1,3-butadienes, 3,4,4- and 1,3,4-trichloro-1-butenes, 1,1,4-trichloro-2-butene, and the products from further chlorination of the 1,1- and 1,2-dichloro-1,3-butadienes (a mixture of 1,1,3,4- and 1,2,3,4-tetrachloro-1-butenes) are formed in ratios 1.6:0.5:21.8:6.5:50.2:13.7:5.7.Variation of the temperature in the investigated range does not have a significant effect on the ratios of the chlorination products.