trans-1,4-Dichloro-2-butene

Chemical properties

clear colorless to light yellow liquid

Chemical properties

The 1,4-dichloro-2-butenes are colorless liquids. Some have a distinct odor. (cis-isomer)

The Uses of trans-1,4-Dichloro-2-butene

1,4-Dichloro-2-butene is used in the synthesis of anthraquinones used in the asymmetric dihydroxylation of olefins. Also used to prepare arylcarboxamides used as novel dopamine receptor antagonists.

Definition

ChEBI: Trans-1,4-Dichlorobutene is an organochlorine compound.

Synthesis Reference(s)

Journal of the American Chemical Society, 73, p. 2118, 1951 DOI: 10.1021/ja01149a061
The Journal of Organic Chemistry, 36, p. 2088, 1971 DOI: 10.1021/jo00814a013

General Description

Colorless liquid with a distinct odor. An intermediate for hexamethylenediamine and chloroprene.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

trans-1,4-Dichloro-2-butene will burn, though trans-1,4-Dichloro-2-butene may require some effort to ignite. Fire produces irritating and poisonous gases. When heated to decomposition, trans-1,4-Dichloro-2-butene emits toxic fumes of chlorine-containing compounds. [EPA, 1998].

Health Hazard

(Non-Specific -- Dichlorobutene) Liquid and vapors from the material are highly corrosive and may damage skin, eyes, lungs, and internal organs.

Fire Hazard

The material will burn, though trans-1,4-Dichloro-2-butene may require some effort to ignite. Fire produces irritating and poisonous gases. When heated to decomposition, trans-1,4-Dichloro-2-butene emits toxic fumes of chlorine-containing compounds.

Potential Exposure

DC occurs as a by-product in chloroprene manufacture and may be used as a chemical intermediate

Shipping

UN3384 Toxic by inhalation liquid, flammable, n. o.s. with an LC50 ≦ 1000 ml/m3 and saturated vapor concentration ≧to 10 LC50, Hazard class: 6.1; Labels: 6.1-Poisonous materials, 3-Flammable liquid, Technical Name Required, Inhalation Hazard Zone B. UN2920 Corrosive liquids, flammable, n.o.s., Hazard class: 8; Labels: 8-Corrosive material, 3-Flammable liquid. The code “D” identifies proper shipping names which are appropriate for describing materials for domestic transportation but may be inappropriate for international transportation under the provisions of international regulations, e.g., IMO, ICAO). An alternate proper shipping name may be selected when either domestic or international transportation is involved

Incompatibilities

Vapors may form explosive mixture with air. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, and epoxides. (cis-isomer): Reacts slowly with water forming hydrogen chloride. Attacks metals and may form other, more dangerous materials; attacks some plastics.

Waste Disposal

High-temperature incineration with hydrochloric acid scrubbing. Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≥100 kg/mo) must conform with EPA regulations governing storage, transportation, treatment, and waste disposal.