3588-13-4

Basic information

• Product Name: (1E,3Z)-1,4-dichlorobuta-1,3-diene
• Synonyms: (1E,3Z)-1,4-dichlorobuta-1,3-diene;(1E,3Z)-1,4-Dichloro-1,3-butadiene;(1Z,3E)-1,4-Dichloro-1,3-butadiene;Einecs 222-723-2
• CAS NO: 3588-13-4
• Molecular Formula: C₄H₄Cl₂
• Molecular Weight: 122.98056
• EINECS: 222-723-2
• Mol File: 3588-13-4.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 133.5 °C at 760 mmHg
• Flash Point: 43.1 °C
• Appearance: /
• Density: 1.176 g/cm³
• Vapor Pressure: 10.4mmHg at 25°C
• Refractive Index: 1.493
• CAS DataBase Reference: (1E,3Z)-1,4-dichlorobuta-1,3-diene(CAS DataBase Reference)
• NIST Chemistry Reference: (1E,3Z)-1,4-dichlorobuta-1,3-diene(3588-13-4)
• EPA Substance Registry System: (1E,3Z)-1,4-dichlorobuta-1,3-diene(3588-13-4)

Safety Data

• Hazardous Substances Data: 3588-13-4(Hazardous Substances Data)

Usage

Description

(1E,3Z)-1,4-dichlorobuta-1,3-diene, a chemical compound with the molecular formula C4H4Cl2, is a colorless liquid characterized by a sharp, pungent odor. It is primarily utilized in the production of various industrial chemicals, including solvents, refrigerants, and pesticides. Additionally, it serves as a reagent in chemical reactions and a precursor in the synthesis of other organic compounds.

Uses

Used in Chemical Production Industry:
(1E,3Z)-1,4-dichlorobuta-1,3-diene is used as a key component in the manufacturing of industrial chemicals, such as solvents, refrigerants, and pesticides. Its versatile chemical properties make it a valuable intermediate in the synthesis of a wide range of products.
Used in Organic Synthesis:
(1E,3Z)-1,4-dichlorobuta-1,3-diene is employed as a reagent in chemical reactions, facilitating the synthesis of other organic compounds. Its unique structure allows it to participate in various chemical processes, contributing to the creation of new molecules with specific applications.
However, it is important to note that (1E,3Z)-1,4-dichlorobuta-1,3-diene is considered a potential environmental and health hazard. It is toxic and can cause respiratory and skin irritation, as well as damage to the liver and kidneys. Therefore, it should be handled and used with caution, and proper safety measures should be taken when working with this compound to minimize risks and ensure the well-being of both individuals and the environment.

InChI:InChI=1/C4H4Cl2/c5-3-1-2-4-6/h1-4H/b3-1-,4-2+

Upstream product

• 112008-08-9 (1Z,3Z)-1,4-bis(trimethylstannyl)-1,3-butadiene 
• 112008-09-0 (1E,3Z)-1,4-bis(trimethylstannyl)-1,3-butadiene 
• 112008-10-3 (1E,3E)-1,4-bis(trimethylstannyl)-1,3-butadiene 
• 2957-95-1 cis-3,4-dichlorocyclobutene 

Relevant articles and documents

1,4-Dilithio-1,3-butadlenes

On treatment with (trimethylstannyl)lithium in THF at -78°C, 1,4-dichlorobutadienes (4) gave the stereoisomeric 1,4-bis(trimethylstannyl)-1,3-butadienes (5-7). Compounds 5 and 7 may be converted to the corresponding 1,4-dilithio-1,3-butadienes (1 and 3) by treatment with excess methyllithium, while 6 and 7 may be converted to 1 by reaction with 1 equiv of methyllithium.

Infrared multiphoton induced isomerization of cis-3,4-dichlorocyclobutene. I. Experimental results

The yield and product distribution in the laser-induced isomerization of cis-3,4-dichlorocyclobutene (DCCB) have been measured as functions of laser fluence, DCCB pressure, and buffer gas pressure.Both Woodward-Hoffman allowed and "forbidden" isomers were observed.The fraction of "forbidden" products was found to increase linearly with fluence above a threshold of 3.5 J/cm2.At high fluence the yield increased quadratically with neat DCCB pressure.Both the yield and fraction of "forbidden" products declined monotonically with buffer gas pressure.These observations are explained in terms of a two-channel mechanism, in which the allowed isomer is formed in a concerted path and the forbidden isomers are produced from a diradical intermediate in a nonconcerted reaction.