2-Chloropropene Isomers

09/07/2023

2-Chloropropene( CAS557-98-2) is an organochlorine compound with the formula CH2=C(Cl)CH3. It is a colorless gas that condenses just below room temperature. Unlike the closely related vinyl chloride, which is a major industrial chemical, 2-chloropropene has no commercial applications and is a lightly studied compound.

Stereochemistry of 2-Chloropropene

2-Chloropropene can exist as two different stereoisomers: cis-2-chloropropene and trans-2-chloropropene. The cis and trans prefixes indicate the relative spatial orientation of the chlorine atom and the methyl group on the double bond. In cis-2-chloropropene, both chlorine and methyl are on the same side of the double bond, while in trans-2-chloropropene, they are on opposite sides.

The two stereoisomers have different physical and chemical properties. For example, cis-2-chloropropene has a higher boiling point (23.8 °C) than trans-2-chloropropene (20.9 °C), because it has stronger dipole-dipole interactions. Cis-2-chloropropene is also more reactive than trans-2-chloropropene, because it has more steric strain and less stability.

Synthesis of 2-Chloropropene

One possible synthesis of 2-chloropropene involves the dehydrohalogenation of 1,2-dichloropropane with potassium hydroxide. This reaction produces a mixture of cis and trans isomers, depending on the stereochemistry of the starting material and the reaction conditions. The ratio of cis to trans can be controlled by varying the temperature, solvent, and base strength.

Another possible synthesis of 2-chloropropene involves the elimination of hydrogen chloride from 1-chloropropane using an alkoxide base. This reaction produces only trans-2-chloropropene, because it follows the Zaitsev’s rule, which states that the most substituted alkene is favored in an elimination reaction.

Applications of 2-Chloropropene

As mentioned earlier, 2-chloropropene has no commercial applications and is mainly used as a research chemical. However, some potential applications of 2-chloropropene include:

As a source of the 2-propenyl group, which can be used to synthesize various organic compounds, such as alcohols, ethers, esters, ketones, aldehydes, and carboxylic acids.
As a precursor to vinyl chloride, which is an important monomer for making polyvinyl chloride (PVC), a widely used plastic material.
As a reagent for cycloaddition reactions, such as Diels-Alder reactions, which can produce cyclic compounds with diverse structures and functionalities.

If you are looking for a reliable supplier of 2-chloropropene( CAS557-98-2), you can visit our website www.qiboch.com. We offer high-quality2-chloropropene at competitive prices and with fast delivery. We also provide technical support and customer service to ensure your satisfaction. Whether you need 2-chloropropene for industrial or laboratory purposes, we have the right product for you. Contact us today and get your 2-chloropropene buy with ease!