930-29-0

Usage

Uses

Used in Pharmaceutical Industry:
1-Chloro-1-cyclopentene is used as a key intermediate in the synthesis of pharmaceutical compounds for its ability to undergo cross-coupling reactions with arylboronic acids, arylzinc reagents, and thiols. These reactions, catalyzed by air-stable palladium complexes, facilitate the production of a range of medicinally relevant molecules, including styrene derivatives, biaryls, and thioethers.
Used in Chemical Synthesis:
In the field of chemical synthesis, 1-Chloro-1-cyclopentene is utilized as a versatile building block for creating complex organic molecules. Its reactivity in palladium-catalyzed cross-coupling reactions makes it an ideal candidate for constructing molecular frameworks that are otherwise challenging to access through traditional synthetic routes.
Used in Material Science:
1-Chloro-1-cyclopentene is also employed in material science for the development of novel polymers and materials with specific properties. The cross-coupling reactions it undergoes can lead to the formation of polymers with tailored characteristics, such as improved thermal stability, mechanical strength, or electrical conductivity, depending on the desired application.
Used in Research and Development:
In academic and industrial research settings, 1-Chloro-1-cyclopentene serves as a valuable tool for studying the mechanisms and scope of palladium-catalyzed reactions. Its use in these reactions can provide insights into the development of new catalysts, reaction conditions, and synthetic strategies that can be applied to a broader range of chemical transformations.

InChI:InChI=1/C5H7Cl/c6-5-3-1-2-4-5/h3H,1-2,4H2

Upstream product

• 67-56-1 methanol 
• 17497-52-8 1-iodocyclopentene 
• 27784-30-1 (iodomethylene)cyclobutane 
• 40648-08-6 2-methyl-1-iodo-1-cyclohexene 
• 14376-82-0 trans-1-bromo-2-chlorocyclopentane 

Downstream Products

• 64741-03-3 (+/-)-cis-1-chloro-2-phenylsulfanyl-cyclopentane 
• 91767-80-5 (+/-)-cis-1-chloro-2-p-tolylsulfanyl-cyclopentane 
• 6026-86-4 methyl 4-formylbutanoate 
• 1119-40-0 Dimethyl glutarate 
• 84565-63-9 2,3-Dibromo-1-chloro-cyclohexene 
• 1560-11-8 cyclopent-1-enecarboxylic acid 
• 96-41-3 Cyclopentanol 
• 120-92-3 cyclopentanone 
• 146759-05-9 cyclopent-1-en-1-yldimethyl(phenyl)silane 
• 75415-78-0 1,2-dibromocyclopentene 
• 257929-17-2 2-(cyclopent-2-enyl)-4,5-difluoroaniline 
• 694-28-0 2-chlorocyclopentanone 
• 874528-03-7 1,5-dichloro-cyclopentene 
• 827-56-5 1-(4-tolyl)cyclopentene 

Relevant academic research and scientific papers

Facile generation of a strained cyclic vinyl cation by thermal solvolysis of cyclopent-1-enyl-λ3-bromanes

Last of the cyclic vinyl cations: The simple solvolysis of cyclopent-1 -enyl-13-bromane efficiently generates the highly strained cyclopent-1 -enyl cation at room temperature (see scheme). The very high nucleofugality of the aryl-13-bromanyl groups are re

COMPARISON OF SYN DEHYDROHALOGENATIONS FROM TANS-1-BROMO-2-CHLOROCYCLOALKENES PROMOTED BY COMPLEX BASE AND BY POTASSIUM TERT-BUTOXIDE

Compared with t-BuOK-t-BuOH, syn eliminations from trans-1-bromo-2-chlorocycloalkanes (C4-C8) induced by NaNH2-NaO-t-Bu in THF are rapid, exhibit greater propensity for dehydrochlorination and show little sensitivity to ring size of the dihalocycloalkane.

Photochemistry of Alkyl Halides. 10. Vinyl Halides and Vinylidene Dihalides

The photobehavior of the acyclic vinyl iodide 2, the 1-iodocycloalkenes 11-14 and 39, the (halomethylene)cycloalkanes 45-48, and the (dihalomethylene)cyclohexanes 62-64 has been studied.Except for the dichloride 64, which exhibited only radical behavior, each of the halides afforded a mixture of ionic and radical products.The two bromides studied, 48 and 63, afforded lower ratios of ionic to radical products than the corresponding iodides 45 and 62.Irradiation of vinyl iodides was found to be a convenient and powerful method for the generation of vinyl cations, including the highly strained 1-cyclohexenyl and 1-cyclopentenyl cations and the unstabilized α-unsubstituted cations 51 and 54.The latter cations underwent rearrangement to the ring-expanded 1-cycloalkenyl cations 28 and 36, respectively.Lowering the temperature of the irradiation of iodides 13, 14, and 45 resulted in an increased ratio of ionic to radical products.However, iodide 47, which underwent principally fragmentation to enyne 61, showed little temperature effect.