17497-52-8

Basic information

• Product Name: 1-Cyclopentenyl iodide
• Synonyms: 1-Cyclopentenyl iodide;1-Iodo-1-cyclopentene;1-Iodocyclopentene
• CAS NO: 17497-52-8
• Molecular Formula: C₅H₇I
• Molecular Weight: 0
• Mol File: 17497-52-8.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-Cyclopentenyl iodide(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Cyclopentenyl iodide(17497-52-8)
• EPA Substance Registry System: 1-Cyclopentenyl iodide(17497-52-8)

Safety Data

• Hazardous Substances Data: 17497-52-8(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 29026-65-1 spiro<1,3-benzoxathiole-2,1'-cyclopentane> 
• 75-36-5 acetyl chloride 
• 183-32-4 spiro[1,3-benzodioxol-2,1'-cyclopentane] 

Downstream Products

• 287944-10-9 2-cyclopent-1-enyl-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane 
• 1025469-06-0 α-cyclohexenyl-α'-cyclopentenyl ketone 
• 5434-85-5 1-cyclopentene-1-carboxamide 
• 1380678-61-4 C₁₉H₂₀N₂O₂ 
• 1315303-25-3 C₂₄H₃₁F₃O₃Si 
• 1315303-24-2 C₂₄H₃₁F₃O₃Si 
• 183786-50-7 1-(3-methoxyprop-1-yn-1-yl)cyclopent-1-ene 

Relevant articles and documents

Photochemical generation of six- and five-membered cyclic vinyl cations

The photochemical solvolyses of 4-tert-butylcyclohex-1-enyl(phenyl)iodonium tetrafluoroborate (1) and cyclopent-1-enyl(phenyl)iodonium tetrafluoroborate (2) in methanol yield vinylic ethers and vinylic cycloalkenyliodobenzenes and cycloalkenylbenzene, which are the trapping products of the geometrically destabilized C6-ring and C5-ring vinyl cation with the solvent and with the leaving group iodobenzene. Iodonium salt 2 also yields an allylic ether and allylic cyclopentenyliodobenzenes and cyclopentenyl-benzene, which are the trapping products of the C5-ring allylic cation produced from the C5-ring vinyl cation by a hydride shift in a typical carbocationic rearrangement.

Chromium(ii)-mediated reactions of iodonium tetrafluoroborates with aldehydes: Umpolung of reactivity of diaryl-, alkenyl(aryl)-, and alkynyl(aryl)iodonium tetrafluoroborates

The method described herein allows us, for the first time, to perform umpolung of reactivity of diaryl-, alkenyl(aryl)-, and alkynyl(aryl)iodonium tetrafluoroborates. The method involves generation of organochromium(III) species via reaction of iodonium salts with anhydrous chromium dichloride, followed by their nucleophilic addition to aldehydes to yield alcohols. In contrast to the reaction of aryl and alkenyl halides with chromium dichloride, these iodonium salts are so active that organochromium(III) could be generated without using a nickel catalyst. Substituent effects of unsymmetrically substituted diaryliodonium salts on the product profiles are in good agreement with the reported mode of decomposition of the intermediate unsymmetrical diaryliodanyl radicals. Alkenyl(mesityl)iodonium tetrafluoroborates undergo exclusive alkenylation of aldehydes with no signs of the formation of an arylation product.