27856-20-8

Basic information

• Product Name: 3-Cyclopenten-1-ol, 3-phenyl-
• CAS NO: 27856-20-8
• Molecular Formula: C11H12O
• Molecular Weight: 160.216
• Mol File: 27856-20-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 3-Cyclopenten-1-ol, 3-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Cyclopenten-1-ol, 3-phenyl-(27856-20-8)
• EPA Substance Registry System: 3-Cyclopenten-1-ol, 3-phenyl-(27856-20-8)

Safety Data

• Hazardous Substances Data: 27856-20-8(Hazardous Substances Data)

Upstream product

• 2288-18-8 2-phenyl-1,3-butadiene 
• 114738-33-9 (1S^*,3R^*,4S^*)-1-acetoxy-3-<(tert-butyldimethylsilyl)oxy>-4-phenylcyclopentane 
• 120624-03-5 (1SR,3SR,4SR)-1-acetoxy-3-bromo-4-phenylcyclopentane 
• 120624-02-4 (1RS,2SR,4SR)-4-acetoxy-2-phenyl-1-cyclopentanol 
• 113331-85-4 (1R^*,3R^*,4S^*)-4-phenylcyclopentane-1,3-diol 
• 69404-97-3 2,4-pentane dione t butyl dimethyl silyl enol ether 
• 61305-35-9 4-[(tert-butyldimethylsilyl)oxy]cyclopent-2-enone 
• 27856-18-4 2-Phenylbicyclo<1.1.1>pentan-2-ol-p-nitrobenzoat 
• 17684-73-0 2-phenylbicyclo<1.1.1>pentan-2-ol 
• 114738-38-4 1-hydroperoxy-3-phenylcyclopent-3-ene 
• 29586-29-6 1-acetoxy-3-phenyl-3-cyclopentene 
• 58189-55-2 2,2-Dibrom-1-vinyl-1-phenyl-cyclopropan 
• 591-51-5 phenyllithium 
• 114738-30-6 (3R^*,4S^*)-3-<(tert-butyldimethylsilyl)oxy>-4-phenylcyclopentan-1-one 

Downstream Products

• 113331-82-1 1-bromo-3-phenyl-3-cyclopentene 
• 113331-85-4 (1S^*,3S^*,4S^*)-4-phenylcyclopentane-1,3-diol 
• 113331-81-0 (1R,4R,5R)-5-Phenyl-2,3-dioxa-bicyclo[2.2.1]heptane 
• 120624-05-7 4-bromo-2-phenyl-1-cyclopentanol 
• 113331-81-0 (1R^*,4R^*,5S^*)-5-phenyl-2,3-dioxabicyclo<2.2.1>heptane 
• 113331-83-2 4-bromo-2-phenyl-1-cyclopentylhydroperoxide 
• 64145-51-3 3-phenylcyclopentanone 

Relevant articles and documents

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Formation of 1-Phenyl-2,3-dioxabicycloheptane in the Reaction of 1,3-Dibromo-4-phenylcyclopentane with Hydrogen Peroxide in the Presence of Silver Trifluoroacetate

Reaction of 1,3-dibromo-4-phenylcyclopentane (23), prepared from 4-hydroxycyclopent-2-en-1-one (10) in a stereocontrolled manner, or its stereoisomer 24 with anhydrous hydrogen peroxide in the presence of silver trifluoroacetate in ether gave 1-phenyl-2,3-dioxabicycloheptane (25) mainly as a rearranged product.The expected 5-phenyl-2,3-dioxabicycloheptane (8) and phenylcyclopentenyl hydroperoxides 26 and 27 were also formed in this reaction.An authentic sample of endoperoxide 8 was prepared by using peroxide transfer reaction between bis(tri-n-butyltin)peroxide and bistriflate of cis-diol 35.The stereochemistry of the endoperoxide 8 and related compounds in this series was confirmed by correlation with the data from X-ray crystallographic analysis of the diacetate of diol 21 obtained from endoperoxide 8 by stannous chloride reduction.

Synthesis of 3-Cyclopentenols by Alkoxy-Accelerated Vinylcyclopropane Rearrangement

Lithium salts of 2-vinyl-1-cyclopropanols undergo vinylcyclopropane rearrangement at room temperature, providing an efficient method for the conversion of 1,3-dienes to functionalized cyclopentenes.