934-02-1

Basic information

• Product Name: 1,1'-BICYCLOPENTENE
• Synonyms: 1,1'-BICYCLOPENTENE
• CAS NO: 934-02-1
• Molecular Formula: C₁₀H₁₄
• Molecular Weight: 134.22
• Product Categories: Alkenes;Cyclic;Organic Building Blocks
• Mol File: 934-02-1.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 67 °C11 mm Hg(lit.)
• Flash Point: 169 °F
• Appearance: /
• Density: 0.923 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.528(lit.)
• CAS DataBase Reference: 1,1'-BICYCLOPENTENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1'-BICYCLOPENTENE(934-02-1)
• EPA Substance Registry System: 1,1'-BICYCLOPENTENE(934-02-1)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 934-02-1(Hazardous Substances Data)

Usage

Structure

Two cyclopentene rings connected at the 1 and 1' positions

Physical State

Colorless liquid

Molecular Weight

134.22 g/mol

Applications

a. Intermediate for the synthesis of various organic compounds
b. Production of polymers and resins
c. Potential applications in pharmaceuticals and agrochemicals

Industry

Chemical industry

Role

Valuable building block for the production of a wide range of products

Upstream product

• 5181-75-9 bicyclopentyl-1,1'-diol 
• 108-24-7 acetic anhydride 
• 56005-64-2 C₁₇H₂₂N₂O₂S 
• 19980-43-9 1-(trimethylsilyloxy)cyclopentene 
• 7664-93-9 sulfuric acid 
• 66953-28-4 anti-tricyclo<4.2.1.1^2,5>dec-2-en-9-one 
• 73522-20-0 1,1'-bicyclopentane-2,2'-diol 
• 120-92-3 cyclopentanone 
• 502-42-1 cycloheptanone 
• 108-94-1 cyclohexanone 
• 110-86-1 pyridine 
• 10025-87-3 trichlorophosphate 
• 80393-10-8 2,3-dicyclopropyl-1,3-butadiene 
• 96479-39-9 7-anti<(endo)-bicyclo<2.1.0>pent-5-yl>-2,3-diazabicyclo<2.2.1>hept-2-ene 

Downstream Products

• 119250-50-9 4,5-dibenzoyl-1,2,3,3a,4,5,5a,6,7,8-decahydro-dicyclopenta[c,e]pyridazine 
• 51037-20-8 dimethyl 1,2,3,6,7,8-hexahydro-as-indacene-4,5-dicarboxylate 
• 100148-66-1 opt.-inakt. 4-Methyl-5-phenyl-1,2,3,3a,4,5,5a,6,7,8-decahydro-as-indacen 
• 80654-96-2 ethyl 6-phenyl-2,5-dihydro<2,3:4,5>dicyclopentylbenzoate 
• 1076-17-1 hexahydroindacene 
• 101674-26-4 5--Δ^8a-decahydro-as-indacen-carbonsaeure-(4) 
• 101475-29-0 4-(Biphenylyl-4)-1,2,3,6,7,8-hexahydro-as-indacen 
• 89675-81-0 endo-2,3-cis-cyclopentano-4-(phenylthio)bicyclo<4.3.0>-1-nonene 
• 89675-81-0 exo-2,3-cis-cyclopentano-4-(phenylthio)bicyclo<4.3.0>-1-nonene 
• 89656-13-3 anti-1-(1-cyclopentenyl)-7-(phenylthio)bicyclo<3.2.0>heptane 
• 89656-13-3 syn-1-(1-cyclopentenyl)-7-(phenylthio)bicyclo<3.2.0>heptane 
• 112150-22-8 (3aR,4R,5S,5aS)-4-(4-Methoxy-phenyl)-5-methyl-1,2,3,3a,4,5,5a,6,7,8-decahydro-as-indacene 
• 112150-22-8 (3aS,4R,5S,5aR)-4-(4-Methoxy-phenyl)-5-methyl-1,2,3,3a,4,5,5a,6,7,8-decahydro-as-indacene 
• 3839-85-8 Bis(4-methoxyphenyl)schwefeldiimid 

Relevant articles and documents

Hydroboration of 1,1′-bi(cyclopent-1-ene) and 3,3′-biindene: Experimental and theoretical study

Hydroboration of bi(cyclopent-1-ene) (1) or 3,3′-biindene (2) with borane, thexylborane or (-)-isopinocampheylborane afforded, regardless of reaction conditions, meso-isomers of polycyclic 1,4-diols 3a, 4a as the main products. No reaction was observed with 9-BBN. The structure of the major product 4a, as well as of the minor racemic product 4b was assigned based on 1H NMR spectra of the corresponding Mosher's diesters 5a-5c. Finally, the stereochemistry of the product 4a was confirmed by a single-crystal X-ray analysis of the corresponding dimesylate 6. To elucidate preferential formation of the weso-isomers, complexes of monohydroborated intermediate with borane were studied theoretically by DFT methods.

Solid Acid-Catalyzed Dehydration of Pinacol Derivatives in Ionic Liquid: Simple and Efficient Access to Branched 1,3-Dienes

The selective dehydration of pinacol derivatives to branched 1,3-dienes is extremely challenging because of the predominance of pinacol rearrangement. Herein, we successfully achieve this goal by employing a recyclable solid acid/ionic liquid catalyst system. The dehydration of alkyl- and cycloalkyl-derived diols in an Amberlyst-15/[Emim]Cl system afforded the corresponding 1,3-dienes in good yields, while a Nafion/[Emim]Cl system was demonstrated to be a better catalyst system for the dehydration of aryl-substituted substrates. Our protocol features straightforward and simple access to branched 1,3-dienes, high chemoselectivity, a recyclable catalyst system, a facile separation of dienes just by decantation, and a broad substrate scope.

Total synthesis of the originally assigned structure of vannusal B

(Chemical Equation Presented) The truth is out there: The chase for the originally assigned structure of vannusal B (see structural formula) by total synthesis ended successfully, but created a new puzzle, that of the true structure of this intriguing marine natural product.