5664-20-0

Basic information

• Product Name: CYCLOHEXYLACETYLENE
• Synonyms: Cyclohexane, ethenylidene-;ETHENYLIDENECYCLOHEXANE;vinylidenecyclohexane;1-Vinylidenecyclohexane;Cyclohexylideneethene;Cyclohexylideneethylene
• CAS NO: 5664-20-0
• Molecular Formula: C₈H₁₂
• Molecular Weight: 108.18
• Product Categories: Allenes;Building Blocks;Chemical Synthesis;Organic Building Blocks
• Mol File: 5664-20-0.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 149.6°C at 760 mmHg
• Flash Point: 23°C
• Appearance: /
• Density: 0.806g/mLat 25℃
• Vapor Pressure: 5.09mmHg at 25°C
• Refractive Index: n20/D 1.489
• Storage Temp.: ?20°C
• CAS DataBase Reference: CYCLOHEXYLACETYLENE(CAS DataBase Reference)
• NIST Chemistry Reference: CYCLOHEXYLACETYLENE(5664-20-0)
• EPA Substance Registry System: CYCLOHEXYLACETYLENE(5664-20-0)

Safety Data

• Hazard Codes: Xn,N
• Statements: 10-22-51/53
• Safety Statements: 61
• RIDADR: 1993
• WGK Germany: 2
• HazardClass: 3.1
• PackingGroup: II
• Hazardous Substances Data: 5664-20-0(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Synthesis, p. 603, 1987 DOI: 10.1055/s-1987-28020

InChI:InChI=1/C8H12/c1-2-8-6-4-3-5-7-8/h1,3-7H2

Upstream product

• 931-48-6 2-cyclohexylacetylene 
• 61699-43-2 methyl 1,1-pentamethyleneprop-2-ynyl carbonate 
• 56424-67-0 1,1-Dibromospiro[2,5]octan 
• 1192-37-6 methylenecyclohexane 
• 58348-17-7 [[(1-ethynylcyclohexyl)oxy]methyl]-benzene 
• 122471-72-1 1-((E)-2-Cyclohexyl-2-phenylselanyl-ethenesulfonyl)-4-methyl-benzene 
• 68819-94-3 p-tolyl benzeneselenosulfonate 
• 108-94-1 cyclohexanone 
• 135638-62-9 3-Methylene-1,2-oxaspiro<3.5>nonan-3-one 
• 122471-82-3 1-(2-Cyclohexylidene-2-phenylselanyl-ethanesulfonyl)-4-methyl-benzene 
• 10575-77-6 1-bromo-3,3-(pentamethylene)-1,2-propadiene 
• 65071-57-0 1-(α-Trifluoracetoxy-cyclohexyl)-1-triphenylsilyl-aethylen 
• 5240-32-4 1-acetoxy-1-ethynyl cyclohexane 
• 6209-75-2 1-ethynyl-1-chlorocyclohexane 

Downstream Products

• 2622-21-1 1-vinylcyclohexene 
• 22635-68-3 3,3-Dimethyl-1-cyclohexyliden-cyclobutanon-⁽²⁾ 
• 22635-71-8 3,3-Pentamethylen-1,1-dimethyl-4-methylen-cyclobutanon 
• 16933-69-0 2-(Cyclohexen-⁽¹⁾-yl)-propen-⁽²⁾-saeureamid 
• 64889-09-4 2-Cyclohexylidene-4-methyl-cyclobutanone 
• 64889-13-0 1-Methyl-3-methylene-spiro[3.5]nonan-2-one 
• 3070-72-2 2-cyclohexylacrylic acid methyl ester 
• 76584-09-3 2,4-Bis-(1-hydroxy-cyclohexyl)-penta-1,4-dien-3-one 
• 695-12-5 vinylcyclohexane 
• 1003-64-1 ethylidenecyclohexane 
• 1678-91-7 ethyl-cyclohexane 
• 122775-25-1 1-deuterio-1-vinyl-cyclohexane 
• 85970-81-6 (1-iodoethenyl)cyclohexane 
• 90496-90-5 (1-Iodo-ethylidene)-cyclohexane 

Relevant articles and documents

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Highly selective copper-catalyzed hydroboration of allenes and 1,3-dienes

The highly selective copper-catalyzed hydroboration of allenes has been developed. Allylboranes and alkenylboranes were selectively prepared by the judicious choice of catalytic species (copper hydride and boryl copper). Furthermore, two types of alkenylboranes could be selectively synthesized by the choice of an appropriate ligand. Mechanistic studies confirmed that the protonation of a (Z)-σ-allyl copper species, which was isolated and structurally characterized by single-crystal X-ray diffraction, was a key step in these reactions. Besides allenes, this method is also applicable to the selective hydroboration of 1,3-diene derivatives to afford allylboranes and homoallylboranes. Copyright

Gold(I)-catalyzed rearrangement of propargyl benzyl ethers: A practical method for the generation and in situ transformation of substituted allenes

A series of benzyl propargyl ethers react with a gold(I) catalyst to furnish variously substituted allenes via a 1,5-hydride shift/fragmentation sequence. This transformation is rapid and practical. It can be performed under very mild conditions (room temperature or 60 °C) using terminal as well as substituted alkyne substrates bearing a primary, secondary, or tertiary benzyl ether group. The allenes thus formed can be reacted in situ with an internal or external nucleophile, corresponding to an overall reductive substitution process, to produce more functionalized compounds.