931-48-6

Basic information

• Product Name: CYCLOHEXYLACETYLENE
• Synonyms: Cyclohexane, ethynyl-;cyclohexane,ethynyl-;ethyne,cyclohexyl-;ETHYNYLCYCLOHEXANE;CYCLOHEXYLACETYLENE;CYCLOHEXYLETHYNE;Cyclohexane, ethynyl- (6CI, 7CI, 8CI, 9CI);1-Ethynylcyclohexane
• CAS NO: 931-48-6
• Molecular Formula: C₈H₁₂
• Molecular Weight: 108.18
• EINECS: 213-236-6
• Mol File: 931-48-6.mol
• Article Data: 25

Chemical Properties

• Melting Point: 130-132 °C
• Boiling Point: 130-132 °C(lit.)
• Flash Point: 66 °F(lit.)
• Appearance: Yellow to light brown/liquid
• Density: 0.828 g/mL at 25 °C(lit.)
• Vapor Pressure: 13.9mmHg at 25°C
• Refractive Index: n20/D 1.4540(lit.)
• Storage Temp.: Flammables area
• Water Solubility: Immiscible with water.
• BRN: 1815535
• CAS DataBase Reference: CYCLOHEXYLACETYLENE(CAS DataBase Reference)
• NIST Chemistry Reference: CYCLOHEXYLACETYLENE(931-48-6)
• EPA Substance Registry System: CYCLOHEXYLACETYLENE(931-48-6)

Safety Data

• Hazard Codes: F
• Statements: 11-36/37/38
• Safety Statements: 16-37/39-26
• RIDADR: UN 3295 3/PG 2
• WGK Germany: 3
• F: 10
• HazardClass: 3.1
• PackingGroup: II
• Hazardous Substances Data: 931-48-6(Hazardous Substances Data)

Usage

Chemical Properties

Clear colorless liquid

Uses

Different sources of media describe the Uses of 931-48-6 differently. You can refer to the following data:
1. Cyclohexylacetylene is used in the preparation of hydrido-vinylidene complexes of osmium, which finds vital intermediates in several homogeneous and heterogeneous catalytic reactions such as alkene olimerization, polymerization and Fischer-Tropsch synthesis.
2. Cyclohexylacetylene (Ethynylcyclohexane) was used in the preparation of [Os[(E)-CH=CHR](=C=C=CPh2)(CH3CN)2(P(i)Pr3)2]BF4 (R = Ph, Cy).

General Description

Cyclohexylacetylene (Ethynylcyclohexane) mediates NADPH-dependent loss of cytochrome P-450 on incubation with hepatic microsomes.

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

Upstream product

• 5173-61-5 (2,2-dichloro-ethyl)-cyclohexane 
• 823-76-7 Cyclohexyl methyl ketone 
• 81602-60-0 1,2-dibromo-1-cyclohexylethane 
• 1088-01-3 tricyclohexylborane 
• 1216963-74-4 lithium acetylide-ethylenediamine complex 
• 66270-60-8 (cyclohexylethynyl)trimethylsilane 
• 122471-82-3 1-(2-Cyclohexylidene-2-phenylselanyl-ethanesulfonyl)-4-methyl-benzene 
• 131292-27-8 (α-cyclohexylcarbonyl-α-ethoxycarbonylmethylene)triphenylphosphorane 
• 90965-06-3 dimethyl 1-(1-diazo-2-oxopropyl)phosphonate 
• 2043-61-0 cyclohexanecarbaldehyde 
• 67404-69-7 (Z)-1-iodo-2-cyclohexyl-1-ethene 
• 693-02-7 hex-1-yne 
• 100-49-2 cyclohexylmethyl alcohol 
• 695-12-5 vinylcyclohexane 

Downstream Products

• 73542-37-7 3-cyclohexyl-2-propynenitrile 
• 103262-97-1 1-cyclohexylvinyl acetate 
• 823-76-7 Cyclohexyl methyl ketone 
• 18736-95-3 1-cyclohexylpropyne 
• 100314-63-4 butyric acid-(1-cyclohexyl-vinyl ester) 
• 57628-03-2 (3,3-dimethylbut-1-ynyl)cyclohexane 
• 67857-89-0 (E)-penta-1,4-dienylcyclohexane 
• 57013-02-2 (Z)-1,2-dicyclohexylethylene 
• 112043-59-1 7-cyclohexyl-(Z)-6-hepten-1-ol 
• 19988-69-3 Cyclohexylfumarsaeure-dimethylester 
• 89590-29-4 dimethyl 2-cyclohexylmaleate 
• 98978-39-3 N-(3-cyclohexyl-2-propynyl)-N-methyl-1-naphthalenemethanamine 
• 5664-17-5 cyclohexylallene 
• 140926-73-4 3-<(E)-2-Cyclohexylethenyl>cyclohexanone 

Relevant articles and documents

Lanthanide-Catalyzed Reversible Alkynyl Exchange by Carbon–Carbon Single-Bond Cleavage Assisted by a Secondary Amino Group

Lanthanide-catalyzed alkynyl exchange through C?C single-bond cleavage assisted by a secondary amino group is reported. A lanthanide amido complex is proposed as a key intermediate, which undergoes unprecedented reversible β-alkynyl elimination followed by alkynyl exchange and imine reinsertion. The in situ homo- and cross-dimerization of the liberated alkyne can serve as an additional driving force to shift the metathesis equilibrium to completion. This reaction is formally complementary to conventional alkyne metathesis and allows the selective transformation of internal propargylamines into those bearing different substituents on the alkyne terminus in moderate to excellent yields under operationally simple reaction conditions.

"quick and click" assembly of functionalised indole rings via metal-promoted cyclative tandem reactions

An efficient and convenient synthesis of a variety of decorated indoles using a three-component tandem metal-catalysed process is described. We propose here a new "synthetic kit" that allows for the "quick and click" assembly of indole rings using readily available, and inexpensive starting materials under environmentally friendly reaction conditions. This journal is

Terminal alkynes from aldehydes via dehydrohalogenation of (Z)-1-iodo-1-alkenes with TBAF

Terminal alkynes were prepared in near quantitative yields via dehydrohalogenation of (Z)-1-iodo-1-alkenes with tetrabutylammonium fluoride (TBAF) under mild conditions. The methodology was expanded to include a one-pot, direct synthesis of terminal alkynes from aldehydes without the necessity of isolating and purifying the intermediate iodoalkene.