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

• 17615-02-0 1-cyclohexyl-2-(triphenyl-λ⁵-phosphanylidene)ethan-1-one 
• 695-12-5 vinylcyclohexane 
• 60754-49-6 1,1-dibromo-2-cyclohexylethene 
• 6917-84-6 Di-(cyclohexyl)-n-butylboran 
• 1216963-74-4 lithium acetylide-ethylenediamine complex 
• 861547-47-9 (1-chlorovinyl)cyclohexane 
• 67489-19-4 Cyclohexyl-methylthio-methylketon-p-tosylhydrazon 
• 81602-60-0 1,2-dibromo-1-cyclohexylethane 
• 823-76-7 Cyclohexyl methyl ketone 
• 5173-61-5 (2,2-dichloro-ethyl)-cyclohexane 
• 1088-01-3 tricyclohexylborane 
• 100-49-2 cyclohexylmethyl alcohol 
• 693-02-7 hex-1-yne 
• 98-89-5 Cyclohexanecarboxylic acid 

Downstream Products

• 73542-37-7 3-cyclohexyl-2-propynenitrile 
• 100314-63-4 butyric acid-(1-cyclohexyl-vinyl ester) 
• 57628-03-2 (3,3-dimethylbut-1-ynyl)cyclohexane 
• 22031-57-8 (E)-3-cyclohexylprop-2-enenitrile 
• 10564-83-7 4-cyclohexylbut-3-yn-2-one 
• 30238-11-0 Diaethylcyclohexylaethinylthiophosphonat 
• 62248-77-5 6-cyclohexyl-5-hexyn-2-one 
• 19988-69-3 Cyclohexylfumarsaeure-dimethylester 
• 89590-29-4 dimethyl 2-cyclohexylmaleate 
• 89590-31-8 (E)-2-Cyclohexyl-but-2-enedioic acid diethyl ester 
• 89590-30-7 (Z)-2-Cyclohexyl-but-2-enedioic acid diethyl ester 
• 104257-82-1 Benzyl-(3-cyclohexyl-prop-2-ynyl)-methyl-amine 
• 114444-90-5 ((1E,3Z)-4-Cyclohexyl-buta-1,3-dienyl)-benzene 
• 862133-72-0 2-cyclohexylethynylselanyl-1,3,5-triisopropyl-benzene 

Relevant articles and documents

Difluorocyclobutylacetylenes as positive allosteric modulators of mGluR5 with reduced bioactivation potential

Schizophrenia is a serious illness that affects millions of patients and has been associated with N-methyl-D-aspartate receptor (NMDAR) hypofunction. It has been demonstrated that activation of metabotropic glutamate receptor 5 (mGluR5) enhances NMDA receptor function, suggesting the potential utility of mGluR5 positive allosteric modulators (PAMs) in the treatment of schizophrenia. Herein we describe the optimization of an mGluR5 PAM by replacement of a phenyl with aliphatic heterocycles and carbocycles as a strategy to reduce bioactivation in a biaryl acetylene chemotype. Replacement with a difluorocyclobutane followed by further optimization culminated in the identification of compound 32, a low fold shift PAM with reduced bioactivation potential. Compound 32 demonstrated favorable brain uptake and robust efficacy in mouse novel object recognition (NOR) at low doses.

"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.