20109-09-5

Basic information

• Product Name: 1-(PHENYLETHYNYL)-1-CYCLOHEXANOL
• Synonyms: 1-(PHENYLETHYNYL)-1-CYCLOHEXANOL;1-(PHENYLETHYNYL)CYCLOHEXANOL, 99%;1-(Phenylethynyl)cyclohexane-1-ol;1-(Phenylethynyl)cyclohexyl alcohol;1-Phenyl-2-(1-hydroxycyclohexyl)acetylene;1-(2-phenylethynyl)cyclohexan-1-ol
• CAS NO: 20109-09-5
• Molecular Formula: C₁₄H₁₆O
• Molecular Weight: 200.28
• Mol File: 20109-09-5.mol
• Article Data: 87

Chemical Properties

• Melting Point: 60-62°C
• Boiling Point: 337.7°Cat760mmHg
• Flash Point: 155.8°C
• Appearance: /
• Density: 1.08g/cm³
• Vapor Pressure: 4.02E-05mmHg at 25°C
• Refractive Index: 1.58
• CAS DataBase Reference: 1-(PHENYLETHYNYL)-1-CYCLOHEXANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(PHENYLETHYNYL)-1-CYCLOHEXANOL(20109-09-5)
• EPA Substance Registry System: 1-(PHENYLETHYNYL)-1-CYCLOHEXANOL(20109-09-5)

Safety Data

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 20109-09-5(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron, 49, p. 10317, 1993 DOI: 10.1016/S0040-4020(01)80560-3

InChI:InChI=1/C14H16O/c15-14(10-5-2-6-11-14)12-9-13-7-3-1-4-8-13/h1,3-4,7-8,15H,2,5-6,10-11H2

Upstream product

• 6738-06-3 phenylethynylmagnesium bromide 
• 108-94-1 cyclohexanone 
• 536-74-3 phenylacetylene 
• 71-43-2 benzene 
• 588-72-7 [(E)-2-bromoethenyl]benzene 
• 591-50-4 iodobenzene 
• 78-27-3 1-Ethynylcyclohexan-1-ol 
• 932-88-7 1-iodo-2-phenylethyne 
• 75-20-7 calcium carbide 
• 98-80-6 phenylboronic acid 
• 108-90-7 chlorobenzene 
• 2996-92-1 phenyl trimethylsiloxane 
• 108-86-1 bromobenzene 
• 317374-19-9 diisopropyl(phenylethynyl)silane 

Downstream Products

• 109511-97-9 carbamic acid-(1-phenylethynyl-cyclohexyl ester) 
• 21949-37-1 S-Methyl-O-<1-(2-phenylethinyl)-cyclohexyl>-xanthogenat; S-Methyl-O-<1-(2-phenylethinyl)-cyclohexyl>-dithiocarbonat 
• 104581-59-1 1-((Z)-1,2-Diphenyl-vinyl)-cyclohexanol 
• 104581-37-5 1-(2,2-diphenylvinyl)cyclohexan-1-ol 
• 57213-26-0 1-(2-oxo-2-phenylethyl)cyclohexanol 
• 5452-52-8 2-cyclohexylidene-1-phenyl-1-ethanone 
• 1239496-92-4 4-cyclohexyl-2,5-diphenylthiazole 
• 1263146-05-9 9'-methyl-1'-phenylspiro[cyclohexane-1,3'-pyrrolo[1,2-a]indole] 
• 65-85-0 benzoic acid 
• 33414-83-4 1-(2-cyclohexylethynyl)benzene 
• 1334217-27-4 2-methyl-3-phenyl-1-oxaspiro[4.5]dec-2-en-4-one 
• 1072877-72-5 1-phenylspiro[benzo[f]chromene-3,1′-cyclohexane] 
• 13456-84-3 cyclohex-1-enylethynylbenzene 
• 1350930-08-3 1-(5-methylfuran-2-yl)-1-(phenylethynyl)cycloheptane 

Relevant articles and documents

REACTION OF PHENYLACETYLENE WITH CYCLOHEXANONE CATALYZED BY SODIUM METHYLATE ON ALUMINIUM OXIDE

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Sodium-metal-promoted reductive 1,2-syn-diboration of alkynes with reduction-resistant trimethoxyborane

Reductive 1,2-diboration of alkynes has been accomplished by means of sodium dispersion in the presence of trimethoxyborane as a reduction-resistant boron electrophile. Two boron moieties can be introduced onto alkynes with excellent syn selectivity to afford the corresponding (Z)-1,2-diborylalkenes. Bis(borate) species generated in situ can be involved in one-pot Suzuki-Miyaura arylation, formal arylboration of alkynes thus being executed.

Metal-Free Regioselective Chloroazidation of Internal Alkynes

A metal-free, room temperature protocol for the regioselective chloroazidation of internal alkynes is disclosed. The reactions of internal alkynes with trimethylsilyl azide (TMSN3) in the presence of 1,3-dichloro-5,5-dimethylhydantoin (DCDMH) afforded the corresponding chloroazidoalkenes in good yields. This reaction has good functional group tolerance and is operationally simple.