(1-Cyclohexen-1-ylethynyl)benzene

Base Information

• Chemical Name: (1-Cyclohexen-1-ylethynyl)benzene
• CAS No.: 13456-84-3
• Molecular Formula: C₁₄H₁₄
• Molecular Weight: 182.265
• DSSTox Substance ID: DTXSID10436634
• Nikkaji Number: J1.103.335K
• Wikidata: Q82251915
• Mol file: 13456-84-3.mol

Synonyms:(1-CYCLOHEXEN-1-YLETHYNYL)BENZENE;13456-84-3;1-(phenylethynyl)cyclohexene;(1-Cyclohexenylethynyl)benzene;DTXSID10436634;1-cyclohexen-1-yl-2-phenylethyne

Chemical Property of (1-Cyclohexen-1-ylethynyl)benzene

Chemical Property:

• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 182.109550447
• Heavy Atom Count: 14
• Complexity: 265

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCC(=CC1)C#CC2=CC=CC=C2

Technology Process of (1-Cyclohexen-1-ylethynyl)benzene

There total 38 articles about (1-Cyclohexen-1-ylethynyl)benzene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

1-ethenylcyclohexene (931-49-7) + iodobenzene (591-50-4) → cyclohex-1-enylethynylbenzene (13456-84-3)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 30 ℃; for 1h; Inert atmosphere; Sealed tube;

DOI:10.3762/bjoc.12.187

Reference yield: 98.0%

1-(phenylethynyl)-1-cyclohexanol (20109-09-5) → cyclohex-1-enylethynylbenzene (13456-84-3)

Guidance literature:

With methanesulfonyl chloride; triethylamine; In dichloromethane; at -20 ℃; stereoselective reaction;

DOI:10.1021/jo301762a

Reference yield: 96.0%

bromobenzene (108-86-1,52753-63-6) + 1-ethenylcyclohexene (931-49-7) → cyclohex-1-enylethynylbenzene (13456-84-3)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; bis(η3-allyl-μ-chloropalladium(II)); tri-tert-butyl phosphine; In hexane; acetonitrile; at 20 ℃; for 20h;

DOI:10.1021/ol035632f

upstream raw materials:

1-(phenylethynyl)-1-cyclohexanol

Phosphoric acid (E)-2-benzenesulfonyl-2-cyclohex-1-enyl-1-phenyl-vinyl ester diethyl ester

1-iodo-1-cyclohexene

tributylstannylethynylbenzene

Downstream raw materials:

1-(2-phenylethynyl)-7-oxabicyclo<4.1.0>heptane

1-(1-cyclohexenyl)-2-phenylethanone

7,7-Dichlor-1-phenylaethinyl-bicyclo<4,1,0>heptan

1-Phenyl-2-(7,7-dichlorbicyclo<4.1.0>hept-1-yl)-cyclopropenon