1-Ethynylcyclohexene

Base Information

• Chemical Name: 1-Ethynylcyclohexene
• CAS No.: 931-49-7
• Molecular Formula: C8H10
• Molecular Weight: 106.167
• Hs Code.: 2902199090
• European Community (EC) Number: 618-915-4
• UNII: 7TJ42SRP2Z
• DSSTox Substance ID: DTXSID5073244
• Nikkaji Number: J329.372F
• Wikidata: Q27268833
• ChEMBL ID: CHEMBL232741
• Mol file: 931-49-7.mol

Synonyms:1-ethynylcyclohexene

Chemical Property of 1-Ethynylcyclohexene

Chemical Property:

• Vapor Pressure: 5.11mmHg at 25°C
• Refractive Index: n20/D 1.496(lit.)
• Boiling Point: 148-151 °C(lit.)
• Flash Point: 85 °F
• PSA: 0.00000
• Density: 0.903 g/mL at 25 °C(lit.)
• LogP: 2.12000
• Storage Temp.: 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 106.078250319
• Heavy Atom Count: 8
• Complexity: 143

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Ethynylcyclohexene ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 16-26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C#CC1=CCCCC1

Technology Process of 1-Ethynylcyclohexene

There total 35 articles about 1-Ethynylcyclohexene 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-Ethynylcyclohexan-1-ol (78-27-3) → 1-ethenylcyclohexene (931-49-7)

Guidance literature:

With 2,2'-bipyridylchromium peroxide; In benzene; for 0.5h; Product distribution; Heating; effect of various chromium(VI) based oxidants;

DOI:10.1016/S0040-4020(01)87476-7

Reference yield: 90.0%

1-cyclohexylprop-2-yn-1-ol (97563-45-6,105880-38-4,128241-52-1,4187-88-6) → 1-ethenylcyclohexene (931-49-7)

Guidance literature:

With [Cp*Ru{PhP(C₆H₄-o-S)2}RuCp*](OTf)2; isopropyl alcohol; In 1,2-dichloro-ethane; at 60 ℃; for 2h;

DOI:10.1021/om100852x

Reference yield: 88.0%

1-Ethynylcyclohexan-1-ol (78-27-3) → 1-ethenylcyclohexene (931-49-7) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + 1-cyclohexenyl methyl ketone (932-66-1)

Guidance literature:

With sodium hydrogen sulfate; In water; at 260 ℃; for 1h; chemoselective reaction; high-pressure stainless steel bath reactor;

DOI:10.2478/s11696-011-0093-3

upstream raw materials:

1-Ethynylcyclohexan-1-ol

formic acid

1-cyclohexenyl methyl ketone

1-ethynylcyclohexyl benzoate

Downstream raw materials:

4-cyclohex-1-enylethynyl-2,2-dimethyl-tetrahydro-pyran-4-ol

1-(1,1-dimethoxyethyl)cyclohex-1-ene

1-cyclohex-1-enyl-3-methyl-hept-1-yn-3-ol

4-chloro-1-cyclohex-1-enyl-3,3,4-trifluoro-cyclobutene

Refernces

• 1、 Lv, Jiahang,Zhao, Binlin,Han, Ying,Yuan, Yu,Shi, Zhuangzhi. "Metal-free cascade boron–heteroatom addition and alkylation with diazo compounds". . p. 691 - 694. Retrieved 2020/07/13.
• 2、 Roy, Satyajit,Khatua, Hillol,Das, Sandip Kumar,Chattopadhyay, Buddhadeb. "Iron(II)-Based Metalloradical Activation: Switch from Traditional Click Chemistry to Denitrogenative Annulation". . p. 11439 - 11443. Retrieved 2019/07/17.