Ethynylcyclohexane

Base Information

• Chemical Name: Ethynylcyclohexane
• CAS No.: 931-48-6
• Molecular Formula: C8H12
• Molecular Weight: 108.183
• Hs Code.: 29021990
• European Community (EC) Number: 213-236-6
• DSSTox Substance ID: DTXSID30239265
• Nikkaji Number: J264.097J
• Wikidata: Q83121603
• Mol file: 931-48-6.mol

Synonyms:Ethynylcyclohexane;931-48-6;Cyclohexylacetylene;Cyclohexylethyne;Cyclohexane, ethynyl-;CYCLOHEXYL ACETYLENE;ethynyl-cyclohexane;Vinylidenecyclohexane;Prothizinic acid;Protizinic acid;EINECS 213-236-6;Cyclohexylacetylene, 98%;AMY1266;DTXSID30239265;MFCD00001513;AKOS015888167;CS-W022720;AS-47825;FT-0750298;EN300-192818;F16297;Z1255457380

Chemical Property of Ethynylcyclohexane

Chemical Property:

• Vapor Pressure: 13.9mmHg at 25°C
• Melting Point: 130-132 °C
• Refractive Index: n20/D 1.4540(lit.)
• Boiling Point: 126.9°Cat760mmHg
• Flash Point: 18.9°C
• PSA: 0.00000
• Density: 0.84g/cm³
• LogP: 2.19990
• Storage Temp.: Flammables area
• Water Solubility.: Immiscible with water.
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 108.093900383
• Heavy Atom Count: 8
• Complexity: 98.5

Purity/Quality:

99.9% ^*data from raw suppliers

Ethynylcyclohexane ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F
• Statements: 11-36/37/38
• Safety Statements: 16-37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C#CC1CCCCC1
• Uses: 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. 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).

Technology Process of Ethynylcyclohexane

There total 39 articles about Ethynylcyclohexane 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: 94.0%

(cyclohexylethynyl)trimethylsilane (66270-60-8) → 2-cyclohexylacetylene (931-48-6)

Guidance literature:

With sodium hydroxide; In methanol; for 24h; Ambient temperature;

DOI:10.1021/jo00004a030

Reference yield: 91.0%

α-(dichloromethyl)cyclohexanemethanol 4-methylbenzenesulfonate (246023-17-6) → 2-cyclohexylacetylene (931-48-6)

Guidance literature:

With methyllithium; In tetrahydrofuran; at -30 - 0 ℃; for 1h;

DOI:10.1021/jo990623z

Reference yield: 91.0%

2-cyclohexyl-1,1-dichloroethylene (56772-65-7) → 2-cyclohexylacetylene (931-48-6)

Guidance literature:

With methyllithium; In tetrahydrofuran; at -30 - 0 ℃; for 1h;

DOI:10.1016/S0040-4039(00)00547-5

upstream raw materials:

(2,2-dichloro-ethyl)-cyclohexane

Cyclohexyl methyl ketone

1,2-dibromo-1-cyclohexylethane

Cyclohexyl-methylthio-methylketon-p-tosylhydrazon

Downstream raw materials:

1-cyclohexylvinyl acetate

Cyclohexyl methyl ketone

1-cyclohexylpropyne

butyric acid-(1-cyclohexyl-vinyl ester)

Refernces

• 1、 Shao, Yinlin,Zhang, Fangjun,Zhang, Jie,Zhou, Xigeng. "Lanthanide-Catalyzed Reversible Alkynyl Exchange by Carbon–Carbon Single-Bond Cleavage Assisted by a Secondary Amino Group". supporting information. p. 11485 - 11489. Retrieved 2016/10/24.
• 2、 Lyapkalo, Ilya M.,Vogel, Michael A. K.,Boltukhina, Ekaterina V.,Vav?ík, Ji?í. "Thieme Chemistry Journal Awardees - Where are they now? A general one-step synthesis of alkynes from enolisable carbonyl compounds". scheme or table. p. 558 - 561. Retrieved 2009/07/09.