[2-(Cyclohex-1-en-1-yl)ethynyl]trimethylsilane

Base Information

• Chemical Name: [2-(Cyclohex-1-en-1-yl)ethynyl]trimethylsilane
• CAS No.: 17988-44-2
• Molecular Formula: C11H18 Si
• Molecular Weight: 178.349
• Hs Code.: 2931900090
• European Community (EC) Number: 631-481-0
• Nikkaji Number: J607.829J
• Mol file: 17988-44-2.mol

Synonyms:17988-44-2;[2-(cyclohex-1-en-1-yl)ethynyl]trimethylsilane;Cyclohexene, 1-[2-(trimethylsilyl)ethynyl]-;(Cyclohex-1-en-1-ylethynyl)trimethylsilane;2-(cyclohexen-1-yl)ethynyl-trimethylsilane;2-(cyclohexen-1-yl)ethynyl-trimethyl-silane;1-[(TRIMETHYLSILYL)ETHYNYL]CYCLOHEXENE;MFCD00075498;cyclohex-1-enylethynyl-trimethyl-silane;starbld0000148;1-(TRIMETHYLSILYLETHYNYL)CYCLOHEXENE;AKOS006271558;1-[2-(Trimethylsilyl)ethynyl]cyclohexene;BS-42756;SY323140;CS-0310071;D95184;J-504089

Chemical Property of [2-(Cyclohex-1-en-1-yl)ethynyl]trimethylsilane

Chemical Property:

• Vapor Pressure: 0.119mmHg at 25°C
• Refractive Index: 1.475
• Boiling Point: 227°C at 760 mmHg
• Flash Point: 81.1°C
• PSA: 0.00000
• Density: 0.845
• LogP: 3.36760
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 178.117777109
• Heavy Atom Count: 12
• Complexity: 241

Purity/Quality:

98%, ^*data from raw suppliers

1-[(Trimethylsilyl)ethynyl]cyclohexene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)C#CC1=CCCCC1

Technology Process of [2-(Cyclohex-1-en-1-yl)ethynyl]trimethylsilane

There total 18 articles about [2-(Cyclohex-1-en-1-yl)ethynyl]trimethylsilane 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: 98.0%

1-ethenylcyclohexene (931-49-7) + trimethylsilyl trifluoromethanesulfonate (27607-77-8) → (cyclohex-1-en-1-ylethynyl)trimethylsilane (17988-44-2)

Guidance literature:

With zinc trifluoromethanesulfonate; triethylamine; In dichloromethane; at 23 ℃; for 12h;

DOI:10.1021/jo702557d

Reference yield: 95.0%

chloro-trimethyl-silane (75-77-4) + 1-ethenylcyclohexene (931-49-7) → (cyclohex-1-en-1-ylethynyl)trimethylsilane (17988-44-2)

Guidance literature:

1-ethenylcyclohexene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.666667h; Inert atmosphere;

chloro-trimethyl-silane; In tetrahydrofuran; at -78 - 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/acs.orglett.6b02537

Reference yield: 90.0%

1-((trimethylsilyl)ethynyl)cyclohexanol (17962-22-0) → (cyclohex-1-en-1-ylethynyl)trimethylsilane (17988-44-2)

Guidance literature:

With trichlorophosphate; In pyridine; at 20 ℃;

DOI:10.1021/ol070224n

upstream raw materials:

1-ethenylcyclohexene

trimethylsilyl iodide

2,2,2-trifluoroethanol

1-iodo-1-cyclohexene

Downstream raw materials:

4-(1-Cyclohexen-1-yl)-3-phenyl-5-(trimethylsilyl)pyridazin

(E)-3-(1-cyclohexen-1-yl)-2-propenoic acid ethyl ester

ethyl 2-cyclohex-1-enylprop-2-enoate

(Bis-trimethylsilanyl-vinylidene)-cyclohexane

Refernces

• 1、 Roy, Satyajit,Khatua, Hillol,Das, Sandip Kumar,Chattopadhyay, Buddhadeb. "Iron(II)-Based Metalloradical Activation: Switch from Traditional Click Chemistry to Denitrogenative Annulation". supporting information. p. 11439 - 11443. Retrieved 2019/07/17.
• 2、 Shu, Chao,Wang, Yong-Heng,Shen, Cang-Hai,Ruan, Peng-Peng,Lu, Xin,Ye, Long-Wu. "Gold-Catalyzed Intermolecular Ynamide Amination-Initiated Aza-Nazarov Cyclization: Access to Functionalized 2-Aminopyrroles". supporting information. p. 3254 - 3257. Retrieved 2016/07/13.