1-[(Trimethylsilyl)ethynyl]-3-fluorobenzene

Base Information

• Chemical Name: 1-[(Trimethylsilyl)ethynyl]-3-fluorobenzene
• CAS No.: 40230-96-4
• Molecular Formula: C11H13 F Si
• Molecular Weight: 192.308
• Hs Code.: 2931900090
• European Community (EC) Number: 623-598-0
• DSSTox Substance ID: DTXSID70404379
• Nikkaji Number: J3.145.579K
• Wikidata: Q72475936
• Mol file: 40230-96-4.mol

Synonyms:40230-96-4;((3-Fluorophenyl)ethynyl)trimethylsilane;1-[(Trimethylsilyl)ethynyl]-3-fluorobenzene;2-(3-fluorophenyl)ethynyl-trimethylsilane;(3-Fluoro-phenylethynyl)-trimethyl-silane;SCHEMBL3348839;DTXSID70404379;AMY42151;MFCD03427263;AKOS015889148;(2-(3-fluorophenyl)ethynyl)trimethylsilane;1-[(Trimethylsilyl)ethynyl]-3-fluorobenzene, 97%

Chemical Property of 1-[(Trimethylsilyl)ethynyl]-3-fluorobenzene

Chemical Property:

• Vapor Pressure: 0.324mmHg at 25°C
• Refractive Index: n20/D 1.5090(lit.)
• Boiling Point: 40-45 °C0.5 mm Hg(lit.)
• Flash Point: 95 °F
• PSA: 0.00000
• Density: 0.946 g/mL at 25 °C(lit.)
• LogP: 3.05460
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 192.07705511
• Heavy Atom Count: 13
• Complexity: 228

Purity/Quality:

98%Min ^*data from raw suppliers

1-[(Trimethylsilyl)ethynyl]-3-fluorobenzene 97% ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C[Si](C)(C)C#CC1=CC(=CC=C1)F

Technology Process of 1-[(Trimethylsilyl)ethynyl]-3-fluorobenzene

There total 4 articles about 1-[(Trimethylsilyl)ethynyl]-3-fluorobenzene 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: 99.0%

1-ethynyl-3-fluoro-benzene (2561-17-3) + (trifluoromethyl)trimethylsilane (81290-20-2) → ((3-fluorophenyl)-ethynyl)trimethylsilane (40230-96-4)

Guidance literature:

With sodium hydride; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride; In neat (no solvent); at 31 - 33 ℃; for 0.0833333h;

DOI:10.1039/c4ra08727e

Reference yield: 90.0%

chloro-trimethyl-silane (75-77-4) + 1-ethynyl-3-fluoro-benzene (2561-17-3) → ((3-fluorophenyl)-ethynyl)trimethylsilane (40230-96-4)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; cyclohexane; at -40 ℃; Flow reactor;

DOI:10.1021/op500213j

Reference yield:

1-Fluoro-3-iodobenzene (1121-86-4) + trimethylsilylacetylene (1066-54-2) → ((3-fluorophenyl)-ethynyl)trimethylsilane (40230-96-4)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 60 ℃; for 12h; Inert atmosphere;

DOI:10.1021/acs.orglett.5b01053

upstream raw materials:

trimethylsilylacetylene

chloro-trimethyl-silane

1-ethynyl-3-fluoro-benzene

(trifluoromethyl)trimethylsilane

Downstream raw materials:

1-fluoro-3-(2-phenylethynyl)benzene

Refernces

• 1、 Li, Jing,Zhang, Jing,Tan, Haibo,Wang, David Zhigang. "Visible-Light-Promoted Vinylation of Tetrahydrofuran with Alkynes through Direct C-H Bond Functionalization". supporting information. p. 2522 - 2525. Retrieved 2015/05/27.
• 2、 Arde, Panjab,Reddy, Virsinha,Anand, Ramasamy Vijaya. "NHC catalysed trimethylsilylation of terminal alkynes and indoles with Ruppert's reagent under solvent free conditions". . p. 49775 - 49779. Retrieved 2014/12/11.