1-Fluoro-4-(trimethylsilyl)benzene

Base Information

• Chemical Name: 1-Fluoro-4-(trimethylsilyl)benzene
• CAS No.: 455-17-4
• Molecular Formula: C9H13 F Si
• Molecular Weight: 168.286
• Hs Code.: 2931900090
• European Community (EC) Number: 621-877-1
• DSSTox Substance ID: DTXSID40196532
• Nikkaji Number: J951.635B
• Wikidata: Q83069569
• Mol file: 455-17-4.mol

Synonyms:455-17-4;1-Fluoro-4-(trimethylsilyl)benzene;(4-fluorophenyl)trimethylsilane;(4-fluorophenyl)-trimethylsilane;1-Fluoro-4-(trimethylsily)benzene;4-Fluorophenyltrimethylsilane;Silane, (4-fluorophenyl)trimethyl-;(4-fluoro-phenyl)-trimethyl-silane;Silane,(4-fluorophenyl)trimethyl-;P-FLUOROPHENYLTRIMETHYLSILANE;MFCD00799543;SCHEMBL8932050;(4-Fluorophenyl) Trimethylsilane;DTXSID40196532;4-FLUOROPHENYLTRIMETHYLSILANE?;AKOS015913617;AS-33100;CS-0362947;FT-0695326

Chemical Property of 1-Fluoro-4-(trimethylsilyl)benzene

Chemical Property:

• Vapor Pressure: 1.53mmHg at 25°C
• Refractive Index: n20/D 1.474(lit.)
• Boiling Point: 175.6°Cat760mmHg
• Flash Point: 60°C
• PSA: 0.00000
• Density: 0.93g/cm³
• LogP: 2.37090
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 168.07705511
• Heavy Atom Count: 11
• Complexity: 120

Purity/Quality:

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

1-Fluoro-4-(trimethylsily)benzene ^*data from reagent suppliers

Safty Information:

• Statements: 10
• Safety Statements: 16

MSDS Files:

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 1-Fluoro-4-(trimethylsilyl)benzene

There total 15 articles about 1-Fluoro-4-(trimethylsilyl)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: 91.0%

chloro-trimethyl-silane (75-77-4) + 4-flourophenylmagnesium bromide (352-13-6) → (p-fluorophenyl)trimethylsilane (455-17-4)

Guidance literature:

In not given;

DOI:10.1021/ja01176a101

Reference yield: 90.0%

chloro-trimethyl-silane (75-77-4) + 1-Bromo-4-fluorobenzene (460-00-4) → (p-fluorophenyl)trimethylsilane (455-17-4)

Guidance literature:

1-Bromo-4-fluorobenzene; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; Inert atmosphere; Schlenk technique;

chloro-trimethyl-silane; In diethyl ether; hexane; at -78 - 20 ℃; for 16h; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.7b06668

Reference yield: 87.0%

trichloro-(4-fluorophenyl)silane (349-91-7) → (p-fluorophenyl)trimethylsilane (455-17-4)

Guidance literature:

In not given;

upstream raw materials:

chloro-trimethyl-silane

4-flourophenylmagnesium bromide

1-Bromo-4-fluorobenzene

1,1,1,2,2,2-hexamethyldisilane

Downstream raw materials:

para-difluorobenzene

para-Fluorphenylbromtetrafluorid

C₆H₄⁽⁷⁷⁾BrF

C₆H₄F⁽¹³¹⁾I

Refernces

• 1、 Yamagishi, Hiroki,Saito, Hayate,Shimokawa, Jun,Yorimitsu, Hideki. "Design, Synthesis, and Implementation of Sodium Silylsilanolates as Silyl Transfer Reagents". . p. 10095 - 10103. Retrieved 2021/08/18.
• 2、 Planas, Oriol,Wang, Feng,Leutzsch, Markus,Cornella, Josep. "Fluorination of arylboronic esters enabled by bismuth redox catalysis". . p. 313 - 317. Retrieved 2020/01/28.