4-Fluorophenyltrimethylstannane

Base Information

• Chemical Name: 4-Fluorophenyltrimethylstannane
• CAS No.: 14101-14-5
• Molecular Formula: C9H13FSn
• Molecular Weight: 258.911
• Hs Code.: 2931900090
• Mol file: 14101-14-5.mol

Synonyms:p-fluorophenyltrimethylstannane;4-Fluor-phenyl-trimethyl-stannan;(4-fluorophenyl)trimethylstannane;Stannane,(p-fluorophenyl)trimethyl;Stannane,(4-fluorophenyl)trimethyl;(CH3)3SnC6H4-p-F;SnMe3(C6H4F-p);4-flurophenyltrimethyltin;

Chemical Property of 4-Fluorophenyltrimethylstannane

Chemical Property:

• PSA: 0.00000
• LogP: 2.76110

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Fluorophenyltrimethylstannane

There total 10 articles about 4-Fluorophenyltrimethylstannane 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: 87.0%

trimethyltin(IV)chloride (1066-45-1) + 1-Bromo-4-fluorobenzene (460-00-4) → (4-fluorophenyl)trimethyltin (14101-14-5)

Guidance literature:

With magnesium; methyl iodide; In tetrahydrofuran; THF soln. of ArBr was added dropwise to Mg metal, reaction was initiated with MeI, stirred for 2 h at 25°C under Ar, a soln. of Me3GeCl in THF was added dropwise, mixt. was refluxed for 2 h; cooled, treated with 5% aq. NH4Cl, extd. with CH2Cl2, ext. was washed with water, dried (Na2SO4), fractionated; elem. anal.;

DOI:10.1016/0022-328X(87)80344-3

Reference yield: 58.0%

1-(methylsulfonyl)-2-(4-fluorophenyl)diazene + hexamethyldistannane (661-69-8) → (4-fluorophenyl)trimethyltin (14101-14-5)

Guidance literature:

In acetonitrile; at 20 ℃; Irradiation; Inert atmosphere;

DOI:10.1021/acs.orglett.9b01788

Reference yield: 58.0%

4-fluoro-1-iodobenzene (352-34-1) + hexamethyldistannane (661-69-8) → (4-fluorophenyl)trimethyltin (14101-14-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 1h; UV-irradiation; Sealed tube; Inert atmosphere;

DOI:10.1039/c6cc01135g

upstream raw materials:

trimethyltin(IV)chloride

1-Bromo-4-fluorobenzene

4-flourophenylmagnesium bromide

trimethyltin bromide

Downstream raw materials:

(Cy₃P)Au(4-F-C₆H₄)(CF₃)(I)

ethyl 7-cyclopropyl-2-(4-fluorophenyl)-3-nitro-4-oxo-4,7-dihydrothieno[2,3-b]pyridine-5-carboxylate

ethyl 1-cyclopropyl-6-fluoro-7-(4-fluorophenyl)-8-nitro-4-oxo-1,4-dihydroquinoline-3-carboxylate

trimethyltin(IV)chloride

Refernces

• 1、 Kim, Hyunwoo,Kim, Hyungjun,Lambert, Tristan H.,Lin, Song. "Reductive Electrophotocatalysis: Merging Electricity and Light to Achieve Extreme Reduction Potentials". supporting information. p. 2087 - 2092. Retrieved 2020/02/04.
• 2、 Lian, Chang,Yue, Guanglu,Mao, Jinshan,Liu, Danyang,Ding, Yi,Liu, Zerong,Qiu, Di,Zhao, Xia,Lu, Kui,Fagnoni, Maurizio,Protti, Stefano. "Visible-Light-Driven Synthesis of Arylstannanes from Arylazo Sulfones". . p. 5187 - 5191. Retrieved 2019/07/03.