Tributyl(4-fluorophenyl)stannane

Base Information

• Chemical Name: Tributyl(4-fluorophenyl)stannane
• CAS No.: 17151-47-2
• Molecular Formula: C18H31 F Sn
• Molecular Weight: 385.153
• Hs Code.: 2942000090
• DSSTox Substance ID: DTXSID80372111
• Mol file: 17151-47-2.mol

Synonyms:tributyl(4-fluorophenyl)stannane;17151-47-2;Tributyl-(4-fluorophenyl)stannane;4-Fluoro-(tri-n-butylstannyl)benzene;(4-FLUOROPHENYL)TRI-N-BUTYLSTANNANE;(4-Fluorophenyl)tributylstannane;4-fluorophenyl-tri-n-butylstannane;Stannane, tributyl(4-fluorophenyl)-;4-fluorophenyltributyltin;SCHEMBL1096789;DTXSID80372111;FLPKMHDTSOPPOJ-UHFFFAOYSA-N;4-tri-n-butylstannyl fluorobenzene;4-fluoro-(tributylstannyl)-benzene;P-FLUOROPHENYLTRI-N-BUTYLTIN;MFCD01313817;tri-n-butyl-(4-fluorophenyl)stannane;AKOS000279154;1-Fluoro-4-(tributylstannyl)benzene 95+%;FT-0735045;TRIBUTYL(4-FLUOROPHENYL)STANNANE, 95+%;A811333

Chemical Property of Tributyl(4-fluorophenyl)stannane

Chemical Property:

• Vapor Pressure: 3.51E-05mmHg at 25°C
• Refractive Index: 1.5060 (589.3 nm 25℃)
• Boiling Point: 364.5°Cat760mmHg
• Flash Point: 174.3°C
• PSA: 0.00000
• Density: g/cm³
• LogP: 5.88180
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 10
• Exact Mass: 386.143182
• Heavy Atom Count: 20
• Complexity: 212

Purity/Quality:

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

4-Fluoro-(tri-n-butylstannyl)benzene 90.0% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 20/21/22-36/37/38
• Safety Statements: 22-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Tributyl(4-fluorophenyl)stannane

There total 14 articles about Tributyl(4-fluorophenyl)stannane 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%

tributyltin chloride (1461-22-9) + 1-Bromo-4-fluorobenzene (460-00-4) → tributyl(4-fluorophenyl)stannane (17151-47-2)

Guidance literature:

1-Bromo-4-fluorobenzene; With tert.-butyl lithium; In diethyl ether; pentane; at -78 ℃; for 0.5h;

tributyltin chloride; In diethyl ether; pentane; at 23 ℃; for 1h;

Reference yield: 96.0%

bis(tri-n-butyltin) (813-19-4) + sodium 4-fluorobenzenesulfinate (824-80-6) → tributyl(4-fluorophenyl)stannane (17151-47-2)

Guidance literature:

With bis(tri-tert-butylphosphine)palladium⁽⁰⁾; silver carbonate; In N,N-dimethyl acetamide; at 140 ℃; for 1h;

Reference yield: 90.0%

4-fluoroboronic acid (1765-93-1) + tributyltin methoxide (1067-52-3) → tributyl(4-fluorophenyl)stannane (17151-47-2)

Guidance literature:

In neat (no solvent); at 100 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.tet.2015.01.048

upstream raw materials:

4-fluoro-1-iodobenzene

tributyltin chloride

1-Bromo-4-fluorobenzene

4-fluoroboronic acid

Downstream raw materials:

4-(4-fluorophenyl)butanoic acid

4-(4-fluorophenyl)but-3-enoic acid

(E)-4-(4-Fluoro-phenyl)-but-2-enoic acid

(4-fluorophenyl)(naphthalene-4-yl)methanone

Refernces

• 1、 Bower, John F.,Cadge, Jamie A.,Russell, Christopher A.,Sparkes, Hazel A.. "Oxidative Addition of Alkenyl and Alkynyl Iodides to a AuI Complex". supporting information. p. 6617 - 6621. Retrieved 2020/03/13.
• 2、 Gribanov, Pavel S.,Golenko, Yulia D.,Topchiy, Maxim A.,Minaeva, Lidiya I.,Asachenko, Andrey F.,Nechaev, Mikhail S.. "Stannylation of Aryl Halides, Stille Cross-Coupling, and One-Pot, Two-Step Stannylation/Stille Cross-Coupling Reactions under Solvent-Free Conditions". supporting information. p. 120 - 125. Retrieved 2018/01/17.