Tributyl(4-chlorophenyl)stannane

Base Information

• Chemical Name: Tributyl(4-chlorophenyl)stannane
• CAS No.: 17151-48-3
• Molecular Formula: C18H31ClSn
• Molecular Weight: 401.607
• Hs Code.: 2902900000
• DSSTox Substance ID: DTXSID60455613
• Mol file: 17151-48-3.mol

Synonyms:tributyl(4-chlorophenyl)stannane;17151-48-3;Tributyl-(4-chlorophenyl)stannane;1-Chloro-4-(tributylstannyl)benzene;p-Chlorotributylphenyltin;SCHEMBL7217523;DTXSID60455613;GZJNLVYEAQGOSJ-UHFFFAOYSA-N;MFCD01114694;Tributyl-(4-chloro-phenyl)-stannane;AKOS024438571;AS-2982;Tributyl(4-chloro)phenylstannane, 95%;A907271

Chemical Property of Tributyl(4-chlorophenyl)stannane

Chemical Property:

• Refractive Index: 1.5233 (589.3 nm 25℃)
• Boiling Point: 140 °C(Press: 4 Torr)
• Flash Point: >110 °C
• PSA: 0.00000
• Density: 1.169 g/mL at 25 °C
• LogP: 5.98390
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 10
• Exact Mass: 402.113631
• Heavy Atom Count: 20
• Complexity: 212

Purity/Quality:

98%Min ^*data from raw suppliers

Tributyl(4-chlorophenyl)stannane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Tributyl(4-chlorophenyl)stannane

There total 13 articles about Tributyl(4-chlorophenyl)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: 97.0%

bromochlorobenzene (106-39-8) + tributyltin chloride (1461-22-9) → tributyl(4-chlorophenyl)stannane (17151-48-3)

Guidance literature:

With n-butyllithium; In tetrahydrofuran;

Reference yield: 92.0%

1-Chloro-4-iodobenzene (637-87-6) + bis(tri-n-butyltin) (813-19-4) → tributyltin iodide (7342-47-4) + tributyl(4-chlorophenyl)stannane (17151-48-3)

Guidance literature:

nickel dibromide; In N,N,N,N,N,N-hexamethylphosphoric triamide; 17 h, 10 mole-% NiBr2 as catalyst;

DOI:10.1007/BF01141742

Reference yield: 90.0%

4-chlorobenzoyl fluoride (456-21-3) + trimethylsilyltributyltin (17955-46-3) → tributyl(4-chlorophenyl)stannane (17151-48-3)

Guidance literature:

With cesium fluoride; nickel dichloride; In toluene; at 140 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.3390/molecules24091671_rfseq1

upstream raw materials:

1-Chloro-4-iodobenzene

bis(tri-n-butyltin)

bromochlorobenzene

tributyltin chloride

Downstream raw materials:

4-(4-chloro-phenyl)-but-3-enoic acid

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

4-chlorobenzaldehyde

1r,2c-bis-(4-chloro-phenyl)-1,2t-diphenyl-ethene

Refernces

• 1、 Roemer, Max,Keaveney, Sinead T.,Proschogo, Nicholas. "Synthesis of Long-Chain Alkanoyl Benzenes by an Aluminum(III) Chloride-Catalyzed Destannylative Acylation Reaction". . p. 9007 - 9022. Retrieved 2021/07/20.
• 2、 Wang, Xiu,Wang, Zhenhua,Liu, Li,Asanuma, Yuya,Nishihara, Yasushi. "Nickel-catalyzed decarbonylative stannylation of acyl fluorides under ligand-free conditions". . . Retrieved 2019/05/24.