Tributyl(1-phenylethyl)stannane

Base Information

• Chemical Name: Tributyl(1-phenylethyl)stannane
• CAS No.: 127356-60-9
• Molecular Formula: C20H36Sn
• Molecular Weight: 395.216
• DSSTox Substance ID: DTXSID101304416
• Mol file: 127356-60-9.mol

Synonyms:Tributyl(1-phenylethyl)stannane;DTXSID101304416;127356-60-9

Chemical Property of Tributyl(1-phenylethyl)stannane

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 11
• Exact Mass: 396.183904
• Heavy Atom Count: 21
• Complexity: 220

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Tributyl(1-phenylethyl)stannane

There total 4 articles about Tributyl(1-phenylethyl)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: 92.0%

tributyltin chloride (1461-22-9) + copper(l) cyanide + (1-chloroethyl)benzene (672-65-1) + zinc (7440-66-6) → (α-Methylbenzyl)(tri-n-butyl)stannane (127356-60-9)

Guidance literature:

With lithium chloride; In tetrahydrofuran; Ar atmosphere; cooling of Zn dust in THF (ice bath), addn. of benzylic halogenide in THF, stirring (5°C, 2 h), addn. to soln. of CuCN and LiCl in THF (-40°C), warming (-20°C, 5 min), addn. of Bu3SnCl (-78°C), slow warming; chromy. (hexane:ether 9:1);

DOI:10.1021/om00162a016

Reference yield: 76.0%

Acetophenone o-nitrophenylsulfonylhydrazone (6655-35-2) + tri-n-butyl-tin hydride (688-73-3) → (α-Methylbenzyl)(tri-n-butyl)stannane (127356-60-9)

Guidance literature:

Acetophenone o-nitrophenylsulfonylhydrazone; With sodium hydride; In dichloromethane; at 20 ℃; for 1h; Sealed tube; Glovebox; Inert atmosphere;

tri-n-butyl-tin hydride; With silver trifluoromethanesulfonate; In dichloromethane; at 80 ℃; for 24h; Sealed tube; Glovebox; Inert atmosphere;

DOI:10.1039/c6cc09650f

Reference yield: 57.0%

acetophenone p-toluenesulfonylhydrazone (4545-21-5) + tri-n-butyl-tin hydride (688-73-3) → (α-Methylbenzyl)(tri-n-butyl)stannane (127356-60-9)

Guidance literature:

acetophenone p-toluenesulfonylhydrazone; With tetrabutyl-ammonium chloride; sodium hydride; In toluene; mineral oil; at 20 ℃; for 0.166667h; Inert atmosphere;

tri-n-butyl-tin hydride; In toluene; mineral oil; at 110 ℃; for 12h;

upstream raw materials:

tributyltin chloride

(1-chloroethyl)benzene

zinc

Acetophenone o-nitrophenylsulfonylhydrazone

Downstream raw materials:

(2R^*,3S^*,4S^*)-4-Methyl-2-phenyl-3-hexanol

(2R^*,3S^*,4R^*)-4-Methyl-2-phenyl-3-hexanol

(2R^*,3R^*,4S^*)-4-Methyl-2-phenyl-3-hexanol

(2R^*,3R^*,4R^*)-4-Methyl-2-phenyl-3-hexanol