(2,2-Dimethylpropyl)(trimethyl)stannane

Base Information

• Chemical Name: (2,2-Dimethylpropyl)(trimethyl)stannane
• CAS No.: 55204-72-3
• Molecular Formula: C8H20Sn
• Molecular Weight: 234.957
• DSSTox Substance ID: DTXSID30507254
• Wikidata: Q82363372
• Mol file: 55204-72-3.mol

Synonyms:55204-72-3;(2,2-Dimethylpropyl)(trimethyl)stannane;trimethylneopentylstannane;DTXSID30507254

Chemical Property of (2,2-Dimethylpropyl)(trimethyl)stannane

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 236.058703
• Heavy Atom Count: 9
• Complexity: 81.7

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C[Sn](C)(C)C

Technology Process of (2,2-Dimethylpropyl)(trimethyl)stannane

There total 2 articles about (2,2-Dimethylpropyl)(trimethyl)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: 74.0%

trimethyltin(IV)chloride (1066-45-1) + neopentyl lithium (7412-67-1) → Neopentyl(trimethyl)stannane (55204-72-3)

Guidance literature:

In tetrahydrofuran; diethyl ether; pentane;

DOI:10.1021/jo00306a022

Reference yield:

2,2-dimethylpropyl bromide (630-17-1) + trimethylstannyl sodium (16643-09-7) → 2,2-dimethylpropane (463-82-1) + Neopentyl(trimethyl)stannane (55204-72-3)

Guidance literature:

Product distribution; also in the presence of dicyclohexylphospin (DCPH);

DOI:10.1021/jo01302a036

Reference yield: 95.0%

tris(1,10-phenanthroline)iron(III) tris(hexafluorophosphate) + Neopentyl(trimethyl)stannane (55204-72-3) + acetonitrile (75-05-8,26809-02-9) → 2-methyl-but-2-ene (513-35-9) + {(CH3)3Sn(NH3)2}(1+)*PF6(1-)={(CH3)3Sn(NH3)2}PF6 + (Fe(N2C12H8)2(N2C12H7CH2C(CH3)3))(2+)*2PF6(1-)=(Fe(N2C12H8)2(N2C12H7CH2C(CH3)3))(PF6)2 + N-(1,1-dimethylpropyl)acetamide (15501-38-9) + 2-Methyl-1-butene (563-46-2)

Guidance literature:

With ammonia; In acetonitrile; neopentylSnMe3 in CH3CN added to Fe(phen)3(PF6)3 in CH3CN at 22°C under Ar and soln. stirred for 2 h, drop water added and Fe(II) complex filtered, filtrate dried with MgSO4 and treated anhyd. NH3 and Sn product filtered;

DOI:10.1021/ja00369a030

upstream raw materials:

2,2-dimethylpropyl bromide

trimethylstannyl sodium

trimethyltin(IV)chloride

neopentyl lithium

Downstream raw materials:

2-methyl-but-2-ene

N-(1,1-dimethylpropyl)acetamide

2-Methyl-1-butene

neopentylphenanthroline

Refernces

• 1、 Negishi, Ei-ichi,Swanson, Douglas R.,Rousset, Christophe J.. "Clean and Convenient Procedure for Converting Primary Alkyl Iodides and α,ω-Diiodoalkanes into the Corresponding Alkyllithium Derivatives by Treatment with tert-Butyllithium". . p. 5406 - 5409. Retrieved 2007/10/02.