Hexamethyl distannane

Base Information

• Chemical Name: Hexamethyl distannane
• CAS No.: 661-69-8
• Molecular Formula: C6H18 Sn2
• Molecular Weight: 327.629
• Hs Code.: 29319090
• Mol file: 661-69-8.mol

Synonyms:hexamethyiditin;hexamethyidistannane;hexamethyl distannane;hexamethyl-distannane;Me3SnSnMe3;trimethyl(trimethylstannyl)stannane;1,1,1,2,2,2-hexa-methyldistannane;1,1,1,2,2,2-hexamethyl-distannane

Chemical Property of Hexamethyl distannane

Chemical Property:

• Appearance/Colour: Clear colorless liquid
• Vapor Pressure: 1.35mmHg at 25°C
• Melting Point: 23-24 ºC
• Refractive Index: n20/D 1.540
• Boiling Point: 182 ºC (756 mmHg)
• Flash Point: 62 ºC
• PSA: 0.00000
• Density: 1.58
• LogP: 2.74120
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Air Sensitive
• Water Solubility.: Not miscible or difficult to mix in water.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 327.94466
• Heavy Atom Count: 8
• Complexity: 8

Purity/Quality:

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

Hexamethylditin ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T+,N
• Statements: 26/27/28-50/53
• Safety Statements: 26-27-28-45-60-61-28A

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C[Sn](C)C.C[Sn](C)C
• Description: It has been generally used as raw materials for producing other compounds in organic synthesis. For example, it can react with 1,3-dienes highly regioand stereo-selectively in the presence of a catalytic amount of bis(dibenzylideneacetone)palladium to afford dimerization-double-stannation adducts in high yields.1 The synthesis of allytrimethylstannanes with high yields was demonstrated by reaction of hexamethyldistanne with a broad range of allylic compounds including allyl acetates and allyl halides in the presence of palladium complexes.2 By using this product, the direct stannylation of halopyridines and bipyridines can be accomplished by Pd catalysis.3 Besides, the addition of hexamethyldistannane to 1-alkynes was shown to yield the (Z)-1,2-Bis(Trimethylstannyl)-1-Alkenes in the presence of Pd complex.4
• Uses: Agricultural chemical. It is used to prepare aryl tin compounds for microwave-assisted Stille cross-coupling with halo pyridines or copper-mediated O-arylation of phenols.

Technology Process of Hexamethyl distannane

There total 175 articles about Hexamethyl distannane 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: 95.0%

trimethyltin(IV)chloride (1066-45-1) → hexamethyldistannane (661-69-8)

Guidance literature:

With ammonia; sodium; In Petroleum ether; 30 min under N2-stream; filtered, washed with petroleum ether, concd., distd.;

DOI:10.1021/ja00394a017

Reference yield: 94.0%

trimethylstannane (1631-73-8) → hydrogen (1333-74-0) + hexamethyldistannane (661-69-8)

Guidance literature:

trimethylstannyl sodium; In not given; under argon, at 0°C; GLC; Kinetics;

Reference yield: 93.0%

trimethylstannane (1631-73-8) + lithium diisopropyl amide (4111-54-0) → hydrogen (1333-74-0) + hexamethyldistannane (661-69-8)

Guidance literature:

With O; In cyclohexane; byproducts: i-Pr2NH; LDA (1.88 mmol) in C6H12 placed in Schlenk tube at 0°C under Ar, TMTH (3.76 mmol) added, stirred for 30 min, hydrolysis; Sn2Me6 detected by GC;

DOI:10.1021/om00146a021

upstream raw materials:

trimethylstannyl sodium

2,4,6-trinitrophenyl phenyl ether

potassium trimethylstannate

lithium trimethylstannyl

Downstream raw materials:

(1R,4R)-1,7,7-Trimethyl-3-phenyl-bicyclo[2.2.1]hept-2-ene

(1R,4R)-1,7,7-trimethyl-2-phenylbicyclo[2.2.1]hept-2-ene

meta-trimethylstannylbenzoic acid

(1R,2S,3S,5S)-3-(4-Thiophen-2-yl-phenyl)-8-aza-bicyclo[3.2.1]octane-2,8-dicarboxylic acid 2-methyl ester 8-(2,2,2-trichloro-ethyl) ester

Refernces

• 1、 Podoplelov, A. V.,Stob, S.,Kaptein, R.. "". . p. 233 - 236. Retrieved 1989.
• 2、 Kraus,Neal. "-". . p. 4426,4427,4432. Retrieved 1930.
• 3、 Mitchell, T.N.,Kowall, B.,Killing, H.,Nettelbeck, C.. "The palladium-catalysed addition of hexamethylditin to 1,3-dienes". . p. 101 - 105. Retrieved 1992.
• 4、 Knorr, Rudolf,Hennig, Karsten-Olaf,B?hrer, Petra,Schubert, Bernhard. "Microsolvation, aggregation, and pseudomonomolecular, ionic sp 2-stereoinversion mechanism of two exocyclic β,β-di-tert- alkyl-α-arylvinyllithiums This article is dedicated to Professor Paul Knochel in recognition of his kind support.". . p. 125 - 135. Retrieved 2014/07/08.
• 5、 Dugan, Thomas R.,Goldberg, Jonathan M.,Brennessel, William W.,Holland, Patrick L.. "Low-coordinate cobalt fluoride complexes: Synthesis, reactions, and production from C-F activation reactions". . p. 1349 - 1360. Retrieved 2012/04/10.