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Trimethyltin chloride

ALDRICH/146498

Synonym: Chlorotrimethylstannane

CAS Number: 1066-45-1
Empirical Formula (Hill Notation): C3H9ClSn
Molecular Weight: 199.27
EC Number: 213-917-8
MDL Number: MFCD00000520
Linear Formula: (CH3)3SnCl
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-146498-5G 5 g
 $65.60
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45-146498-10G 10 g
 $109.00
1/EA		 Add To Favorites
45-146498-50G 50 g
 $279.00
1/EA		 Add To Favorites

 

form crystals
InChI 1S/3CH3.ClH.Sn/h3*1H3;1H;/q;;;;+1/p-1
InChI key KWTSZCJMWHGPOS-UHFFFAOYSA-M
mp 37-39 °C (lit.)
Quality Level 100 
SMILES string C[Sn](C)(C)Cl
Application: Trimethyltin chloride can be used as a precursor to synthesize trimethyltin hydride, cyanide, methoxide, azide, and lithium compounds.
It can also be used as a reagent to prepare:
• Organotrimethyltin derivatives by reacting with organocopper compounds via transmetalation reaction.
• Acetophenone by palladium-catalyzed coupling reaction with benzoyl chloride.
• Optically active propargyl trimethylstannane by treating with chiral allenyltitanium.
• Trimethylstannyl nucleophiles, which are applicable in the formation of Sn-C bonds via SN2 reactions, SRN1 reactions, and halogen-metal exchanges.
• Carbocycles by reacting with unactivated dienes or trienes via radical-mediated carbocyclization reaction in the presence of NaBH3CN and a catalytic amount of AIBN.

Me3SnCl can also be used as a Lewis acid catalyst in asymmetric allylic alkylation reactions.
General description: Trimethyltin chloride is an organotin reagent widely used in transferring trimethylstannyl groups onto the substrates to synthesize various organostannanes. Trimethylstannyl compounds derived from this reagent, are extensively used in the palladium-catalyzed Stille coupling reactions.
Packaging: 5, 10 g in glass bottle
Packaging: 50 g in Sure/Seal™
mp 37-39 °C (lit.)
UNSPSC 12352103

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