146498

Trimethyltin chloride

• Szinonimák: Chlorotrimethylstannane
• Lineáris képlet: (CH₃)₃SnCl
• CAS-szám: 1066-45-1
• Molekulatömeg: 199.27
• Beilstein: 3535111
• EC-szám: 213-917-8
• MDL-szám: MFCD00000520
• UNSPSC kód: 12352103
• PubChem Substance ID: 24848783
• NACRES: NA.22

Tulajdonságok

• form: crystals
• Minőségi szint: 100
• mp: 37-39 °C (lit.)
• SMILES string: C[Sn](C)(C)Cl
• InChI: 1S/3CH3.ClH.Sn/h3*1H3;1H;/q;;;;+1/p-1
• Nemzetközi kémiai azonosító kulcs: KWTSZCJMWHGPOS-UHFFFAOYSA-M

Leírás

Általános leírás

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.

Alkalmazás

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.

Biztonsági adatok

• Piktogramok: GHS06,GHS09
• Figyelmeztetés: Danger
• Figyelmeztető mondatok: H300 + H310 + H330,H410
• Óvintézkedésre vonatkozó mondatok: P262 - P264 - P273 - P280 - P302 + P352 + P310 - P304 + P340 + P310
• Veszélyességi osztályok: Acute Tox. 1 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Aquatic Acute 1 - Aquatic Chronic 1
• Tárolási osztály kódja: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• WGK: WGK 2
• Lobbanási pont (F): 206.6 °F - closed cup
• Lobbanási pont (C): 97 °C - closed cup
• Egyéni védőeszköz: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges