195529

Iodotrimethylsilane

97%

• Sinônimo(s): TMIS, Trimethyliodosilane
• Fórmula linear: (CH₃)₃SiI
• Número CAS: 16029-98-4
• Peso molecular: 200.09
• Beilstein: 1731136
• Número CE: 240-171-0
• Número MDL: MFCD00001028
• Código UNSPSC: 12352103
• ID de substância PubChem: 24851696
• NACRES: NA.22

Propriedades

• Nível de qualidade: 300
• Ensaio: 97%
• Formulário: liquid
• contém: copper as stabilizer
• índice de refração: n20/D 1.471 (lit.)
• p.e.: 106 °C (lit.)
• densidade: 1.406 g/mL at 25 °C (lit.)
• temperatura de armazenamento: −20°C
• cadeia de caracteres SMILES: C[Si](C)(C)I
• InChI: 1S/C3H9ISi/c1-5(2,3)4/h1-3H3
• chave InChI: CSRZQMIRAZTJOY-UHFFFAOYSA-N

Descrição

Descrição geral

Iodotrimethylsilane is a multipurpose reagent used in various organic reactions. It is used for the dealkylation of few compounds like lactones, ethers, acetals, and carbamates and trimethylsilylating agent for the synthesis of silyl imino esters, alkyl and alkenyl silanes, etc. It also acts as a Lewis acid catalyst and as a reducing agent in many organic reactions.

Iodotrimethylsilane is a hard-soft reagent that reacts readily with organic compounds containing oxygen (a hard base) forming a strong siliconoxygen bond.

Aplicação

Efficient reagent for cleaving ethers, esters, carbamates, ketals, and lactones.

For the introduction of the TMS group, e.g., TMS enol ethers. Key reagent for the selective deprotection of an N-Cbz group in the presence of a trimethyltin moiety.

Reagent was recently reported to convert allyl- and benzylphosphotriesters to the corresponding iodides.

Informações de segurança

• Pictogramas: GHS02,GHS05
• Palavra indicadora: Danger
• Frases de perigo: H225,H314
• Declarações de precaução: P210 - P233 - P240 - P280 - P303 + P361 + P353 - P305 + P351 + P338
• Classificações de perigo: Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B
• Perigos de suplementos: EUH014
• Código de classe de armazenamento: 3 - Flammable liquids
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): -23.8 °F - closed cup
• Ponto de fulgor (°C): -31 °C - closed cup
• Equipamento de proteção individual: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter