195529

Iodotrimethylsilane

97%

• Sinonimo/i: TMIS, Trimethyliodosilane
• Formula condensata: (CH₃)₃SiI
• Numero CAS: 16029-98-4
• Peso molecolare: 200.09
• Beilstein: 1731136
• Numero CE: 240-171-0
• Numero MDL: MFCD00001028
• Codice UNSPSC: 12352103
• ID PubChem: 24851696
• NACRES: NA.22

Proprietà

• Livello qualitativo: 300
• Saggio: 97%
• Forma fisica: liquid
• contiene: copper as stabilizer
• Indice di rifrazione: n20/D 1.471 (lit.)
• P. eboll.: 106 °C (lit.)
• Densità: 1.406 g/mL at 25 °C (lit.)
• Temperatura di conservazione: −20°C
• Stringa SMILE: C[Si](C)(C)I
• InChI: 1S/C3H9ISi/c1-5(2,3)4/h1-3H3; CSRZQMIRAZTJOY-UHFFFAOYSA-N

Descrizione

Descrizione generale

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.

Applicazioni

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.

Informazioni sulla sicurezza

• Pittogrammi: GHS02,GHS05
• Avvertenze: Danger
• Indicazioni di pericolo: H225,H314
• Consigli di prudenza: P210 - P233 - P240 - P280 - P303 + P361 + P353 - P305 + P351 + P338
• Classi di pericolo: Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B
• Rischi supp: EUH014
• Codice della classe di stoccaggio: 3 - Flammable liquids
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): -23.8 °F - closed cup
• Punto d’infiammabilità (°C): -31 °C - closed cup
• Dispositivi di protezione individuale: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter