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

ID de substância PubChem:

24851696

NACRES:

NA.22

Nível de qualidade

300

Ensaio

97%

forma

liquid

contém

copper as stabilizer

índice de refração

n20/D 1.471 (lit.)

pb

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 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.[1][1]

[1]Iodotrimethylsilane is a hard-soft reagent that reacts readily with organic compounds containing oxygen (a hard base) forming a strong siliconoxygen bond.[2]

Aplicação

Efficient reagent for cleaving ethers, esters, carbamates, ketals, and lactones.[3]

For the introduction of the TMS group, e.g., TMS enol ethers.[4] Key reagent for the selective deprotection of an N-Cbz group in the presence of a trimethyltin moiety.[5]

Reagent was recently reported to convert allyl- and benzylphosphotriesters to the corresponding iodides.[6]