[A17376] CAS 13154-24-0 | Chlorotriisopropylsilane, 97+%

CAS : 13154-24-0
UN# : UN2987
MDL : MFCD00009656
Hazard Class : 8
Packing Group : II

Other name :

TIPSClTriisopropylchlorosilane

Chemical Properties

Formula : [(CH3)2CH]3SiCl
Formula weight : 192.81
Boiling Point : 200°
Flash point : 62°(144°F)
Density : 0.908
Refractive Index : 1.4535
Sensitivity : Moisture Sensitive. Ambient temperatures.
Form : Liquid
Solubility : Miscible with water.

Literature References

Reagent for the protection of alcohols as triisopropylsilyl (TIPS) ethers. See Appendix 4. Methods of introduction include imidazole in DMF: Tetrahedron Lett., 2865 (1974), or imidazole/DMAP: Chem. Lett., 41 (1987). Also useful for N-protection. The steric bulk of TIPS makes it useful as a regio- and stereodirecting group, allowing selective protection of primary hydroxyl in the presence of secondary: Tetrahedron Lett., 2865 (1974). TIPS ethers are more resistant to acidic hydrolysis than TBDMS ethers, but less so than tert-butyldiphenylsilyl (TBDPS) ethers. However, they are more resistant to basic hydrolysis than either TBDMS or TBDPS derivatives: J. Org. Chem., 45, 4797 (1980); 49, 3239 (1984); Tetrahedron Lett., 24, 3455 (1983). Cleavage is usually accomplished by treatment with F-: J. Org. Chem., 51, 4941 (1986); see Tetra-n-butyl­ammonium fluoride, A10588. Alternative methods include dilute HCl: Tetrahedron Lett., 2865 (1974), or 80% AcOH: J. Carbohydr., Nucleosides, Nucleotides, 3, 197 (1976). For a comprehensive review of the TIPS group in organic chemistry, see: Chem. Rev., 95, 1009 (1995). See also Triisopropyl­silyl­ trifluoromethanesulfonate, B21127.

Notes

Incompatible with strong oxidizing agents, strong bases, alcohols and amines.Other References:Beilstein: 1737446UN#: UN2987

Grade Specifications

Grade Specifications

Hazard Statements : H314-H318-H227Causes severe skin burns and eye damage.Causes serious eye damage.Combustible liquid.
Precautionary Statements : P210-P260-P303+P361+P353-P305+P351+P338-P405-P501aKeep away from heat/sparks/open flames/hot surfaces. – No smoking.Do not breathe dust/fume/gas/mist/vapours/spray.IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower.IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.Store locked up.Dispose of contents/container in accordance with local/regional/national/international regulations.