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233781

Sigma-Aldrich

Triisopropylsilane

98%

Linear Formula:
[(CH3)2CH]3SiH
CAS Number:
Molecular Weight:
158.36
Beilstein:
1733718
MDL number:
PubChem Substance ID:
EC Index Number:
464-880-1
NACRES:
NA.22

Quality Level

assay

98%

reaction suitability

reagent type: reductant

refractive index

n20/D 1.434 (lit.)

bp

84-86 °C/35 mmHg (lit.)

density

0.773 g/mL at 25 °C (lit.)

SMILES string

CC(C)[SiH](C(C)C)C(C)C

InChI

1S/C9H22Si/c1-7(2)10(8(3)4)9(5)6/h7-10H,1-6H3

InChI key

YDJXDYKQMRNUSA-UHFFFAOYSA-N

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Application

The bulky isopropyl groups (vs. ethyl) allow for more selective reductions, e.g., beta-selective reduction of anomeric C-phenyl ketals, but do not diminish their activity (e.g. in the copper triflate catalyzed reductive etherification of trimethylsilyl ethers).
Used in a highly diastereoelective preparation of anti-1,2-diols catalyzed by a Ni(O) N-heterocyclic carbene complex.

Certificate of Analysis

Certificate of Origin

Tetrahedron Asymmetry, 14, 3243-3247 (2003)
Tetrahedron Letters, 44, 7837-7840 (2003)
E Gibula-Tarlowska et al.
Behavioural brain research, 372, 112043-112043 (2019-06-22)
Kissorphin (KSO) is a new peptide derived from kisspeptin-10. Previous study has indicated that this peptide displays neuropeptide FF (NPFF)-like anti-opioid activity. Herein, we examined the influence of KSO (1; 3, and 10 nmol, intravenously [i.v.]), on the rewarding action of...
Kanicha Sa-ei et al.
Organic letters, 8(20), 4441-4443 (2006-09-22)
The catalytic, diastereoselective coupling of alpha-silyloxy aldehydes and alkynylsilanes catalyzed by a nickel(0) N-heterocyclic carbene complex provides an effective entry to anti-1,2-diols. The scope of couplings and extent of diastereoselection are excellent across a range of substrates.
Manuel A Fernandez-Rojo et al.
Cell death discovery, 4, 19-19 (2018-03-14)
The Tasmanian devil faces extinction due to devil facial tumour disease (DFTD), a highly transmittable clonal form of cancer without available treatment. In this study, we report the cell-autonomous antiproliferative and cytotoxic activities exhibited by the spider peptide gomesin (AgGom)...

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