Triisopropylsilane
Synonym(s):Triisopropylsilane
- CAS NO.:6485-79-6
- Empirical Formula: C9H22Si
- Molecular Weight: 158.36
- MDL number: MFCD00009657
- EINECS: 464-880-1
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-10-31 13:32:20
What is Triisopropylsilane?
Chemical properties
Clear colorless liquid
The Uses of Triisopropylsilane
Triisopropylsilane is used as a protecting group in peptide synthesis and is also used as a reducing agent for the selective reduction of anomeric C-phenyl ketals. It is used in the selective silylation of primary hydroxyl groups without affecting the secondary hydroxyl group. It is used in the preparation of anti-1,2-diols catalyzed by a Ni(O) N-heterocyclic carbine complex with high diastereoselectivity.
The Uses of Triisopropylsilane
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).
The Uses of Triisopropylsilane
Selective silylation of primary hydroxy groups in the presence of secondary alcohol.
What are the applications of Application
Triisopropylsilane is a highly selective reducing agent which can be used to prepare anti-1,2-diols.
What are the applications of Application
Very sterically-hindered silane. Used as a cation scavenger in the deprotection of peptides.
Properties of Triisopropylsilane
Boiling point: | 84-86 °C/35 mmHg (lit.) |
Density | 0.773 g/mL at 25 °C (lit.) |
refractive index | n |
Flash point: | 99 °F |
storage temp. | Store below +30°C. |
solubility | Benzene (Soluble), Chloroform (Soluble) |
form | liquid |
Specific Gravity | 0.773 |
color | colorless |
Water Solubility | Immiscible with water. |
Sensitive | Moisture Sensitive |
Hydrolytic Sensitivity | 3: reacts with aqueous base |
BRN | 1733718 |
CAS DataBase Reference | 6485-79-6(CAS DataBase Reference) |
Safety information for Triisopropylsilane
Signal word | Warning |
Pictogram(s) |
Flame Flammables GHS02 |
GHS Hazard Statements |
H226:Flammable liquids |
Precautionary Statement Codes |
P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P233:Keep container tightly closed. P240:Ground/bond container and receiving equipment. P241:Use explosion-proof electrical/ventilating/lighting/…/equipment. P242:Use only non-sparking tools. P243:Take precautionary measures against static discharge. |
Computed Descriptors for Triisopropylsilane
InChIKey | YDJXDYKQMRNUSA-UHFFFAOYSA-N |
Triisopropylsilane manufacturer
Covalent Incorporation
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