Triisopropylsilyl trifluoromethanesulfonate

Basic Information

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CAS Number

80522-42-5

Molecular Formula

C10H21F3O3SSi

Molecular Weight

306.42 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Fine Chemicals Specialty Chemicals UV Stabilizers

Basic Physical Properties

Melting Point

No data available

Boiling Point

45-46 °C/0.03 mmHg

Density

1.14 g/mL at 25 °C

Solubility

Miscible with chloroform and ethyl acetate.

Refractive Index

n20/D 1.415(lit.)

SMILES

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CC(C)[Si](C(C)C)(C(C)C)OS(=O)(=O)C(F)(F)F

InChI

InChI=1S/C10H21F3O3SSi/c1-7(2)18(8(3)4,9(5)6)16-17(14,15)10(11,12)13/h7-9H,1-6H3

InChIKey

LHJCZOXMCGQVDQ-UHFFFAOYSA-N

LogP

4.028100000000004

Topological Polar Surface Area

43.370000000000005 Å²

Hydrogen Bond Donor/Acceptor

0 / 3

Complexity

347

Safety Information

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GHS Hazard Pictograms

H314

Hazard Statement

H314 Causes severe skin burns and eye damage
Skin corrosion/irritation

Hazard Class

Class 8 Class 8

Sensitiveness

Moisture Sensitive

Synonyms & References

English

triisopropylsilyl trifluoromethylsulfonate
tri(propan-2-yl)silyl trifluoromethanesulfonate
tri-isopropylsilyl trifluoromethane sulfonate
EN300-6762257
triisopropylsilyl-trifluoromethanesulfonate
triisopropysilyl trifluoromethanesulphonate
TIPSOTf
triisopropylsilyltrifluoromethanesulfonate
80522-42-5
CS-B0888
Trifluoromethanesulfonic acid triisopropylsilyl ester
triisopropylsilyltrifluoromethanesulphonate
triisopropylsilyltrifluoromethane sulfonate
Triisopropylsilyl trifluoromethanesulfonate
AKOS008901285
A839932
triisopropysilyl trifluoromethane-sulfonate
Triisopropylsilyl trifluoromethane sulfonate
Triisopropylsilyl trifluoromethanesulfonate, 97%
TIPS triflate
MFCD00009913
triisopropylsilanyl triflate
Triisopropylsilyl triflate
(i-Pr)3SiOTf
C10H21F3O3SSi
T1588
FS-4750
i-Pr3SiOTf
triisopropylsilyl-trifluoromethane sulfonate
FT-0641768
tris(propan-2-yl)silyl trifluoromethanesulfonate

MDL Number

MFCD00009913

Customs Code

2931900090

FAQ

What is Triisopropylsilyl trifluoromethanesulfonate (CAS: 80522-42-5)?

Triisopropylsilyl trifluoromethanesulfonate (CAS: 80522-42-5) is a highly reactive silylating agent with the chemical formula C18H35F3O3Si. It is a colorless liquid with a strong, sharp odor, commonly used in organic chemistry for introducing silyl groups into molecules. Its trifluoromethanesulfonate group (triflate) makes it a potent electrophilic reagent, and it is known for its stability in non-aqueous environments.

What are the main uses of Triisopropylsilyl trifluoromethanesulfonate (CAS: 80522-42-5)?

Triisopropylsilyl trifluoromethanesulfonate (CAS: 80522-42-5) is primarily used in pharmaceutical synthesis as a protecting group reagent, in polymer chemistry for functional group modification, and in research for silylating organic compounds. It also finds applications in industrial processes involving silicon-based materials and as a catalyst in certain chemical reactions due to its high reactivity and ability to generate silyl triflates.

Is Triisopropylsilyl trifluoromethanesulfonate (CAS: 80522-42-5) safe?

Triisopropylsilyl trifluoromethanesulfonate (CAS: 80522-42-5) is hazardous and requires careful handling. It is corrosive to skin and eyes, and inhalation may cause respiratory irritation. Safety measures include using appropriate PPE, working in a fume hood, and adhering to OSHA guidelines. It is not safe for ingestion or prolonged skin contact, and proper disposal protocols must follow EPA regulations.

How should Triisopropylsilyl trifluoromethanesulfonate (CAS: 80522-42-5) be stored?

Triisopropylsilyl trifluoromethanesulfonate (CAS: 80522-42-5) should be stored in a cool, dry, and dark place, ideally at 2-8°C, in a sealed, airtight container. It is sensitive to moisture and light, so storage in a desiccator or under an inert atmosphere (e.g., nitrogen) is recommended. Avoid exposure to air and ensure it is kept away from incompatible materials to maintain stability and safety.