Home Categories Organic Chemistry Triisopropylsilyl Trifluoromethanesulfonate
A7876112

Triisopropylsilyl Trifluoromethanesulfonate , 98% , 80522-42-5

Synonym(s):
TIPS triflate;Trifluoromethanesulfonic acid triisopropylsilyl ester;Triisopropylsilyl triflate

CAS NO.:80522-42-5

Empirical Formula: C10H21F3O3SSi

Molecular Weight: 306.42

MDL number: MFCD00009913

EINECS: 638-988-6

Pack Size Price Stock Quantity
5G RMB52.00 In Stock
10g RMB79.20 In Stock
25G RMB150.40 In Stock
100g RMB568.80 In Stock
500g RMB2648.80 In Stock
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Update time: 2022-07-08

PRODUCT Properties

Boiling point: 45-46 °C/0.03 mmHg
Density  1.14 g/mL at 25 °C (lit.)
refractive index  n20/D 1.415(lit.)
Flash point: 213 °F
storage temp.  under inert gas (nitrogen or Argon) at 2-8°C
solubility  Miscible with chloroform and ethyl acetate.
form  Liquid
Specific Gravity 1.14
color  Clear light brown to orange-brown
Sensitive  Moisture Sensitive
Hydrolytic Sensitivity 8: reacts rapidly with moisture, water, protic solvents
BRN  3591541
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
SMILES C(F)(F)(F)S(O[Si](C(C)C)(C(C)C)C(C)C)(=O)=O
CAS DataBase Reference 80522-42-5(CAS DataBase Reference)

Description and Uses

Triisopropylsilyl Trifluoromethanesulfonate is a highly reactive silylating agent and Lewis acid capable of converting primary and secondary alcohols to the corresponding triisopropylsilyl ethers and converting ketones and lactones into their enol silyl ethers; protection of terminal alkynes; promoting conjugate addition of alkynylzinc compounds to α,β-enones; preparation of (triisopropylsilyl)diazomethane, participating in the following (but not limited to) reactions: Silylation of Alcohols, Formations of Enol Silyl Ethers, Alkynyltriisopropylsilanes, Conjugate Addition of Alkynylzinc Bromides, (Triisopropylsilyl)diazomethane, Triisopropylsiloxycarbonyl (Tsoc) and BIPSOP Protecting Groups for Amines, TIPS Protection for Oxazoles/Regioselective Trapping of C-2 Oxazole Anions, Benzannulation Using Triisopropylsilyl Vinyl Ketenes, Cyclization of 1-Silyloxy-1,5-diynes, Desymmetrization of Tartaric Acid Esters etc.

Safety

Symbol(GHS) 
GHS05
Signal word  Danger
Hazard statements  H314
Precautionary statements  P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363-P405
PPE Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Hazard Codes  C
Risk Statements  34
Safety Statements  26-36/37/39-45-28A-27
RIDADR  UN 3265 8/PG 2
WGK Germany  3
3-10-21
TSCA  No
HazardClass  8
PackingGroup  II
HS Code  29319090
Storage Class 8A - Combustible corrosive hazardous materials
Hazard Classifications Skin Corr. 1B
Limited Quantities 1.0 L (0.3 gallons) (liquid) or 1 Kg (2.2 lbs) (solid)
Excepted Quantities Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)

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