ChemicalBook > CAS DataBase List > Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester

Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester

Product Name
Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester
CAS No.
69739-34-0
Chemical Name
Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester
Synonyms
TBS-OTF;tbdms-otf;TERT-BUTYLDIMETHYLSILYL TRIFLUOROMETHANESULFONATE;TERT-BUTYLDIMETHYLSILYL TRIFLATE;TBDMS TRIFLATE;TBS Triflate;tert-butyldimethylsilyl ester;TBMDS-OTF;t-Butyldimethylsilyl triflate;T-BUTYLDIMETHYLSILYL TRIFLUOROMETHANESULFONATE
CBNumber
CB5192348
Molecular Formula
C7H15F3O3SSi
Formula Weight
264.34
MOL File
69739-34-0.mol
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Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester Property

Melting point:
<0°C
Boiling point:
65-67 °C12 mm Hg(lit.)
Density 
1.151 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.385(lit.)
Flash point:
98 °F
storage temp. 
2-8°C
solubility 
Slightly miscible with chloroform.
form 
Fuming Liquid
Specific Gravity
1.151
color 
Clear colorless to yellow
Water Solubility 
DECOMPOSES
Sensitive 
Moisture Sensitive
Hydrolytic Sensitivity
8: reacts rapidly with moisture, water, protic solvents
BRN 
2370068
Stability:
Moisture Sensitive
InChIKey
WLLIXJBWWFGEHT-UHFFFAOYSA-N
CAS DataBase Reference
69739-34-0(CAS DataBase Reference)
NIST Chemistry Reference
Tert-butyldimethylsilyl trifluoromethanesulfonate(69739-34-0)
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Safety

Hazard Codes 
C,F
Risk Statements 
10-34-37
Safety Statements 
26-36/37/39-45-25-16
RIDADR 
UN 2920 8/PG 2
WGK Germany 
3
10-21
Hazard Note 
Flammable/Corrosive
TSCA 
No
HazardClass 
3
PackingGroup 
III
HS Code 
29310095
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H226Flammable liquid and vapour

H314Causes severe skin burns and eye damage

H335May cause respiratory irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
226149
Product name
tert-Butyldimethylsilyl trifluoromethanesulfonate
Purity
reagent grade, 98%
Packaging
1g
Price
$38
Updated
2025/07/31
Sigma-Aldrich
Product number
226149
Product name
tert-Butyldimethylsilyl trifluoromethanesulfonate
Purity
reagent grade, 98%
Packaging
5g
Price
$94.6
Updated
2025/07/31
Sigma-Aldrich
Product number
8.18313
Product name
tert-Butyldimethylsilyl trifluoromethanesulfonate
Purity
for synthesis
Packaging
25mL
Price
$382
Updated
2025/07/31
TCI Chemical
Product number
T1525
Product name
tert-Butyldimethylsilyl Trifluoromethanesulfonate
Purity
>98.0%(T)
Packaging
5g
Price
$70
Updated
2025/07/31
TCI Chemical
Product number
T1525
Product name
tert-Butyldimethylsilyl Trifluoromethanesulfonate
Purity
>98.0%(T)
Packaging
25g
Price
$211
Updated
2025/07/31
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Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester Chemical Properties,Usage,Production

Chemical Properties

clear colorless to yellow fuming liquid

Physical properties

bp 60°C/7 mmHg; colorless oil, d 1.151 g cm?3. Solubility: sol most organic solvents such as pentane, CH2Cl2, etc.

Uses

t-Butyldimethylsilyl Trifluoromethanesulfonate is used as a highly reactive silylating agent and Lewis acid capable of converting primary, secondary, and tertiary alcohols1b to the corresponding TBDMS ethers, and converting ketones and lactones, into their enol silyl ethers; promoting conjugate addition of alkynylzinc compounds and triphenylphosphine5 to α,β-enones; activation of chromones in [4 + 2] cycloaddition reactions;rearrangement of allylic tributylstannyl silyl ethers; activation of pyridine rings toward Grignard reagents and transalkylation of tertiary amine N-oxides;and transformation of N-t-butoxycarbonyl groups into N-alkoxycarbonyl groups.

Uses

tert-Butyldimethylsilyl trifluoromethanesulfonate is involved in the introduction of a bulky tert-butyl dimethylsilyl group onto a cis-bis(alkenyl)oxirane used in Cope rearrangement. It is associated with a thiolane and promotes the chalcogenide-Morita-Baylis-Hillman reaction. Further, it is used as a highly reactive silylating agent. In addition to this, it is used to prepare enol silyl ethers by reacting with ketones and lactones.

Uses

TrifluoroMethanesulfonic acid tert-butyldiMethylsilyl ester is a highly reactive silylating agent and lewis acid capable of converting primary, secondary and tertiary alcohols to their respectctive TBDMS. TrifluoroMethanesulfonic acid tert-butyldiMethylsilyl ester is also used to covert ketones and lactones into their enol silyl ethers.

Preparation

to 24 g (0.16 mol) of t-butyldimethylchlorosilane at 23°C under argon is added 14 mL (0.16 mol) of trifluoromethanesulfonic acid dropwise. The solution is heated at 60°C for 10 h, at which time no further hydrogen chloride evolves (removed through a bubbler). The resulting product is distilled under reduced pressure: 34 g (80% yield) of TBDMS triflate; bp 60°C/7 mmHg.

Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester Preparation Products And Raw materials

Raw materials

Preparation Products

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Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester Suppliers

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View Lastest Price from Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester manufacturers

Shaanxi Dideu New Materials Co. Ltd
Product
Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester 69739-34-0
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99.0%
Supply Ability
10000KGS
Release date
2025-07-08
ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
Product
tert-Butyldimethylsilyl Trifluoromethanesulfonate 69739-34-0
Price
US $3.00-9.00/KG
Min. Order
0.1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2025-06-25
Hebei Zhuanglai Chemical Trading Co Ltd
Product
Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester 69739-34-0
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 ton
Release date
2024-12-11

69739-34-0, Trifluoromethanesulfonic acid tert-butyldimethylsilyl esterRelated Search:


  • Methanesulfonic acid, trifluoro-, (1,1-dimethylethyl)dimethylsilyl ester
  • t-Butyldimethylsilyl triflate
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  • TBDMS triflate, Trifluoromethanesulfonic acid tert-butyldimethylsilylester
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  • tert-Butyldimethylsilyl trifluoromethanesulfonate, for synthesis
  • T-BUTYLDIMETHYLSILYLTRIFLUOROMETHANE-SULPHONATE
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  • t-Butyldimethylsilyltrifluoromethanesulfonate,98%
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  • tert-butyldimethylsilyl ester
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  • Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester ISO 9001:2015 REACH
  • tert-Butyldimethylsilyl Trifluoromethanesulfonate (TBDMS triflate) extrapure, 98%
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  • TBDMS triflate,98%