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
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)
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
- F
- 10-21
- Hazard Note
- Flammable/Corrosive
- TSCA
- No
- HazardClass
- 3
- PackingGroup
- III
- HS Code
- 29310095
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.
N-Bromosuccinimide Price
- Product number
- 226149
- Product name
- tert-Butyldimethylsilyl trifluoromethanesulfonate
- Purity
- reagent grade, 98%
- Packaging
- 1g
- Price
- $38.8
- Updated
- 2024/03/01
- Product number
- 226149
- Product name
- tert-Butyldimethylsilyl trifluoromethanesulfonate
- Purity
- reagent grade, 98%
- Packaging
- 5g
- Price
- $91.8
- Updated
- 2024/03/01
- Product number
- 8.18313
- Product name
- tert-Butyldimethylsilyl trifluoromethanesulfonate
- Purity
- for synthesis
- Packaging
- 25mL
- Price
- $372
- Updated
- 2024/03/01
- Product number
- T1525
- Product name
- tert-Butyldimethylsilyl Trifluoromethanesulfonate
- Purity
- >98.0%(T)
- Packaging
- 5g
- Price
- $70
- Updated
- 2024/03/01
- Product number
- T1525
- Product name
- tert-Butyldimethylsilyl Trifluoromethanesulfonate
- Purity
- >98.0%(T)
- Packaging
- 25g
- Price
- $211
- Updated
- 2024/03/01
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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View Lastest Price from Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester manufacturers
- 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
- Product
- Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester 69739-34-0
- Price
- US $30.00-10.00/KG
- Min. Order
- 50KG
- Purity
- 99%
- Supply Ability
- 500000kg
- Release date
- 2024-10-31
- Product
- Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester 69739-34-0
- Price
- US $20.00-1.00/kg
- Min. Order
- 1kg
- Purity
- 0.99
- Supply Ability
- 10 tons
- Release date
- 2023-11-02