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Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester

Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester
Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester structure
CAS No.
69739-34-0
Chemical Name:
Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester
Synonyms
TBS-OTF;TBMDS-OTF;tbdms-otf;TBS Triflate;tert-ButyldiM;TBDMS TRIFLATE;SILANE TBM2 TRIFLATE;t-Butylmethylsilyl triflate;t-Butyldimethylsilyl triflate;tert-butyldimethylsilyl ester
CBNumber:
CB5192348
Molecular Formula:
C7H15F3O3SSi
Formula Weight:
264.34
MOL File:
69739-34-0.mol

Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester Properties

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
InChIKey
WLLIXJBWWFGEHT-UHFFFAOYSA-N
CAS DataBase Reference
69739-34-0(CAS DataBase Reference)
NIST Chemistry Reference
Tert-butyldimethylsilyl trifluoromethanesulfonate(69739-34-0)
SAFETY
  • Risk and Safety Statements
Symbol(GHS) 
GHS07,GHS02,GHS05
Signal word  Danger
Hazard statements  H318-H226-H314-H335
Precautionary statements  P261-P280-P305+P351+P338-P310-P260h-P303+P361+P353-P501a-P210-P233-P240-P241+P242+P243-P260-P264-P301+P330+P331+P310-P303+P361+P353+P310+P363-P304+P340+P310-P305+P351+P338+P310-P403+P235-P405-P501
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

Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester price More Price(14)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 226149 tert-Butyldimethylsilyl trifluoromethanesulfonate reagent grade, 98% 69739-34-0 1g $32 2021-03-22 Buy
Sigma-Aldrich 226149 tert-Butyldimethylsilyl trifluoromethanesulfonate reagent grade, 98% 69739-34-0 5g $76 2021-03-22 Buy
Sigma-Aldrich 8.18313 tert-Butyldimethylsilyl trifluoromethanesulfonate for synthesis 69739-34-0 25 mL $273.8 2021-03-22 Buy
TCI Chemical T1525 tert-Butyldimethylsilyl Trifluoromethanesulfonate >98.0%(T) 69739-34-0 5g $63 2021-03-22 Buy
TCI Chemical T1525 tert-Butyldimethylsilyl Trifluoromethanesulfonate >98.0%(T) 69739-34-0 25g $188 2021-03-22 Buy

Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester Chemical Properties,Uses,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

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.

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.

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


Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester Suppliers

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ShenZhen Ipure Biology import and export company co.,ltd
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View Lastest Price from Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2021-07-13 tert-Butyldimethylsilyl trifluoromethanesulfonate
69739-34-0
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
2021-07-10 tert-Butyldimethylsilyl trifluoromethanesulfonate
69739-34-0
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
2021-05-07 Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester
69739-34-0
US $1.00 / g 1g 99% 10 tons ShenZhen Ipure Biology import and export company co.,ltd

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