N-(tert-Butyldimethylsilyl)-N-methyl-trifluoroacetamide

- CAS No.
- 77377-52-7
- Chemical Name:
- N-(tert-Butyldimethylsilyl)-N-methyl-trifluoroacetamide
- Synonyms
- DK398;tbstfa;MTBSTFA;MBDSTFA;DKFELEX0083;MTBSTFA=TBSTFA;MTBSTFA AND TBDMCS;DEUTERO-REGISIL-D18;MTBSTFA AND TBDMSCL;N-(tert-Butyldimethy
- CBNumber:
- CB7707814
- Molecular Formula:
- C9H18F3NOSi
- Molecular Weight:
- 241.33
- MOL File:
- 77377-52-7.mol
- MSDS File:
- SDS
- Modify Date:
- 2025/1/27 9:38:02
Boiling point | 172-175 °C(lit.) |
---|---|
Density | 1.036 g/mL at 25 °C(lit.) |
refractive index |
n |
Flash point | 127 °F |
storage temp. | 2-8°C |
solubility | sol most aprotic organic solvents. |
form | Liquid |
pka | -1.50±0.70(Predicted) |
Specific Gravity | 1.023 |
color | Clear colorless to slightly yellow |
Water Solubility | decomposes |
Sensitive | Moisture Sensitive |
Hydrolytic Sensitivity | 8: reacts rapidly with moisture, water, protic solvents |
BRN | 3606546 |
CAS DataBase Reference | 77377-52-7(CAS DataBase Reference) |
SAFETY
Risk and Safety Statements
Symbol(GHS) | ![]() ![]() GHS02,GHS07 |
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Signal word | Warning | |||||||||
Hazard statements | H226-H315-H319 | |||||||||
Precautionary statements | P210-P233-P240-P241-P303+P361+P353-P305+P351+P338 | |||||||||
Hazard Codes | Xi,F | |||||||||
Risk Statements | 10-36/37/38 | |||||||||
Safety Statements | 26-36-16-37/39-36/37/39 | |||||||||
RIDADR | UN 1993 3/PG 3 | |||||||||
WGK Germany | 3 | |||||||||
F | 10-21 | |||||||||
Hazard Note | Flammable | |||||||||
TSCA | No | |||||||||
HS Code | 2931 90 00 | |||||||||
HazardClass | 3 | |||||||||
PackingGroup | III | |||||||||
NFPA 704 |
|
N-(tert-Butyldimethylsilyl)-N-methyl-trifluoroacetamide price More Price(23)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich(India) | 8.14219 | N-tert-Butyldimethylsilyl-N-methyltrifluoroacetamide for synthesis | 77377-52-7 | 1ML | ₹5670 | 2022-06-14 | Buy |
Sigma-Aldrich(India) | M-108 | MTBSTFA (with 1% t-BDMCS) (with 1% t-BDMCS), ampule of 5 × 1?mL, analytical standard, Cerilliant? | 77377-52-7 | 5X1ML | ₹7815.65 | 2022-06-14 | Buy |
Sigma-Aldrich(India) | 77626 | N-tert-Butyldimethylsilyl-N-methyltrifluoroacetamide for GC derivatization, LiChropur?, ≥99.0% (GC) | 77377-52-7 | 1ML | ₹4903.73 | 2022-06-14 | Buy |
Sigma-Aldrich(India) | 8.14219 | N-tert-Butyldimethylsilyl-N-methyltrifluoroacetamide for synthesis | 77377-52-7 | 5ML | ₹7670 | 2022-06-14 | Buy |
Sigma-Aldrich(India) | 77626 | N-tert-Butyldimethylsilyl-N-methyltrifluoroacetamide for GC derivatization, LiChropur?, ≥99.0% (GC) | 77377-52-7 | 10ML | ₹20426.78 | 2022-06-14 | Buy |
N-(tert-Butyldimethylsilyl)-N-methyl-trifluoroacetamide Chemical Properties,Uses,Production
Chemical Properties
clear colorless to slightly yellow liquid
Physical properties
bp 168–170°C; d 1.12 g cm?3.
Uses
In the
presence of 1% of t-butyldimethylchlorosilane as the catalyst,
N-(t-butyldimethylsilyl)-N-methyltrifluoroacetamide (BSMTFA)
functions as an extremely reactive t-butyldimethylsilylating
reagent for alcohols, amines, carboxylic acids, and thiols. Silylation
is generally completed within 5 min at 25°C in acetonitrile.
This amide is more reactive than N-(t-butyldimethylsilyl)-N-methylacetamide.
In the protection of a hydroxy group, the resultant tbutyldimethylsilyl
(TBDMS) ethers are stable under the conditions
for acetate saponification and hydrogenation.These silyl
ethers also remain intact towards the Jones reagent and Wittig
reagents. The TBDMS ethers are approx. 10 times more stable
against hydrolysis than the corresponding trimethylsilyl (TMS)
ethers.Selective removal of the TBDMS group can be accomplished
by use of dilute acetic acid or tetra-n-butylammonium
fluoride in THF at 25°C.
Silylation of ketones by use ofBSMTFAoccurs in triethylamine
and DMF at 40–60°C to give the corresponding silyl enol ethers
in good to excellent yields (eq 1).In addition, silyl ether formation
takes place in N-hydroxysuccinimide (88% yield) and Nhydroxypyrrole
(99% yield) by use of BSMTFA in THF.
Uses
N-(tert-Butyldimethylsilyl)-N-methyl-trifluoroacetamide is a silylating agent used in the derivatization of various organic compounds (such as amino acids) for gas chromatogography-mass spectrometry (GC-MS) analysis.
Preparation
obtained in 91% yield by reaction of N-methyl-2,2,2-trifluoroacetamide (1.0 equiv) in benzene and acetonitrile (1:1 v/v) with NaH (1.0 equiv) and then with t-BuMe2SiCl (1.2 equiv) at 4°C.
Definition
ChEBI: An N-silyl compound that is N-methyltrifluoroacetamide in which the amide nitrogen is replaced by a tert-butyldimethylsilyl group.
General Description
N-tert-Butyldimethylsilyl-N-methyltrifluoroacetamide is a silylating reagent which replaces the active hydrogen with tert-Butyldimethylsilyl group. The tert-Butyldimethylsilyl derivatives are found to be more resistant to hydrolysis and stable compared to trimethylsilyl (TMS) derivatives. This reagent is suitable for GC-MS analysis since it produces mass spectra, which can be easily interpreted. It is widely used for the silylation of different alcohols, thiols, phenols, carboxylic acids, amines, and amides.
N-(tert-Butyldimethylsilyl)-N-methyl-trifluoroacetamide Preparation Products And Raw materials
Raw materials
Preparation Products
Supplier | Tel | Country | ProdList | Advantage | Inquiry |
---|---|---|---|---|---|
CLEARSYNTH LABS LTD. | +91-22-45045900 | Hyderabad, India | 6257 | 58 | Inquiry |
TCI Chemicals (India) Pvt. Ltd. | 1800 425 7889 | New Delhi, India | 6768 | 58 | Inquiry |
Alfa Aesar | 1 800 209 7001 | Maharashtra, India | 6905 | 58 | Inquiry |
Spectrochem Private Limited | 08048372608Ext 246 | Maharashtra, India | 1055 | 58 | Inquiry |
Oceanic Pharmachem Pvt. Ltd. | 91-22-42128600 | Maharashtra, India | 2005 | 58 | Inquiry |
Vyas Bio Life Sciences Pvt. Ltd | -65546373 | Hyderabad, India | 1213 | 58 | Inquiry |
Hebei Mujin Biotechnology Co.,Ltd | +8613288715578 | China | 750 | 58 | Inquiry |
Shanghai Daken Advanced Materials Co.,Ltd | +86-371-+86-371-66670886 | China | 19805 | 58 | Inquiry |
CONIER CHEM AND PHARMA LIMITED | +8618523575427 | China | 49732 | 58 | Inquiry |
career henan chemical co | +86-0371-86658258 +8613203830695 | China | 29808 | 58 | Inquiry |
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