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

CAS No.
77377-52-7
Chemical Name:
N-(tert-Butyldimethylsilyl)-N-methyl-trifluoroacetamide
Synonyms
DK398;tbstfa;MTBSTFA;MBDSTFA;MTBSTFA=TBSTFA;MTBSTFA AND TBDMCS;DEUTERO-REGISIL-D18;MTBSTFA AND TBDMSCL;N-(tert-Butyldimethy;MTBSTFA + 1% TBDMSCl
CBNumber:
CB7707814
Molecular Formula:
C9H18F3NOSi
Molecular Weight:
241.33
MDL Number:
MFCD00009671
MOL File:
77377-52-7.mol
MSDS File:
SDS
Last updated:2023-04-23 13:52:06

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

Boiling point 172-175 °C(lit.)
Density 1.036 g/mL at 25 °C(lit.)
refractive index n20/D 1.402(lit.)
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)  GHS hazard pictogramsGHS hazard pictograms
GHS02,GHS07
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
10-21
Hazard Note  Flammable
TSCA  No
HS Code  2931 90 00
HazardClass  3
PackingGroup  III
NFPA 704
2
2 0

N-(tert-Butyldimethylsilyl)-N-methyl-trifluoroacetamide price More Price(43)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.14219 N-tert-Butyldimethylsilyl-N-methyltrifluoroacetamide for synthesis 77377-52-7 1mL $65.3 2024-03-01 Buy
Sigma-Aldrich M-108 MTBSTFA (with 1% t-BDMCS) ampule of 5 × 1?mL, (with 1% t-BDMCS), analytical standard, Cerilliant? 77377-52-7 5x1mL $74.4 2024-03-01 Buy
Sigma-Aldrich 8.14219 N-tert-Butyldimethylsilyl-N-methyltrifluoroacetamide for synthesis 77377-52-7 5ml $206 2024-03-01 Buy
Sigma-Aldrich 77626 N-tert-Butyldimethylsilyl-N-methyltrifluoroacetamide for GC derivatization, LiChropur?, ≥99.0% (GC) 77377-52-7 10ml $271 2024-03-01 Buy
Sigma-Aldrich 77626 N-tert-Butyldimethylsilyl-N-methyltrifluoroacetamide for GC derivatization, LiChropur?, ≥99.0% (GC) 77377-52-7 10X1ML $352 2024-03-01 Buy
Product number Packaging Price Buy
8.14219 1mL $65.3 Buy
M-108 5x1mL $74.4 Buy
8.14219 5ml $206 Buy
77626 10ml $271 Buy
77626 10X1ML $352 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

N-tert-Butyldimethylsilyl-N-methyltrifluoroacetamide with 1% tert-butyldimethylchlorosilane is commonly used for the preparation of N-tert-butyldimethylsilyl ethanolamines resulting from the hydrolysis of nitrogen mustards. It is also used for selective O-silylation of N,O-diacylhydroxyl amines.

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

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

Global( 182)Suppliers
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Shanghai Daken Advanced Materials Co.,Ltd
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View Lastest Price from N-(tert-Butyldimethylsilyl)-N-methyl-trifluoroacetamide manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
N-(tert-Butyldimethylsilyl)-N-methyl-trifluoroacetamide pictures 2020-01-03 N-(tert-Butyldimethylsilyl)-N-methyl-trifluoroacetamide
77377-52-7
US $1.00 / KG 1KG 99% 10000KGS Career Henan Chemical Co
MBDSTFA DEUTERO-REGISIL-D18 N-TERT-BUTYLDIME.SILYL-N-ME.TRIFLUOROACE N-TERT-BUTYLDIME.SILYL-N-ME.TRIFLUOROACE TAMIDE + 1% TBDMSCL N-(TERT-BUTYLDIMETHYLSILYL)-N-METHYL-TRI FLUOROACETAMIDE, 97+% N-(TERT-BUTYLDIMETHYLSILYL)-N-METHYLTRIF LUOROACETA N-(TERT-BUTYLDIMETHYLSILYL)-N-METHYL-TRIFLUOROACETAMIDE, W/1% TBDMSCL, >=95% N-TERT-BUTYLDIMETHYLSILYL-N-METHYL TRIFL MTBSTFA=TBSTFA SILYLATING MIXTURE FLUKA VI MTBSTFA MTBSTFA AND TBDMCS MTBSTFA AND TBDMSCL N-METHYL(TERT-BUTYLDIMETHYLSILYL)TRIFLUOROACETAMIDE N-METHYL-N-(T-BUTYLDIMETHYLSILYL)TRIFLUOROACETAMIDE N-METHYL-N-TERT-BUTYLDIMETHYLSILYLTRIFLUOROACETAMIDE N-METHYL-N-[TERT-BUTYLDIMETHYL-SILYL]TRIFLUOROACETAMIDE AND TERT-BUTYLDIMETHYLCHLOROSILANE N-(T-BUTYLDIMETHYLSILYL)-N-METHYLTRIFLUOROACETAMIDE N-(TERT-BUTYLDIMETHYLSILYL)-N-METHYLTRIFLUORACETAMIDE N-(TERT-BUTYLDIMETHYLSILYL)-N-METHYLTRIFLUOROACETAMIDE MTBSTFA + 1% TBDMSCl, MTBSTFA+TBDMSCl, 99:1, Silylating mixture Fluka VI, N-Methyl-N-tert-butyldimethylsilyltrifluoroacetamide MTBSTFA + 1% TBDMSCl, Silylating mixture Fluka VI, N-Methyl-N-tert-butyldimethylsilyltrifluoroacetamide Acetamide, N-(1,1-dimethylethyl)dimethylsilyl-2,2,2-trifluoro-N-methyl- N-(tert-B-butyldimethylsilyl)-n-methyl- trifluoroacetamide, 98% N-Methyl-N-(tert-butyldimethylsilyl)-2,2,2-trifluoroacetamide N-(tert-Butyldimethylsilyl)-N-methyl-trifluoroacetamide,98% N-Methyl-N-[Tert-Butyld N-tert-Butyldimethylsilyl-N-methyltrifluoroacetamide with 1% tert-Butyldimethylchlorosilane,N-Methyl-N-tert-butyldimethylsilyltrifluoroacetamide, MTBSTFA + 1% TBDMSCl, MTBSTFA+TBDMSCl, 99:1, Silylatin N-(tert-Butyldimethy MTBSTFA (with 1% t-BDMCS) N-[(tert-Butyl)dimethylsilyl]-N-methyl-2,2,2-trifluoroacetamide, [Methyl(trifluoroacetyl)amino]dimethylsilane MTBSTFA + 1% TBDMSCl MTBSTFA (N-(tert-butyldiMethylsilyl)-N-METHYLTRIFLUOROACETAMIDE) MTBSTFA /1% tert-butyldiMethylchlorosilane N-tert-ButyldiMethylsilyl-N-MethyltrifluoroacetaMide with 1% tert-ButyldiMethylchlorosilane >=95% n-tert-butyldimethylsilyl-n-methyltrifluoroacetamide with 1% tert-butyldimethylchlorosilane tbstfa N-Methyl-(tert-Butydimethylsilyl)-trifluoroacetamide N-Methyl(tert-butyldimethylsilyl)trifluoroacetamide 95% N-Methyl-N-(tert-butyldimethylsilyl)trifluoroacetamide 99+% N-Methyl(tert-butyldimethylsilyl)trifluoroacetamide95% N-Methyl-N-(tert-butyldimethylsilyl)trifluoro- N-(tert-Butyldimethylsilyl)-N-methyltrifluoroacetamide (MTBSTFA) MTBSTFA+TBDMSCl, 99:1 N-tert-Butyldimethylsilyl-N-methyltrifluoroacetamide >=97.0% (GC) N-[(1,1-DiMethylethyl)diMethylsilyl]-2,2,2-trifluoro-N-MethylacetaMide N-Methyl-N-(tert-butyldiMethylsilyl)-1,1,1-trifluoroacetaMide N-Methyl-N-(tert-butyldimethylsilyl)trifluoroacetamide MTBSTFA N-TERT-BUTYLDIMETHYLSILYL-N-METHYLTRIFLU N-[(tert-Butyl)dimethylsilyl]-N-methyltrifluoroacetamide 97% N-(tert-ButyldiMethylsilyl)-N-Methyl-trifluoroacetaMide, 98% 1GR N-(t-butyldiMethylsilyl)-N-MethyltrifluoroacetaMide with N-(t-butlydiMethylsilylchloride) [tert-butyl-(2,2,2-trifluoro-1-oxoethyl)amino]methyl-dimethylsilicon N-[tert-butyl(dimethyl)silyl]-2,2,2-trifluoro-N-methylacetamide N-(t-Butyldimethylsilyl)-N-methyltrifluoroacetamid N-(tert-Butyldimethylsilyl)-N-methyltrifluoroacetamide > N-(tert-Butyldimethylsilyl)-N-methyltrifluoroacetamide (Technical Grade) DK398