Bis(trimethylsilyl)trifluoroacetamide supplier

Name
Bis(trimethylsilyl)trifluoroacetamide
EINECS 247-103-9
CAS No. 25561-30-2
Article Data5
CAS DataBase
Density 0.99 g/cm³
Solubility hydrolyses in water
Melting Point -10°C
Formula C₈H₁₈F₃NOSi₂
Boiling Point 155 °C at 760 mmHg
Molecular Weight 257.403
Flash Point 23.9 °C
Transport Information UN 2924 3/PG 3
Appearance Clear to yellowish clear liquid
Safety 26-36/37/39-45-16
Risk Codes 11-34-10-35-14
Molecular Structure
Hazard Symbols T, C, F
Synonyms Acetimidicacid, 2,2,2-trifluoro-N-(trimethylsilyl)-, trimethylsilyl ester (8CI);Silanol,trimethyl-, 2,2,2-trifluoro-N-(trimethylsilyl)acetimidate (8CI);2,2,2-Trifluoro-N,O-bis(trimethylsilyl)acetamide;BSTFA;N,O-Bis(trimethylsilyl)trifluoracetamide;N,O-Bis(trimethylsilyl)trifluoroacetamide;NSC 379423;Trifluoro-N,O-bis(trimethylsilyl)acetamide;
PSA 21.59000
LogP 3.63360

Synthetic route

: 354-32-5
trifluoracetyl chloride

: 1070-89-9
sodium hexamethyldisilazane

: 25561-30-2
N,O-Bis(trimethylsilyl)trifluoroacetamide

: 75-77-4
chloro-trimethyl-silane

: 354-38-1
2,2,2-trifluoroacetamide

: 25561-30-2
N,O-Bis(trimethylsilyl)trifluoroacetamide

Conditions

Conditions	Yield
With triethylamine
With triethylamine

: 25561-30-2
N,O-Bis(trimethylsilyl)trifluoroacetamide

: 63323-30-8, 55097-80-8, 58917-67-2, 58917-91-2, 60268-85-1, 60268-86-2, 63323-29-5, 63323-31-9, 63357-09-5, 64397-28-0, 64912-49-8, 64912-50-1, 82111-22-6
(+/-)-r-7,t-8-Dihydroxy-t-9,10-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene

: 64660-75-9, 134175-49-8
(+/-)-7β,8α-bis(trimethylsilyloxy)-9α,10α-epoxy-7,8,9,10-tetrahydrobenzopyrene

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 3h; Ambient temperature;	100%

: 25561-30-2
N,O-Bis(trimethylsilyl)trifluoroacetamide

: 103904-70-7
2-(o-chlorophenyl)-2-<(methoxycarbonyl)amino>-6-hydroxycyclohexanone

: 103904-71-8
[(1S,3S)-1-(2-Chloro-phenyl)-2-oxo-3-trimethylsilanyloxy-cyclohexyl]-carbamic acid methyl ester

Conditions

Conditions	Yield
With pyridine In dichloromethane for 1h; Heating;	100%

: 25561-30-2
N,O-Bis(trimethylsilyl)trifluoroacetamide

: phenyl (2R*,5Z,9S*,10S*,16R*)-9-hydroxy-9-methyl-10,2,10-(epoxymetheno)-1-benzazacyclododeca-5-ene-3,7-diyne-1-carboxylate

: phenyl (2R*,5Z,9S*,10S*,16R*)-9-methyl-9-trimethylsilyloxy-10,2,10-(epoxymetheno)-1-benz[b]azacyclododeca-5-ene-3,7-diyne-1-carboxylate

Conditions

Conditions	Yield
With pyridine at 25℃; for 44h;	100%

: 25561-30-2
N,O-Bis(trimethylsilyl)trifluoroacetamide

: 87751-69-7
rac-(E)-1,3-diphenyl-3-acetoxy-prop-1-ene

: 108-59-8
malonic acid dimethyl ester

: 177468-91-6
(E)-dimethyl (1,3-diphenylprop-2-en-1-yl)propanedioate

Conditions

Conditions	Yield
With potassium acetate; bis(η3-allyl-μ-chloropalladium(II)) In tetrahydrofuran	99%
With potassium acetate; bis(η3-allyl-μ-chloropalladium(II)) In dichloromethane	98.9%
With lithium carbonate; bis(η3-allyl-μ-chloropalladium(II)) In toluene	94%

...Expand

lithium carbonate. tert-Butyl methyl ether: lithium carbonate. tert-Butyl methyl ether

: 25561-30-2
N,O-Bis(trimethylsilyl)trifluoroacetamide

: 87751-69-7
rac-(E)-1,3-diphenyl-3-acetoxy-prop-1-ene

: 108-59-8
malonic acid dimethyl ester

: 177468-91-6
(E)-dimethyl (1,3-diphenylprop-2-en-1-yl)propanedioate

Conditions

Conditions	Yield
bis(η3-allyl-μ-chloropalladium(II))	99%
bis(η3-allyl-μ-chloropalladium(II))	91%
bis(η3-allyl-μ-chloropalladium(II))	88%
bis(η3-allyl-μ-chloropalladium(II))	86%
bis(η3-allyl-μ-chloropalladium(II))	71%

...Expand

: 25561-30-2
N,O-Bis(trimethylsilyl)trifluoroacetamide

: 91003-20-2
(E)-2-(o-Chlorophenyl)-6-hydroxy-2-<(methoxycarbonyl)methylamino>cyclohexanone

: 91003-26-8
[(1S,3R)-1-(2-Chloro-phenyl)-2-oxo-3-trimethylsilanyloxy-cyclohexyl]-methyl-carbamic acid methyl ester

Conditions

Conditions	Yield
With pyridine In dichloromethane for 2h; Heating;	96.5%

: 663613-82-9
N-Boc-methylthiolincosamide

: 25561-30-2
N,O-Bis(trimethylsilyl)trifluoroacetamide

: 844504-73-0
C26H59NO7SSi4

Conditions

Conditions	Yield
With triethylamine In DMF (N,N-dimethyl-formamide) at 0 - 20℃;	95%

lithium carbonate. tert-Butyl methyl ether: lithium carbonate. tert-Butyl methyl ether

: 76644-52-5, 76704-31-9, 14447-34-8, 62247-41-0
rac-3-acetoxycyclohexene

: 25561-30-2
N,O-Bis(trimethylsilyl)trifluoroacetamide

: 108-59-8
malonic acid dimethyl ester

: 34939-28-1
dimethyl 2-(cyclohex-2-en-1-yl)malonate

Conditions

Conditions	Yield
bis(η3-allyl-μ-chloropalladium(II))	93%
bis(η3-allyl-μ-chloropalladium(II))	56%

...Expand

: 32981-86-5, 71629-92-0, 92999-93-4, 115509-92-7
10-Deacetylbaccatine III

: 25561-30-2
N,O-Bis(trimethylsilyl)trifluoroacetamide

: 10-TMS-10-deacetylbaccatin III

Conditions

Conditions	Yield
In tetrahydrofuran at 0℃; for 5h;	91%
In tetrahydrofuran at 0℃; for 5h;	91%

: 32981-86-5, 71629-92-0, 92999-93-4, 115509-92-7
10-Deacetylbaccatine III

: 25561-30-2
N,O-Bis(trimethylsilyl)trifluoroacetamide

: 10-trimethylsilyl-10-desacetylbaccatin III monohydrate

Conditions

Conditions	Yield
In tetrahydrofuran at 0℃; for 5h; Under N2;	91%

: 25561-30-2
N,O-Bis(trimethylsilyl)trifluoroacetamide

: 92133-39-6
{(2R,3S)-3-((R)-1-Hydroxy-ethyl)-2-[2-(4-nitro-benzyloxycarbonylamino)-ethylsulfanylcarbonylmethyl]-4-oxo-azetidin-1-yl}-oxo-acetic acid 4-nitro-benzyl ester

: 90629-05-3
[(2R,3S)-2-[2-(4-Nitro-benzyloxycarbonylamino)-ethylsulfanylcarbonylmethyl]-4-oxo-3-((R)-1-trimethylsilanyloxy-ethyl)-azetidin-1-yl]-oxo-acetic acid 4-nitro-benzyl ester

Conditions

Conditions	Yield
dmap In tetrahydrofuran	90%

: 25561-30-2
N,O-Bis(trimethylsilyl)trifluoroacetamide

: 92133-41-0
[(2R,3S)-3-((R)-1-Hydroxy-ethyl)-2-((S)-1-{1-[(E)-4-nitro-benzyloxycarbonylimino]-ethyl}-pyrrolidin-3-ylsulfanylcarbonylmethyl)-4-oxo-azetidin-1-yl]-oxo-acetic acid 4-nitro-benzyl ester

: 98167-71-6
[(2R,3S)-2-((S)-1-{1-[(E)-4-Nitro-benzyloxycarbonylimino]-ethyl}-pyrrolidin-3-ylsulfanylcarbonylmethyl)-4-oxo-3-((R)-1-trimethylsilanyloxy-ethyl)-azetidin-1-yl]-oxo-acetic acid 4-nitro-benzyl ester

Conditions

Conditions	Yield
dmap In tetrahydrofuran	90%

: 106-57-0
Glycine anhydride

: 25561-30-2
N,O-Bis(trimethylsilyl)trifluoroacetamide

: 3553-95-5
1,4-bis(trimethylsilyl)-2,5-piperazinedione

Conditions

Conditions	Yield
In acetonitrile Reflux; Inert atmosphere;	90%

: 464-72-2
tetraphenylethane-1,2-diol

: 25561-30-2
N,O-Bis(trimethylsilyl)trifluoroacetamide

: 1-hydroxy-2-trimethylsiloxy-1,1,2,2-tetraphenylethane

Conditions

Conditions	Yield
With pyridine In acetone at 70℃; for 2h;	88.3%

lithium acetate. tert-Butyl methyl ether: lithium acetate. tert-Butyl methyl ether

: 25561-30-2
N,O-Bis(trimethylsilyl)trifluoroacetamide

: 87751-69-7
rac-(E)-1,3-diphenyl-3-acetoxy-prop-1-ene

: 108-59-8
malonic acid dimethyl ester

: 177468-91-6
(E)-dimethyl (1,3-diphenylprop-2-en-1-yl)propanedioate

Conditions

Conditions	Yield
bis(η3-allyl-μ-chloropalladium(II))	87%

...Expand

: 2-chloro-6-amino-9-[3,5-di-O-(4-chlorobenzoyl)-2-deoxy-α,β-D-ribofuranosyl]-purine

: 25561-30-2
N,O-Bis(trimethylsilyl)trifluoroacetamide

A: 908006-51-9
2-chloro-6-amino-9-[3,5-di-O-(4-chlorobenzoyl)-2-deoxy-β-D-ribofuranosyl]-purine

B: 1266098-30-9
2-chloro-6-trimethylsilylamino-9-[3,5-di-O-(4-chlorobenzoyl)-2-deoxy-β-D-ribofuranosyl]-purine

Conditions

Conditions	Yield
Stage #1: 2-chloro-6-amino-9-[3,5-di-O-(4-chlorobenzoyl)-2-deoxy-α,β-D-ribofuranosyl]-purine; N,O-Bis(trimethylsilyl)trifluoroacetamide In acetonitrile at 60℃; for 3h; Inert atmosphere; Stage #2: With trifluorormethanesulfonic acid In acetonitrile at 25 - 60℃; for 17h;	A 8.4% B 86.6%

...Expand

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

: 25561-30-2
N,O-Bis(trimethylsilyl)trifluoroacetamide

: 31383-67-2
2-(benzyloxy)ethoxymethyl chloride

: 162009-79-2
4,6,8-triaminoimidazo<4,5-e><1,3>diazepine

: 1-benzyloxyethoxymethyl-4,6-diamino-8H-8-iminoimidazo[4,5-e][1,3]diazepine triflate salt

Conditions

Conditions	Yield
Stage #1: N,O-Bis(trimethylsilyl)trifluoroacetamide; 4,6,8-triaminoimidazo<4,5-e><1,3>diazepine With pyridine In acetonitrile at 20℃; Stage #2: trimethylsilyl trifluoromethanesulfonate; 2-(benzyloxy)ethoxymethyl chloride In acetonitrile at -45 - 0℃;	86%

...Expand

: 1121-89-7
piperidine-2,6-dione

: 25561-30-2
N,O-Bis(trimethylsilyl)trifluoroacetamide

: N-trimethylsilylglutarimide

Conditions

Conditions	Yield
In acetonitrile for 18h; Inert atmosphere; Schlenk technique;	86%
In dichloromethane at 20℃; for 2h;

: 50935-04-1
carminomycin

: 25561-30-2
N,O-Bis(trimethylsilyl)trifluoroacetamide

: 4'-O-trimethylsilylcarminomycin

Conditions

Conditions	Yield
In acetonitrile at 50℃; for 15h;	85%

: 21794-55-8
(+)-Daunomycinone

: 25561-30-2
N,O-Bis(trimethylsilyl)trifluoroacetamide

: 7-O-trimethylsilyldaunomycinone

Conditions

Conditions	Yield
In dichloromethane for 18h; Ambient temperature;	85%

sodium carbonate. tert-Butyl methyl ether: sodium carbonate. tert-Butyl methyl ether

: 25561-30-2
N,O-Bis(trimethylsilyl)trifluoroacetamide

: 87751-69-7
rac-(E)-1,3-diphenyl-3-acetoxy-prop-1-ene

: 108-59-8
malonic acid dimethyl ester

: 177468-91-6
(E)-dimethyl (1,3-diphenylprop-2-en-1-yl)propanedioate

Conditions

Conditions	Yield
bis(η3-allyl-μ-chloropalladium(II))	84%

...Expand

: (S)-oxalicumone C

: 25561-30-2
N,O-Bis(trimethylsilyl)trifluoroacetamide

: (S)-2-(2-methoxycarbonylethyl)-3-((1-methoxycarbonyl)-1-((trimethylsilyl)oxy)methyl)-7-methyl-5-((trimethylsilyl)oxy)chromone

Conditions

Conditions	Yield
In benzene-d6 at 65℃; for 96h;	83%

: 2'-O-(t-butyldimethylsilyl)-3'N-debenzoyl-2-m-N3-benzoyl-10-deacetyltaxol

: 25561-30-2
N,O-Bis(trimethylsilyl)trifluoroacetamide

: 2'-O-(t-butyldimethylsilyl)-3'N-debenzoyl-3'N-isovaleryl-2-debenzoyl-2-m-N3-benzoyl-10-deacetyl-10-O-(trimethylsilyl)taxol

Conditions

Conditions	Yield
With lithium hexamethyldisilazane In tetrahydrofuran at -20℃; for 0.166667h; Inert atmosphere;	82.6%

potassium carbonate. tert-Butyl methyl ether: potassium carbonate. tert-Butyl methyl ether

: 25561-30-2
N,O-Bis(trimethylsilyl)trifluoroacetamide

: 87751-69-7
rac-(E)-1,3-diphenyl-3-acetoxy-prop-1-ene

: 108-59-8
malonic acid dimethyl ester

: 177468-91-6
(E)-dimethyl (1,3-diphenylprop-2-en-1-yl)propanedioate

Conditions

Conditions	Yield
bis(η3-allyl-μ-chloropalladium(II))	81%

...Expand

: 104302-37-6
2-amino-4-hydroxy-4-methylpentanoic acid

: 25561-30-2
N,O-Bis(trimethylsilyl)trifluoroacetamide

: 128753-51-5
C15H37NO3Si3

Conditions

Conditions	Yield
at 70 - 80℃; for 0.333333h;	80%

: 25561-30-2
N,O-Bis(trimethylsilyl)trifluoroacetamide

: 123445-56-7
2-amino-4-ethyl-4-hydroxyhexanoic acid

: 128779-82-8
C17H41NO3Si3

Conditions

Conditions	Yield
at 70 - 80℃; for 0.333333h;	80%

potassium acetate. tert-Butyl methyl ether: potassium acetate. tert-Butyl methyl ether

: 25561-30-2
N,O-Bis(trimethylsilyl)trifluoroacetamide

: 87751-69-7
rac-(E)-1,3-diphenyl-3-acetoxy-prop-1-ene

: 108-59-8
malonic acid dimethyl ester

: 177468-91-6
(E)-dimethyl (1,3-diphenylprop-2-en-1-yl)propanedioate

Conditions

Conditions	Yield
bis(η3-allyl-μ-chloropalladium(II))	80%
bis(η3-allyl-μ-chloropalladium(II))	27%

...Expand

: 26388-52-3
3'-N-trifluoroacetyldaunorubicin

: 25561-30-2
N,O-Bis(trimethylsilyl)trifluoroacetamide

: 3'-N-trifluoroacetyl-4'-O-trimethylsilyldaunorubicin

Conditions

Conditions	Yield
In acetonitrile for 24h;	76%

: 489-86-1
guaiol

: 25561-30-2
N,O-Bis(trimethylsilyl)trifluoroacetamide

: {2-[(3S,5R,8S)-3,8-dimethyl-1,2,3,4,5,6,7,8-octahydroazulen-5-yl]-propan-2-yl-oxy}(trimethyl)silane

Conditions

Conditions	Yield
With 1,1,1,2,2,2-hexamethyldisilane; magnesium bromide ethyl etherate at 20℃; Inert atmosphere;	73%

: 25561-30-2
N,O-Bis(trimethylsilyl)trifluoroacetamide

: 3941-50-2
(4R,5R,8R,9S,10R,13S,14S,17S)-17-Hydroxy-13-methyl-tetradecahydro-20-oxa-cyclopropa[4,5]cyclopenta[a]phenanthren-3-one

: 85382-37-2
3,17β-bis(trimethylsilyloxy)-4,5β-epoxyestr-2-ene

Conditions

Conditions	Yield
for 48h; Heating;	70%

Bis(trimethylsilyl)trifluoroacetamide Chemical Properties

Molecular Formula: C₈H₁₈F₃NOSi₂
Molecular Weight: 257.4
Index of Refraction: 1.396
Molar Refractivity: 60.75 cm³
Molar Volume: 252.8 cm³
Surface Tension: 18.3 dyne/cm
Density: 1.018 g/cm³
Flash Point: 23 °C
Enthalpy of Vaporization: 40.64 kJ/mol
Boiling Point: 170 °C at 760 mmHg
Vapour Pressure: 1.5 mmHg at 25 °C
Melting point: -10 °C
Storage tempreture: 2-8 °C
Water solubility: Hydrolyses
Sensitive: Moisture sensitive
Appearance: Clear to yellowish clear liquid
Structure of Bis(trimethylsilyl)trifluoroacetamide (CAS NO.25561-30-2):

IUPAC Name: Trimethylsilyl 2,2,2-trifluoro-N-trimethylsilylethanimidate
Canonical SMILES: C[Si](C)(C)N=C(C(F)(F)F)O[Si](C)(C)C
InChI: InChI=1S/C8H18F3NOSi2/c1-14(2,3)12-7(8(9,10)11)13-15(4,5)6/h1-6H3
InChIKey: XCOBLONWWXQEBS-UHFFFAOYSA-N
Product Category of Bis(trimethylsilyl)trifluoroacetamide (CAS NO.25561-30-2): Analytical Chemistry;Biochemistry;GC Derivatizing Reagents;Reagents for Oligosaccharide Synthesis;Si (Classes of Silicon Compounds);Silylating Agents

Bis(trimethylsilyl)trifluoroacetamide Uses

Bis(trimethylsilyl)trifluoroacetamide (CAS NO.25561-30-2) can be used as pharmaceutical intermediate, neutral silylated protective agent, and is mainly used for synthesis of cephalosporin antibiotics.

Bis(trimethylsilyl)trifluoroacetamide Toxicity Data With Reference

Bis(trimethylsilyl)trifluoroacetamide (CAS NO.25561-30-2) hasn't been listed as a carcinogen by NTP, IARC, ACGIH, or CA Prop 65. And the toxicological properties have not been fully investigated. You can see actual entry in RTECS for complete information.

Bis(trimethylsilyl)trifluoroacetamide Safety Profile

Hazard Codes: Corrosive C,F, Toxic T
Risk Statements: 11-34-10-35-14
R10:Flammable.
R11:Highly flammable.
R14 :Reacts violently with water.
R34:Causes burns.
R35:Causes severe burns.
Safety Statements: 26-36/37/39-45-16
S16:Keep away from sources of ignition.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

Bis(trimethylsilyl)trifluoroacetamide Specification

Bis(trimethylsilyl)trifluoroacetamide , its cas register number is 25561-30-2. It also can be called N,O-Bis(trimethylsilyl)trifluoroacetamide ; Trimethylsilyl 2,2,2-trifluoro-N-(trimethylsilyl)acetimidate ; and BSTFA . It is hazardous, so the first aid measures and others should be known. Such as: When on the skin: first, should flush skin with plenty of water immediately for at least 15 minutes while removing contaminated clothing. Secondly, get medical aid. Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Then get medical aid soon. While, it's inhaled: Remove from exposure and move to fresh air immediately. Give artificial respiration while not breathing. When breathing is difficult, give oxygen. And as soon as to get medical aid. Then you have the ingesting of the product: Do not induce vomiting. Get medical aid immediately. Notes to physician: Treat supportively and symptomatically.
In addition, Bis(trimethylsilyl)trifluoroacetamide (CAS NO.25561-30-2) is air sensitive and moisture sensitive. It is not compatible with strong oxidizing agents, acids, bases, and you must not take it with incompatible materials, ignition sources, exposure to air, exposure to moist air or water. And also prevent it to broken down into hazardous decomposition products: Nitrogen oxides, carbon monoxide, carbon dioxide, hydrogen fluoride gas, silicon dioxide.

Product Name

Bis(trimethylsilyl)trifluoroacetamide

Synthetic route

Bis(trimethylsilyl)trifluoroacetamide Chemical Properties

Bis(trimethylsilyl)trifluoroacetamide Uses

Bis(trimethylsilyl)trifluoroacetamide Toxicity Data With Reference

Bis(trimethylsilyl)trifluoroacetamide Safety Profile

Bis(trimethylsilyl)trifluoroacetamide Specification

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