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Bis(trimethylsilyl)trifluoroacetamide

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Name

Bis(trimethylsilyl)trifluoroacetamide

EINECS 247-103-9
CAS No. 25561-30-2 Density 0.99 g/cm3
PSA 21.59000 LogP 3.63360
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 Molecular Structure of 25561-30-2 (Bis(trimethylsilyl)trifluoroacetamide) Hazard Symbols ToxicT, CorrosiveC, FlammableF
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;

Article Data 5

Bis(trimethylsilyl)trifluoroacetamide 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
ConditionsYield
With triethylamine
With triethylamine
25561-30-2

N,O-Bis(trimethylsilyl)trifluoroacetamide

64660-75-9, 134175-49-8

(+/-)-7β,8α-bis(trimethylsilyloxy)-9α,10α-epoxy-7,8,9,10-tetrahydrobenzopyrene

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With potassium acetate; bis(η3-allyl-μ-chloropalladium(II)) In tetrahydrofuran99%
With potassium acetate; bis(η3-allyl-μ-chloropalladium(II)) In dichloromethane98.9%
With lithium carbonate; bis(η3-allyl-μ-chloropalladium(II)) In toluene94%
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
ConditionsYield
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%
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
ConditionsYield
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
ConditionsYield
With triethylamine In DMF (N,N-dimethyl-formamide) at 0 - 20℃;95%
lithium carbonate. tert-Butyl methyl ether

lithium carbonate. tert-Butyl methyl ether

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

Bis(trimethylsilyl)trifluoroacetamide Chemical Properties

Molecular Formula: C8H18F3NOSi
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: CorrosiveC,FlammableF,ToxicT
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.

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