Conditions | Yield |
---|---|
With hydrogenchloride; triethylamine In ethanol; ethyl acetate | 100% |
With diethyl ether; ammonia | |
With methanol; ammonia |
Conditions | Yield |
---|---|
With methylamine at 150℃; under 750.075 Torr; for 10h; Gas phase; | 99.1% |
nitropentafluoroacetone
A
difluoro-nitro-methane
B
2,2,2-trifluoroacetamide
Conditions | Yield |
---|---|
With ammonia in bomb tube; | A 14% B 99% |
With NH3 in bomb tube; | A 14% B 99% |
2,2,2-trifluoro-N-{2,2,2-trifluoro-1-(trifluoromethyl) ethylidene}acetamide
N-ethyl-N-phenylamine
A
2-(4-(ethylamino)phenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol
B
hexafluoroacetone hydrate
C
2,2,2-trifluoroacetamide
D
2,4,4-tris(trifluoromethyl)-1-ethyl-1,4-dihydroquinazoline
Conditions | Yield |
---|---|
In chloroform at 20℃; for 1440h; Mechanism; | A n/a B n/a C n/a D 87% E n/a |
N-trifluoroacetyl-Se-(p-bromophenyl)-Se-methylselenimide
A
2,2,2-trifluoroacetamide
B
methyl (p-bromophenyl)selenium dichloride
Conditions | Yield |
---|---|
With acetyl chloride In chloroform at 20℃; for 3h; | A 55% B 85% |
1-(2,2,2-trifluoroacetyl)-3-(E)-styrylurea
A
2,2,2-trifluoroacetamide
B
(E)-N-(2-phenylethenyl)-2,2,2-trifluoroacetamide
Conditions | Yield |
---|---|
In trifluoroacetic acid at 230℃; for 0.333333h; | A 69% B 22% |
1-(2,2,2-trifluoroacetyl)-3-<2-(2,2,2-trifluoroacetyloxy)-2-phenylethyl>urea
A
2,2,2-trifluoroacetamide
B
(E)-N-(2-phenylethenyl)-2,2,2-trifluoroacetamide
Conditions | Yield |
---|---|
In neat (no solvent) at 230℃; for 0.5h; | A 69% B 19% |
1-(2,2,2-trifluoroacetyl)-3-(E)-styrylurea
2,2,2-trifluoroacetamide
Conditions | Yield |
---|---|
In neat (no solvent) at 230℃; for 0.333333h; | 68% |
dimedone
N-(trifluoroacetyl)-di(p-methoxyphenyl)tellurimide
A
2,2,2-trifluoroacetamide
B
di(p-metoxyphenyl)telluroniodimedonide
Conditions | Yield |
---|---|
In chloroform Ambient temperature; overnight; | A 58% B 67% |
Conditions | Yield |
---|---|
With zirconium(IV) chloride; ammonium carbamate In toluene at 120℃; for 24h; Inert atmosphere; Molecular sieve; | 67% |
[(trifluoroacetyl)imino]tris-(2-methylphenyl)-λ(5)-bismuthane
A
2,2,2-trifluoroacetamide
B
tri-o-tolylbismuth
Conditions | Yield |
---|---|
In benzene 60°C, 48 h; | A n/a B 61% |
2,5-bis(trifluoromethyl)-1,3,4-oxadiazole
2,3-dimethyl-buta-1,3-diene
B
2,2,2-trifluoroacetamide
C
2-(trifluoromethyl)-4,5-dimethylpyridine
Conditions | Yield |
---|---|
at 150℃; for 18h; | A 32% B 15% C 30% |
2-trifluoromethyl-5-ethoxycarbonyl-1,3,4-oxadiazole
2,3-dimethyl-buta-1,3-diene
B
2,2,2-trifluoroacetamide
C
2-(trifluoromethyl)-4,5-dimethylpyridine
Conditions | Yield |
---|---|
at 150℃; for 14h; | A 27% B n/a C n/a |
N-bromo-trifluoroacetamide
A
2,2,2-trifluoroacetamide
(+/-)-trifluoroacetic acid-(trans-2-bromo-cyclohexylamide)
N-((1R,2S)-2-Bromo-cyclohexyl)-2,2,2-trifluoro-acetamide
Conditions | Yield |
---|---|
With cyclohexene In dichloromethane at 15 - 20℃; for 0.2h; Irradiation; Yields of byproduct given; | A 7% B n/a C n/a |
N-bromo-trifluoroacetamide
cyclohexene
A
2,2,2-trifluoroacetamide
(+/-)-trifluoroacetic acid-(trans-2-bromo-cyclohexylamide)
N-((1R,2S)-2-Bromo-cyclohexyl)-2,2,2-trifluoro-acetamide
Conditions | Yield |
---|---|
In dichloromethane at 15 - 20℃; for 0.2h; Irradiation; Yield given. Yields of byproduct given; | A 7% B n/a C n/a |
methyl 4,4,4-trifluoroacetoacetate
A
acetamide
B
2,2,2-trifluoroacetamide
C
3-amino-4,4,4-trifluorobut-2-enoic acid
Conditions | Yield |
---|---|
With ammonia In diethyl ether at 100℃; for 10h; Product distribution; NH3 amount dependence; | A n/a B n/a C 5% |
Conditions | Yield |
---|---|
With ammonia In diethyl ether |
Conditions | Yield |
---|---|
With hydrogenchloride In diethyl ether |
N-(trimethylsilyl)trifluoroacetamide
2,2,2-trifluoroacetamide
Conditions | Yield |
---|---|
With boron trifluoride |
Conditions | Yield |
---|---|
With ammonia In benzene |
2,2-Dibromo-4,4,4-trifluoro-3-oxo-butyric acid methyl ester
A
dibromoacetamide
B
2,2,2-trifluoroacetamide
Conditions | Yield |
---|---|
With ammonia In diethyl ether at -40 - -10℃; Yield given. Yields of byproduct given; |
Conditions | Yield |
---|---|
With ammonia In diethyl ether at -40 - -10℃; Yield given. Yields of byproduct given; |
2,2,2-trifluoroacetyl isocyanate
trifluorothioacetic acid
A
2,2,2-trifluoroacetamide
B
bistrifluoroacetamide
Conditions | Yield |
---|---|
Yield given; |
glycolic Acid
N,O-bis(trimethylsilyl)trifluoroacetamide
A
2,2,2-trifluoroacetamide
B
trimethylsilyl [(trimethylsilyl)oxy]acetate
C
N-(trimethylsilyl)trifluoroacetamide
Conditions | Yield |
---|---|
In hexane; dichloromethane at 60℃; for 0.666667h; Substitution; |
LACTIC ACID
N,O-bis(trimethylsilyl)trifluoroacetamide
A
2,2,2-trifluoroacetamide
B
propanoic acid,2-[(trimethylsilyl)oxy] trimethylsilyl ester
C
N-(trimethylsilyl)trifluoroacetamide
Conditions | Yield |
---|---|
In hexane; dichloromethane at 60℃; for 0.666667h; Substitution; |
1,5-pentanedioic acid
N,O-bis(trimethylsilyl)trifluoroacetamide
A
2,2,2-trifluoroacetamide
B
bis-trimethylsilyl glutarate
C
N-(trimethylsilyl)trifluoroacetamide
Conditions | Yield |
---|---|
In hexane; dichloromethane at 60℃; for 0.666667h; Substitution; |
Adipic acid
N,O-bis(trimethylsilyl)trifluoroacetamide
A
2,2,2-trifluoroacetamide
B
Bis(trimethylsilyl) adipate
C
N-(trimethylsilyl)trifluoroacetamide
Conditions | Yield |
---|---|
In hexane; dichloromethane at 60℃; for 0.666667h; Substitution; |
oenanthic acid
N,O-bis(trimethylsilyl)trifluoroacetamide
A
2,2,2-trifluoroacetamide
B
l'heptanoate de trimethylsilyle
C
N-(trimethylsilyl)trifluoroacetamide
Conditions | Yield |
---|---|
In hexane; dichloromethane at 60℃; for 0.666667h; Substitution; |
Octanoic acid
N,O-bis(trimethylsilyl)trifluoroacetamide
A
2,2,2-trifluoroacetamide
B
N-(trimethylsilyl)trifluoroacetamide
Conditions | Yield |
---|---|
In hexane; dichloromethane at 60℃; for 0.666667h; Substitution; |
malonic acid
N,O-bis(trimethylsilyl)trifluoroacetamide
A
2,2,2-trifluoroacetamide
B
bis(trimethylsilyl) malonate
C
N-(trimethylsilyl)trifluoroacetamide
Conditions | Yield |
---|---|
In hexane; dichloromethane at 60℃; for 0.666667h; Substitution; |
2,2,2-trifluoroacetamide
N-(trimethylstannyl)-2,2,2-trifluoroacetamide
Conditions | Yield |
---|---|
In benzene byproducts: water; absence of moisture; equimolar amts., refluxing for 3 h (distn. off of water); solvent removal (vac.); | 100% |
2,2,2-trifluoroacetamide
2-(4-(trifluoromethyl)phenyl)-4,5-dihydrooxazole
Conditions | Yield |
---|---|
With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; [bis(acetoxy)iodo]benzene In dichloromethane at 40℃; for 16h; Inert atmosphere; regioselective reaction; | 100% |
Conditions | Yield |
---|---|
With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; [bis(acetoxy)iodo]benzene In dichloromethane at 40℃; for 16h; Inert atmosphere; regioselective reaction; | 100% |
2-(4-methoxyphenyl)-4,5-dihydrooxazole
2,2,2-trifluoroacetamide
Conditions | Yield |
---|---|
With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; [bis(acetoxy)iodo]benzene In dichloromethane at 40℃; for 16h; Inert atmosphere; regioselective reaction; | 100% |
With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; [bis(acetoxy)iodo]benzene In dichloromethane at 40℃; for 16h; Schlenk technique; Inert atmosphere; Sealed tube; | 100% |
2,2,2-trifluoroacetamide
Conditions | Yield |
---|---|
With dirhodium tetraacetate; [bis(acetoxy)iodo]benzene; magnesium oxide In dichloromethane for 3h; Reflux; | 100% |
2,2,2-trifluoroacetamide
Conditions | Yield |
---|---|
With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; sodium hydride In tetrahydrofuran at 20℃; for 2h; | 100% |
2,2,2-trifluoroacetamide
Conditions | Yield |
---|---|
Stage #1: 2,2,2-trifluoroacetamide With potassium hexamethylsilazane In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; Stage #2: (S)-2-methyl-1-[(2-nitrophenyl)sulfonyl]aziridine In tetrahydrofuran; dichloromethane at 20℃; for 18h; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
With copper(II) oxide at 400℃; under 750.075 Torr; for 10h; Gas phase; | 99.1% |
With pyridine; pivaloyl chloride; trifluoroacetic acid at 20℃; for 5h; Product distribution / selectivity; | 92% |
With phosphorus pentoxide Heating; | 90% |
2,2,2-trifluoroacetamide
N-Methoxymethylmonoaza-15-crown-5 ether
2,2,2-Trifluoro-N-(1,4,7,10-tetraoxa-13-aza-cyclopentadec-13-ylmethyl)-acetamide
Conditions | Yield |
---|---|
In tetrachloromethane Heating; | 99% |
2,2,2-trifluoroacetamide
4-bromo-N,N-dimethylaniline
2,2,2-trifluoro-(4-N,N-dimethyphenyl)acetamide
Conditions | Yield |
---|---|
With potassium carbonate; N,N`-dimethylethylenediamine; copper(l) iodide In 1,4-dioxane at 75℃; | 99% |
Conditions | Yield |
---|---|
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; 1,1'-bis(diphenylphosphino)ferrocene In toluene at 100℃; for 3h; Inert atmosphere; optical yield given as %de; stereoselective reaction; | 99% |
Conditions | Yield |
---|---|
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; 1,1'-bis(diphenylphosphino)ferrocene In toluene at 100℃; for 3h; Inert atmosphere; optical yield given as %de; stereoselective reaction; | 99% |
2,2,2-trifluoroacetamide
1-isocyanato-2-(2-phenylethynyl)benzene
C17H11F3N2O2
Conditions | Yield |
---|---|
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; 1,1'-bis(diphenylphosphino)ferrocene In toluene at 100℃; for 3h; Inert atmosphere; optical yield given as %de; stereoselective reaction; | 99% |
7-bromo-hept-1-ene
2,2,2-trifluoroacetamide
2,2,2-trifluoro-N-(hept-6-en-1-yl)acetamide
Conditions | Yield |
---|---|
Stage #1: 2,2,2-trifluoroacetamide With sodium hydride In N,N-dimethyl-formamide at 0℃; Inert atmosphere; Stage #2: 7-bromo-hept-1-ene In N,N-dimethyl-formamide at 50℃; for 3h; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
Stage #1: 2,2,2-trifluoroacetamide With sodium hydride In N,N-dimethyl-formamide at 0℃; Inert atmosphere; Stage #2: bromopentene In N,N-dimethyl-formamide at 50℃; for 3h; Inert atmosphere; | 99% |
Stage #1: 2,2,2-trifluoroacetamide With sodium hydride In N,N-dimethyl-formamide; paraffin oil at 20℃; for 2h; Stage #2: bromopentene In N,N-dimethyl-formamide; paraffin oil at 50℃; for 21h; | 63% |
2,2,2-trifluoroacetamide
Conditions | Yield |
---|---|
Stage #1: 2,2,2-trifluoroacetamide With potassium hexamethylsilazane In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; Stage #2: (S)-2-benzyl-1-((2-nitrophenyl)sulfonyl)aziridine In tetrahydrofuran; dichloromethane at 20℃; for 18h; Inert atmosphere; | 99% |
2,2,2-trifluoroacetamide
[1-(1-Cyano-3-methyl-butylcarbamoyl)-2-phenyl-ethyl]-carbamic acid methyl ester
{1-[4-Isobutyl-5-(2,2,2-trifluoro-acetylamino)-oxazol-2-yl]-2-phenyl-ethyl}-carbamic acid methyl ester
Conditions | Yield |
---|---|
trifluoroacetic acid | 98% |
2,2,2-trifluoroacetamide
Cbz-l-Leu-dl-Phe-N-benzyl amide
2-<1(S)-(carbobenzyloxyamino)-3-methylbutyl>-4-benzyl-5-(N-benzyltrifluoroacetamido)oxazole
Conditions | Yield |
---|---|
trifluoroacetic acid In dichloromethane | 98% |
2,2,2-trifluoroacetamide
6-Bromo-1-hexene
2,2,2-trifluoro-N-(hex-5-en-1-yl)acetamide
Conditions | Yield |
---|---|
Stage #1: 2,2,2-trifluoroacetamide With sodium hydride In N,N-dimethyl-formamide at 0℃; Inert atmosphere; Stage #2: 6-Bromo-1-hexene In N,N-dimethyl-formamide at 50℃; for 3h; Inert atmosphere; | 98% |
With sodium hydride 1) DMF, 0.5 h; 2) DMF, 80 deg C, 10 h; Yield given. Multistep reaction; |
2,2,2-trifluoroacetamide
diphenyl sulfide
S,S-diphenyl-N-(trifluoroacetyl)sulfilimine
Conditions | Yield |
---|---|
With [bis(acetoxy)iodo]benzene; magnesium oxide; dirhodium tetraacetate In dichloromethane at 20℃; for 6h; | 98% |
With rhodium(II) acetate dimer; [bis(acetoxy)iodo]benzene; magnesium oxide In dichloromethane at 20℃; for 18h; Inert atmosphere; |
2,2,2-trifluoroacetamide
4-bromo-1,1'-biphenyl
2,2,2-trifluoro-4'-phenylacetanilide
Conditions | Yield |
---|---|
With potassium carbonate; N,N`-dimethylethylenediamine; copper(l) iodide In 1,4-dioxane at 75℃; | 98% |
2,2,2-trifluoroacetamide
(3R)-4-(2-chloro-6-[(methylsulfinyl)methyl]-4-pyrimidinyl)-3-methylmorpholine
Conditions | Yield |
---|---|
With rhodium(II) acetate; [bis(acetoxy)iodo]benzene; magnesium oxide In dichloromethane at 20℃; for 16h; Inert atmosphere; | 98% |
With [bis(acetoxy)iodo]benzene; magnesium oxide; dirhodium tetraacetate In dichloromethane at 20℃; for 96h; | 82% |
With dirhodium tetraacetate; [bis(acetoxy)iodo]benzene; magnesium oxide In dichloromethane at 20℃; for 96h; | 82% |
With rhodium(II) acetate dimer; [bis(acetoxy)iodo]benzene In dichloromethane at 20℃; for 36h; Reagent/catalyst; | 64.82% |
Conditions | Yield |
---|---|
With potassium phosphate; [methanesulfonato2-dicyclohexylphosphino-2-(N,N-dimethylamino)biphenyl(2′-amino-1,1′-biphenyl-2-yl)palladium(II)] In toluene at 100℃; for 12h; Inert atmosphere; Sealed tube; Schlenk technique; | 98% |
2,2,2-trifluoroacetamide
Conditions | Yield |
---|---|
Stage #1: 2,2,2-trifluoroacetamide With potassium hexamethylsilazane In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; Stage #2: (S)-2-isobutyl-1-[(2-nitrophenyl)sulfonyl]aziridine In tetrahydrofuran; dichloromethane at 20℃; for 18h; Inert atmosphere; | 98% |
2,2,2-trifluoroacetamide
Conditions | Yield |
---|---|
With tris(2,2'-bipyridyl)ruthenium dichloride; sodium carbonate In 1,2-dichloro-ethane at 20℃; for 8h; Irradiation; | 98% |
2,2,2-trifluoroacetamide
3-(3-phenylpropyl-2-yn-1-ylidene)-2,4-pentanedione
Conditions | Yield |
---|---|
With tris(2,2'-bipyridyl)ruthenium dichloride; sodium carbonate In 1,2-dichloro-ethane at 20℃; for 8h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Irradiation; | 98% |
2,2,2-trifluoroacetamide
1-benzyloxy-3-tosyloxypropane
N-(3-Benzyloxypropyl)-2,2,2-trifluoroacetamide
Conditions | Yield |
---|---|
With potassium tert-butylate; sodium iodide In tetrahydrofuran for 4h; | 97% |
IUPAC Name: 2,2,2-Trifluoroacetamide
Following is the structure of Trifluoroacetamide (CAS NO.354-38-1):
Molecular Formula: C2H2F3NO
Molecular Weight: 113.04g/mol
Mol File: 354-38-1.mol
EINECS: 206-559-9
Melting Point: 65-70 °C(lit.)
Boiling point: 162.5 °C(lit.)
Storage Temperature: Store at RT.
Flash Point: 162-164 °C
Water Solubility: 460 g/L (20 °C)
Surface Tension: 21.4 dyne/cm
Enthalpy of Vaporization: 39.91 kJ/mol
Vapour Pressure: 2.16 mmHg at 25°C
XLogP3-AA: 0.1
H-Bond Donor: 1
H-Bond Acceptor: 4
Appearance of Trifluoroacetamide (CAS NO.354-38-1): White to pale yellow or beige crystalline powder
Product Categories of Trifluoroacetamide (CAS NO.354-38-1): Amides; Carbonyl Compounds; Organic Building Blocks
Canonical SMILES: C(=O)(C(F)(F)F)N
InChI: InChI=1S/C2H2F3NO/c3-2(4,5)1(6)7/h(H2,6,7)
InChIKey: NRKYWOKHZRQRJR-UHFFFAOYSA-N
Safety Information of Trifluoroacetamide (CAS NO.354-38-1):
Hazard Codes: Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-37/39
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
S37/39:Wear suitable gloves and eye/face protection.
Trifluoroacetamide , its CAS NO. is 354-38-1, the synonyms are 2,2,2-Trifluoroacetamide ; Acetamide, 2,2,2-trifluoro- ; 2,2,2-Trifluoro-acetamide .
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