354-38-1

Basic information

• Product Name: Trifluoroacetamide
• Synonyms: Three fluoroacetaMide;2,2,2-TRIFLUOROACETAMIDE;TRIFLUOROACETAMIDE;TRIFLUOROACETIC ACID AMIDE;2,2,2-trifluoro-acetamid;CF3CONH2;Triflouroacetamide;TRIFLUOROACETAMIDE 98%
• CAS NO: 354-38-1
• Molecular Formula: C₂H₂F₃NO
• Molecular Weight: 113.04
• EINECS: 206-559-9
• Product Categories: Amides;Carbonyl Compounds;Organic Building Blocks
• Mol File: 354-38-1.mol
• Article Data: 56

Chemical Properties

• Melting Point: 65-70 °C(lit.)
• Boiling Point: 162.5 °C(lit.)
• Flash Point: 162-164°C
• Appearance: White to pale yellow or beige/Crystalline Powder or Crystals
• Density: 1.4176 (estimate)
• Vapor Pressure: 139mmHg at 25°C
• Storage Temp.: Store at RT.
• Solubility: 460 g/L (20°C)
• PKA: 12.33±0.50(Predicted)
• Water Solubility: 460 g/L (20 ºC)
• BRN: 1753625
• CAS DataBase Reference: Trifluoroacetamide(CAS DataBase Reference)
• NIST Chemistry Reference: Trifluoroacetamide(354-38-1)
• EPA Substance Registry System: Trifluoroacetamide(354-38-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39
• RIDADR: 1759
• WGK Germany: 3
• TSCA: T
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 354-38-1(Hazardous Substances Data)

Usage

Chemical Properties

white to pale yellow or beige crystalline powder

Uses

2,2,2-Trifluoroacetamide used in a convenient alternative to the Gabriel synthesis of primary amines from halides by N-alkylation followed by cleavage of the readily-hydrolyzed trifluoroacetyl group and for improved N-alkylation under phase-transfer conditions allowing successive alkylation with different alkyl groups.

Application

Trifluoroacetamide was used as probe for determination of membrane potential and extra/intracellular volume of erythrocytes by fluorine-19 NMR studies.

Preparation

One-pot synthetic approach to produce trifluoroacetamide has been developed using an electrochemical method with the B12 complex as a catalyst under mild conditions, in open air at room temperature. Thirty examples of trifluoroacetamide were synthesized from 1,1,1-trichloro-2,2,2-trifluoroethane (CFC-113a) in moderate to good yields. This user-friendly strategy is compatible with a broad range of trifluoroacetamide syntheses. 10.1142/S1088424621500292

General Description

Trifluoroacetamide is a good quencher of tryptophan fluorescence.

InChI:InChI=1/C4ClF10P/c5-16(3(12,13)1(6,7)8)4(14,15)2(9,10)11

Synthetic route

ethyl trifluoroacetate, (383-63-1) → 2,2,2-trifluoroacetamide (354-38-1)

Conditions	Yield
With hydrogenchloride; triethylamine In ethanol; ethyl acetate	100%
With diethyl ether; ammonia
With methanol; ammonia

trifluoroacetyl fluoride (354-34-7) → 2,2,2-trifluoroacetamide (354-38-1)

Conditions	Yield
With methylamine at 150℃; under 750.075 Torr; for 10h; Gas phase;	99.1%

nitropentafluoroacetone (3888-00-4) → difluoro-nitro-methane (1493-05-6) + 2,2,2-trifluoroacetamide (354-38-1)

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 (52225-57-7) + N-ethyl-N-phenylamine (103-69-5) → 2-(4-(ethylamino)phenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol (65797-85-5) + hexafluoroacetone hydrate (677-71-4) + 2,2,2-trifluoroacetamide (354-38-1) + 2,4,4-tris(trifluoromethyl)-1-ethyl-1,4-dihydroquinazoline (106119-57-7) + N-[1-(Ethyl-phenyl-amino)-2,2,2-trifluoro-1-trifluoromethyl-ethyl]-2,2,2-trifluoro-acetamide

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 (89567-94-2) → 2,2,2-trifluoroacetamide (354-38-1) + methyl (p-bromophenyl)selenium dichloride (78238-44-5)

Conditions	Yield
With acetyl chloride In chloroform at 20℃; for 3h;	A 55% B 85%

1-(2,2,2-trifluoroacetyl)-3-(E)-styrylurea (84353-59-3) → 2,2,2-trifluoroacetamide (354-38-1) + (E)-N-(2-phenylethenyl)-2,2,2-trifluoroacetamide (84353-56-0)

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 (84353-55-9) → 2,2,2-trifluoroacetamide (354-38-1) + (E)-N-(2-phenylethenyl)-2,2,2-trifluoroacetamide (84353-56-0)

Conditions	Yield
In neat (no solvent) at 230℃; for 0.5h;	A 69% B 19%

1-(2,2,2-trifluoroacetyl)-3-(E)-styrylurea (84353-59-3) → 2,2,2-trifluoroacetamide (354-38-1)

Conditions	Yield
In neat (no solvent) at 230℃; for 0.333333h;	68%

dimedone (126-81-8) + N-(trifluoroacetyl)-di(p-methoxyphenyl)tellurimide (77571-23-4, 78780-20-8, 78780-21-9) → 2,2,2-trifluoroacetamide (354-38-1) + di(p-metoxyphenyl)telluroniodimedonide (57857-72-4)

Conditions	Yield
In chloroform Ambient temperature; overnight;	A 58% B 67%

trifluoroacetic acid (76-05-1) → 2,2,2-trifluoroacetamide (354-38-1)

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 (233257-02-8) → 2,2,2-trifluoroacetamide (354-38-1) + tri-o-tolylbismuth (10050-08-5)

Conditions	Yield
In benzene 60°C, 48 h;	A n/a B 61%

2,5-bis(trifluoromethyl)-1,3,4-oxadiazole (1868-48-0) + 2,3-dimethyl-buta-1,3-diene (513-81-5) → 4-(trifluoromethyl)-2-ethoxycarbonyl-1,6-dimethyl-3-oxatricyclo[2.2.1.02,6]heptane + 2,2,2-trifluoroacetamide (354-38-1) + 2-(trifluoromethyl)-4,5-dimethylpyridine (100696-00-2)

Conditions	Yield
at 150℃; for 18h;	A 32% B 15% C 30%

2-trifluoromethyl-5-ethoxycarbonyl-1,3,4-oxadiazole (944903-98-4) + 2,3-dimethyl-buta-1,3-diene (513-81-5) → 4-(trifluoromethyl)-2-ethoxycarbonyl-1,6-dimethyl-3-oxatricyclo[2.2.1.02,6]-heptane + 2,2,2-trifluoroacetamide (354-38-1) + 2-(trifluoromethyl)-4,5-dimethylpyridine (100696-00-2)

Conditions	Yield
at 150℃; for 14h;	A 27% B n/a C n/a

N-bromo-trifluoroacetamide (359-45-5) → 2,2,2-trifluoroacetamide (354-38-1) + (+/-)-trifluoroacetic acid-(trans-2-bromo-cyclohexylamide) (78162-82-0, 78174-04-6) + N-((1R,2S)-2-Bromo-cyclohexyl)-2,2,2-trifluoro-acetamide (78162-82-0, 78174-04-6)

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 (359-45-5) + cyclohexene (110-83-8) → 2,2,2-trifluoroacetamide (354-38-1) + (+/-)-trifluoroacetic acid-(trans-2-bromo-cyclohexylamide) (78162-82-0, 78174-04-6) + N-((1R,2S)-2-Bromo-cyclohexyl)-2,2,2-trifluoro-acetamide (78162-82-0, 78174-04-6)

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 (83643-84-9) → acetamide (60-35-5) + 2,2,2-trifluoroacetamide (354-38-1) + 3-amino-4,4,4-trifluorobut-2-enoic acid (107638-26-6)

Conditions	Yield
With ammonia In diethyl ether at 100℃; for 10h; Product distribution; NH3 amount dependence;	A n/a B n/a C 5%

nitropentafluoroacetone (3888-00-4) → 2,2,2-trifluoroacetamide (354-38-1)

Conditions	Yield
With ammonia In diethyl ether

2,2,2-trifluoroacetimidic acid methyl ester (815-07-6) → 2,2,2-trifluoroacetamide (354-38-1)

Conditions	Yield
With hydrogenchloride In diethyl ether

N-(trimethylsilyl)trifluoroacetamide (55982-15-5) → 2,2,2-trifluoroacetamide (354-38-1)

Conditions	Yield
With boron trifluoride

benzhydryl 2,2,2-trifluoroacetate (844-40-6) → 2,2,2-trifluoroacetamide (354-38-1)

Conditions	Yield
With ammonia In benzene

2,2-Dibromo-4,4,4-trifluoro-3-oxo-butyric acid methyl ester (93032-04-3) → dibromoacetamide (598-70-9) + 2,2,2-trifluoroacetamide (354-38-1)

Conditions	Yield
With ammonia In diethyl ether at -40 - -10℃; Yield given. Yields of byproduct given;

(E)-2-Chloro-4,4,4-trifluoro-3-hydroxy-but-2-enoic acid methyl ester → 2,2,2-trifluoroacetamide (354-38-1) + Chloroacetamide (79-07-2)

Conditions	Yield
With ammonia In diethyl ether at -40 - -10℃; Yield given. Yields of byproduct given;

2,2,2-trifluoroacetyl isocyanate (14565-32-3) + trifluorothioacetic acid (2925-25-9) → 2,2,2-trifluoroacetamide (354-38-1) + bistrifluoroacetamide (407-24-9)

Conditions	Yield
Yield given;

glycolic Acid (79-14-1) + N,O-bis(trimethylsilyl)trifluoroacetamide (25561-30-2) → 2,2,2-trifluoroacetamide (354-38-1) + trimethylsilyl [(trimethylsilyl)oxy]acetate (33581-77-0) + N-(trimethylsilyl)trifluoroacetamide (55982-15-5)

Conditions	Yield
In hexane; dichloromethane at 60℃; for 0.666667h; Substitution;

LACTIC ACID (849585-22-4) + N,O-bis(trimethylsilyl)trifluoroacetamide (25561-30-2) → 2,2,2-trifluoroacetamide (354-38-1) + propanoic acid,2-[(trimethylsilyl)oxy] trimethylsilyl ester (17596-96-2) + N-(trimethylsilyl)trifluoroacetamide (55982-15-5)

Conditions	Yield
In hexane; dichloromethane at 60℃; for 0.666667h; Substitution;

1,5-pentanedioic acid (110-94-1) + N,O-bis(trimethylsilyl)trifluoroacetamide (25561-30-2) → 2,2,2-trifluoroacetamide (354-38-1) + bis-trimethylsilyl glutarate (55494-07-0) + N-(trimethylsilyl)trifluoroacetamide (55982-15-5)

Conditions	Yield
In hexane; dichloromethane at 60℃; for 0.666667h; Substitution;

Adipic acid (124-04-9) + N,O-bis(trimethylsilyl)trifluoroacetamide (25561-30-2) → 2,2,2-trifluoroacetamide (354-38-1) + Bis(trimethylsilyl) adipate (18105-31-2) + N-(trimethylsilyl)trifluoroacetamide (55982-15-5)

Conditions	Yield
In hexane; dichloromethane at 60℃; for 0.666667h; Substitution;

oenanthic acid (111-14-8) + N,O-bis(trimethylsilyl)trifluoroacetamide (25561-30-2) → 2,2,2-trifluoroacetamide (354-38-1) + l'heptanoate de trimethylsilyle (25435-96-5) + N-(trimethylsilyl)trifluoroacetamide (55982-15-5)

Conditions	Yield
In hexane; dichloromethane at 60℃; for 0.666667h; Substitution;

Octanoic acid (124-07-2) + N,O-bis(trimethylsilyl)trifluoroacetamide (25561-30-2) → 2,2,2-trifluoroacetamide (354-38-1) + N-(trimethylsilyl)trifluoroacetamide (55982-15-5) + octanoic acid, trimethylsilyl ester

Conditions	Yield
In hexane; dichloromethane at 60℃; for 0.666667h; Substitution;

malonic acid (141-82-2) + N,O-bis(trimethylsilyl)trifluoroacetamide (25561-30-2) → 2,2,2-trifluoroacetamide (354-38-1) + bis(trimethylsilyl) malonate (18457-04-0) + N-(trimethylsilyl)trifluoroacetamide (55982-15-5)

Conditions	Yield
In hexane; dichloromethane at 60℃; for 0.666667h; Substitution;

trimethylstannyl hydroxide + 2,2,2-trifluoroacetamide (354-38-1) → N-(trimethylstannyl)-2,2,2-trifluoroacetamide (152071-56-2)

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 (354-38-1) + 2-(4-(trifluoromethyl)phenyl)-4,5-dihydrooxazole (286367-11-1) → C12H8F6N2O2

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%

2,2,2-trifluoroacetamide (354-38-1) + 2-(4-Nitrophenyl)-4,5-dihydrooxazole (7465-63-6) → C11H8F3N3O4

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 (13676-94-3) + 2,2,2-trifluoroacetamide (354-38-1) → 2,2,2-trifluoro-N-[2-(4-methoxyphenyl)-4,5-dihydrooxazole]acetamide

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 (354-38-1) + tert-butyl 2-thia-6-azaspiro[3.3]heptane-6-carboxylate 2-oxide → tert-butyl 2-((2,2,2-trifluoroacetyl)imino)-2λ6-thia-6-azaspiro[3.3]heptane-6-carboxylate 2-oxide

Conditions	Yield
With dirhodium tetraacetate; [bis(acetoxy)iodo]benzene; magnesium oxide In dichloromethane for 3h; Reflux;	100%

2,2,2-trifluoroacetamide (354-38-1) + 4-bromo-N-isopropyl-N-(4-methoxy-2-methylphenyl)-3-methylsulfanylbenzenesulfonamide → (E)-N-((2-bromo-5-(N-isopropyl-N-(4-methoxy-2-methylphenyl)sulfamoyl)phenyl)(methyl)-λ4-sulfanylidene)-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%

(S)-2-methyl-1-[(2-nitrophenyl)sulfonyl]aziridine + 2,2,2-trifluoroacetamide (354-38-1) → (S)-2,2,2-trifluoro-N-{2-[(2-nitrophenyl)sulfonamido]propyl}acetamide

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%

2,2,2-trifluoroacetamide (354-38-1) → trifluoroacetonitrile (353-85-5)

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 (354-38-1) + N-Methoxymethylmonoaza-15-crown-5 ether (91043-70-8) → 2,2,2-Trifluoro-N-(1,4,7,10-tetraoxa-13-aza-cyclopentadec-13-ylmethyl)-acetamide (127846-31-5)

Conditions	Yield
In tetrachloromethane Heating;	99%

2,2,2-trifluoroacetamide (354-38-1) + 4-bromo-N,N-dimethylaniline (586-77-6) → 2,2,2-trifluoro-(4-N,N-dimethyphenyl)acetamide (41116-22-7)

Conditions	Yield
With potassium carbonate; N,N`-dimethylethylenediamine; copper(l) iodide In 1,4-dioxane at 75℃;	99%

2,2,2-trifluoroacetamide (354-38-1) + C16H11NO (1072123-51-3) → C18H13F3N2O2 (1152309-94-8)

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 (354-38-1) + C15H8BrNO (1152309-83-5) → C17H10BrF3N2O2 (1152309-97-1)

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 (354-38-1) + 1-isocyanato-2-(2-phenylethynyl)benzene (220466-11-5) → C17H11F3N2O2 (1152309-90-4)

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 (4117-09-3) + 2,2,2-trifluoroacetamide (354-38-1) → 2,2,2-trifluoro-N-(hept-6-en-1-yl)acetamide (1268372-73-1)

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%

2,2,2-trifluoroacetamide (354-38-1) + bromopentene (1119-51-3) → 2,2,2-trifluoro-N-(pent-4-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: 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 (354-38-1) + (S)-2-benzyl-1-((2-nitrophenyl)sulfonyl)aziridine → (S)-2,2,2-trifluoro-N-{2-[(2-nitrophenyl)sulfonamido]-3-phenylpropyl}acetamide

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 (354-38-1) + [1-(1-Cyano-3-methyl-butylcarbamoyl)-2-phenyl-ethyl]-carbamic acid methyl ester (89384-43-0) → {1-[4-Isobutyl-5-(2,2,2-trifluoro-acetylamino)-oxazol-2-yl]-2-phenyl-ethyl}-carbamic acid methyl ester (89384-44-1)

Conditions	Yield
trifluoroacetic acid	98%

2,2,2-trifluoroacetamide (354-38-1) + Cbz-l-Leu-dl-Phe-N-benzyl amide (89384-49-6, 150957-49-6) → 2-<1(S)-(carbobenzyloxyamino)-3-methylbutyl>-4-benzyl-5-(N-benzyltrifluoroacetamido)oxazole (87783-99-1)

Conditions	Yield
trifluoroacetic acid In dichloromethane	98%

2,2,2-trifluoroacetamide (354-38-1) + 6-Bromo-1-hexene (2695-47-8) → 2,2,2-trifluoro-N-(hex-5-en-1-yl)acetamide (183439-11-4)

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 (354-38-1) + diphenyl sulfide (139-66-2) → S,S-diphenyl-N-(trifluoroacetyl)sulfilimine (87446-53-5)

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 (354-38-1) + 4-bromo-1,1'-biphenyl (92-66-0) → 2,2,2-trifluoro-4'-phenylacetanilide (347-37-5)

Conditions	Yield
With potassium carbonate; N,N`-dimethylethylenediamine; copper(l) iodide In 1,4-dioxane at 75℃;	98%

2,2,2-trifluoroacetamide (354-38-1) + (3R)-4-(2-chloro-6-[(methylsulfinyl)methyl]-4-pyrimidinyl)-3-methylmorpholine (1352227-18-9) → N-[({2-chloro-6-[(3R)-3-methylmorpholin-4-yl]pyrimidin-4-yl}methyl)(methyl)oxido-λ6-sulfanylidene]-2,2,2-trifluoroacetamide

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%

2,2,2-trifluoroacetamide (354-38-1) + C3H13B10I → C6H16B10F3NO

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 (354-38-1) + (S)-2-isobutyl-1-[(2-nitrophenyl)sulfonyl]aziridine → (S)-2,2,2-trifluoro-N-{4-methyl-2-[(2-nitrophenyl)sulfonamido]pentyl}acetamide

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 (354-38-1) + C17H16O2 → N-((6,6-dimethyl-4-oxo-4,5,6,7-tetrahydrobenzofuran-2-yl)(phenyl)methyl)-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 (354-38-1) + 3-(3-phenylpropyl-2-yn-1-ylidene)-2,4-pentanedione (67082-95-5) → N-((4-acetyl-5-methylfuran-2-yl)(phenyl)methyl)-2,2,2-trifluoroacetamide

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 (354-38-1) + 1-benzyloxy-3-tosyloxypropane (120758-24-9) → N-(3-Benzyloxypropyl)-2,2,2-trifluoroacetamide (185854-00-6)

Conditions	Yield
With potassium tert-butylate; sodium iodide In tetrahydrofuran for 4h;	97%

Upstream product

• 3888-00-4 nitropentafluoroacetone 
• 815-07-6 2,2,2-trifluoroacetimidic acid methyl ester 
• 126-81-8 dimedone 
• 77571-23-4 N-(trifluoroacetyl)-di(p-methoxyphenyl)tellurimide 
• 52225-57-7 2,2,2-trifluoro-N-{2,2,2-trifluoro-1-(trifluoromethyl) ethylidene}acetamide 
• 103-69-5 N-ethyl-N-phenylamine 
• 84353-55-9 1-(2,2,2-trifluoroacetyl)-3-<2-(2,2,2-trifluoroacetyloxy)-2-phenylethyl>urea 
• 93032-04-3 2,2-Dibromo-4,4,4-trifluoro-3-oxo-butyric acid methyl ester 
• 144-62-7 oxalic acid 
• 25561-30-2 N,O-bis(trimethylsilyl)trifluoroacetamide 
• 65-85-0 benzoic acid 
• 142-62-1 hexanoic acid 
• 72915-12-9 O-(2,3,4,5,6-pentafluorobenzyl)hydroxylamine hydrochloride 
• 141-46-8 Glycolaldehyde 

Downstream Products

• 2993-05-7 8-trifluoromethyl-7(9)H-purin-6-ylamine 
• 407-24-9 bistrifluoroacetamide 
• 61906-65-8 2-(2,2,2-trifluoroacetamido)benzothiazole 
• 25561-30-2 N,O-Bis(trimethylsilyl)trifluoroacetamide 
• 14565-32-3 2,2,2-trifluoroacetyl isocyanate 
• 65233-68-3 2,4-Dihydroxy-5-n-hexyl-trifluoracetophenon 
• 67219-30-1 2,2,2-trifluoro-N-thiazolo[5,4-b]pyridin-2-yl-acetamide 
• 73022-53-4 S-p-chlorophenyltrifluorothioacetimidate 
• 340-07-8 N-(trifluoroacetyl)piperidine 
• 2317-69-3 Di-trifluoracetyl-diaminopentan-(1,5) 
• 111-67-1 2-octene 
• 111-66-0 oct-1-ene 
• 51241-64-6 2,2,2-trifluoro-N-(octan-2-yl)acetamide 
• 84353-56-0 (E)-N-(2-phenylethenyl)-2,2,2-trifluoroacetamide 

Relevant articles and documents

Method for preparing perfluorinated nitrile through gas phase catalysis

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