Trifluoroacetamide

Base Information

• Chemical Name: Trifluoroacetamide
• CAS No.: 354-38-1
• Molecular Formula: C2H2F3NO
• Molecular Weight: 113.039
• Hs Code.: 29241900
• European Community (EC) Number: 206-559-9
• NSC Number: 9449
• UNII: 36MU16BYFK
• DSSTox Substance ID: DTXSID1059868
• Nikkaji Number: J157.866I
• Wikidata: Q27256578
• ChEMBL ID: CHEMBL117012
• Mol file: 354-38-1.mol

Synonyms:trifluoroacetamide

Chemical Property of Trifluoroacetamide

Chemical Property:

• Appearance/Colour: White to pale yellow or beige crystalline powder
• Vapor Pressure: 139mmHg at 25°C
• Melting Point: 65-70 °C(lit.)
• Boiling Point: 162.5 °C at 760 mmHg
• PKA: 12.33±0.50(Predicted)
• Flash Point: 52.1 °C
• PSA: 43.09000
• Density: 1.435 g/cm³
• LogP: 0.73430
• Storage Temp.: Store at RT.
• Solubility.: 460 g/L (20°C)
• Water Solubility.: 460 g/L (20 ºC)
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 113.00884817
• Heavy Atom Count: 7
• Complexity: 85.4

Purity/Quality:

98%, ^*data from raw suppliers

2,2,2-Trifluoroacetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Nitrogen Compounds
• Canonical SMILES: C(=O)(C(F)(F)F)N
• 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.

Technology Process of Trifluoroacetamide

There total 76 articles about Trifluoroacetamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

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

Guidance literature:

With hydrogenchloride; triethylamine; In ethanol; ethyl acetate;

Reference yield: 99.1%

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

Guidance literature:

With methylamine; at 150 ℃; for 10h; under 750.075 Torr; Gas phase;

Reference yield: 87.0%

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-hexafluoro-propan-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

Guidance literature:

In chloroform; at 20 ℃; for 1440h; Mechanism;

DOI:10.1007/BF00953713

upstream raw materials:

ethyl trifluoroacetate,

nitropentafluoroacetone

2,2,2-trifluoroacetimidic acid methyl ester

N-(trimethylsilyl)trifluoroacetamide

Downstream raw materials:

N-(2,2,2-trifluoroethyl)trifluoroacetamide

2-trifluoromethyl-1,7-dihydro-purin-6-one

Bromotrifluoromethane

2,2,2-trifluoroethanol

Refernces

• 1、 Yuwen, Jing,Brennessel, William W.,Jones, William D.. "Coordination or Oxidative Addition? Activation of N-H with [Tp′Rh(PMe3)]". supporting information. p. 557 - 566. Retrieved 2019/01/11.
• 2、 -. "Reagents and methods for direct labeling of nucleotides". Page/Page column. . Retrieved 2013/06/27.