n-[3,5-Bis(trifluoromethyl)phenyl]acetamide

Base Information

• Chemical Name: n-[3,5-Bis(trifluoromethyl)phenyl]acetamide
• CAS No.: 16143-84-3
• Molecular Formula: C10H7 F6 N O
• Molecular Weight: 271.162
• Hs Code.: 2924299090
• European Community (EC) Number: 664-946-1
• DSSTox Substance ID: DTXSID90352343
• Nikkaji Number: J1.564.883J
• Wikidata: Q82129424
• ChEMBL ID: CHEMBL602999
• Mol file: 16143-84-3.mol

Synonyms:16143-84-3;n-[3,5-bis(trifluoromethyl)phenyl]acetamide;3',5'-Bis(trifluoromethyl)acetanilide;3,5-Bis(Trifluoromethyl)Acetanilide;N-(3,5-Bis(trifluoromethyl)phenyl)acetamide;GNF-Pf-1581;1-acetamido-3,5-bis(trifluoromethyl)benzene;N1-[3,5-DI(TRIFLUOROMETHYL)PHENYL]ACETAMIDE;Maybridge1_000017;CBMicro_045192;MixCom1_000017;CHEMBL602999;SCHEMBL5773763;DTXSID90352343;Cl-4459;CCG-51616;MFCD00089454;AKOS003587357;BIM-0045353.P001;CS-0207397;FT-0614446;AB00102507-01;A810261;SR-01000640907-1;Acetoxylidide, .alpha.,.alpha.,.alpha.,.alpha.',.alpha.',.alpha.'-hexafluoro-

Chemical Property of n-[3,5-Bis(trifluoromethyl)phenyl]acetamide

Chemical Property:

• Vapor Pressure: 0.0108mmHg at 25°C
• Melting Point: 160 °C
• Boiling Point: 262.6°Cat760mmHg
• PKA: 14.03±0.70(Predicted)
• Flash Point: 112.6°C
• PSA: 29.10000
• Density: 1.43g/cm³
• LogP: 3.75560
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 271.04318282
• Heavy Atom Count: 18
• Complexity: 289

Purity/Quality:

99% ^*data from raw suppliers

3,5-Bis(Trifluoromethyl)Acetanilide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=CC(=CC(=C1)C(F)(F)F)C(F)(F)F

Technology Process of n-[3,5-Bis(trifluoromethyl)phenyl]acetamide

There total 9 articles about n-[3,5-Bis(trifluoromethyl)phenyl]acetamide 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: 97.0%

acetyl chloride (75-36-5) + 3,5-Bis-(trifluoromethyl)aniline (328-74-5) → (3,5-bis(trifluoromethyl)methyl)acetanilide (16143-84-3)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 0.25h;

DOI:10.1016/j.tetlet.2016.02.028

Reference yield: 95.0%

acetic anhydride (108-24-7) + 3,5-Bis-(trifluoromethyl)aniline (328-74-5) → (3,5-bis(trifluoromethyl)methyl)acetanilide (16143-84-3)

Guidance literature:

With N,N,N-trimethyl-2-(sulfooxy)ethanaminium chloride; In neat (no solvent); at 20 ℃; for 0.166667h; Milling; Green chemistry;

DOI:10.1016/j.tetlet.2017.03.023

Reference yield: 93.0%

ethyl acetate (141-78-6) + 3,5-Bis-(trifluoromethyl)aniline (328-74-5) → (3,5-bis(trifluoromethyl)methyl)acetanilide (16143-84-3)

Guidance literature:

With aluminum (III) chloride; triethylamine; at 25 ℃; for 0.166667h;

DOI:10.1007/s11164-012-0517-x

upstream raw materials:

acetic anhydride

3,5-Bis-(trifluoromethyl)aniline

1-nitro-3,5-bis(trifluoromethyl)benzene

ethyl acetate

Downstream raw materials:

3,5-bis(trifluoromethyl)-1,2-benzenediamine

(1R,2R)-N₁-(5,7-bis(trifluoromethyl)-1H-benzo[d]imidazol-2-yl)cyclohexane-1,2-diamine

(1R,2R)-N₁,N₂-bis(5,7-bis(trifluoromethyl)-1H-benzo[d]imidazol-2-yl)cyclohexane-1,2-diamine

Refernces

• 1、 Baek, Junghyun,Ban, Jaeyoung,Lim, Minkyung,Rhee, Hakjune,Shabbir, Saira. "Site-Specific Synthesis of Carbazole Derivatives through Aryl Homocoupling and Amination". . p. 917 - 927. Retrieved 2020/03/13.
• 2、 Kalla, Reddi Mohan Naidu,Lim, Jaehwa,Bae, Jaeyeong,Kim, Il. "Sulfated choline ionic liquid-catalyzed acetamide synthesis by grindstone method". supporting information. p. 1595 - 1599. Retrieved 2017/04/03.