N-[4-bromo-2-(trifluoromethoxy)phenyl]acetamide

Base Information

• Chemical Name: N-[4-bromo-2-(trifluoromethoxy)phenyl]acetamide
• CAS No.: 175278-18-9
• Molecular Formula: C9H7BrF3NO2
• Molecular Weight: 298.059
• Hs Code.: 2924297099
• European Community (EC) Number: 640-839-5
• DSSTox Substance ID: DTXSID20371345
• Wikidata: Q82158650
• Mol file: 175278-18-9.mol

Synonyms:175278-18-9;N-[4-bromo-2-(trifluoromethoxy)phenyl]acetamide;N-(4-Bromo-2-(trifluoromethoxy)phenyl)acetamide;4-Bromo-2-(Trifluoromethoxy)Acetanilide;1-Acetamido-4-bromo-2-(trifluoromethoxy)benzene;4'-bromo-2'-(trifluoromethoxy)acetanilide;Maybridge1_000061;MixCom1_000105;n1-[4-bromo-2-(trifluoromethoxy)phenyl]acetamide;SCHEMBL3503509;DTXSID20371345;SHHWWZMWTUTJPY-UHFFFAOYSA-N;CCG-46035;MFCD00203979;AKOS015888587;BS-21758;CS-0081114;FT-0617717;D74287;CC(NC(C=C1)=C(OC(F)(F)F)C=C1Br)=O;A812046;SR-01000635763-1

Chemical Property of N-[4-bromo-2-(trifluoromethoxy)phenyl]acetamide

Chemical Property:

• Melting Point: 135 °C
• Boiling Point: 302.4 °C at 760 mmHg
• PKA: 13.20±0.70(Predicted)
• Flash Point: 136.7 °C
• PSA: 38.33000
• Density: 1.664 g/cm³
• LogP: 3.37910
• Storage Temp.: Room temperature.
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 296.96123
• Heavy Atom Count: 16
• Complexity: 260

Purity/Quality:

97% ^*data from raw suppliers

4'-Bromo-2'-(trifluoromethoxy)acetanilide 97% ^*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

Useful:

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

Technology Process of N-[4-bromo-2-(trifluoromethoxy)phenyl]acetamide

There total 10 articles about N-[4-bromo-2-(trifluoromethoxy)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: 90.0%

N-(4-bromophenyl)-N-(trifluoromethoxy)acetamide → N-(4-bromo-2-(trifluoromethoxy)phenyl)acetamide (175278-18-9)

Guidance literature:

In nitromethane; at 80 ℃; for 14h; Inert atmosphere;

DOI:10.1002/anie.201409375

Reference yield: 72.0%

Togni's reagent II (887144-94-7) + N-acetyl-N-(4-bromophenyl)hydroxylamine (67274-48-0) → N-(4-bromo-2-(trifluoromethoxy)phenyl)acetamide (175278-18-9)

Guidance literature:

Togni's reagent II; N-acetyl-N-(4-bromophenyl)hydroxylamine; With sodium hydride; In dichloromethane; mineral oil; at 20 ℃; for 15h; Inert atmosphere;

With nitromethane; In dichloromethane; mineral oil; at 80 ℃; for 15h;

Reference yield: 66.0%

iodotrifluoromethane (2314-97-8,263005-66-9) + N-acetyl-N-(4-bromophenyl)hydroxylamine (67274-48-0) → N-(4-bromo-2-(trifluoromethoxy)phenyl)acetamide (175278-18-9)

Guidance literature:

iodotrifluoromethane; N-acetyl-N-(4-bromophenyl)hydroxylamine; With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; potassium carbonate; In acetonitrile; at -40 ℃; Irradiation;

In acetonitrile; at 80 ℃;

DOI:10.1039/c7sc01684k

upstream raw materials:

N-(4-iodophenyl)hydroxylamine

para-nitrophenyl bromide

p-nitrobenzene iodide

Togni's reagent II