4'-Bromo-2'-phenylacetanilide

Base Information

• Chemical Name: 4'-Bromo-2'-phenylacetanilide
• CAS No.: 7147-52-6
• Molecular Formula: C14H12 Br N O
• Molecular Weight: 290.159
• Hs Code.: 2924297099
• European Community (EC) Number: 636-119-5
• NSC Number: 50999
• DSSTox Substance ID: DTXSID30919454
• Nikkaji Number: J1.392.751K
• Wikidata: Q82891969
• Mol file: 7147-52-6.mol

Synonyms:7147-52-6;n-(5-bromobiphenyl-2-yl)acetamide;4'-Bromo-2'-phenylacetanilide;N-(4-bromo-2-phenylphenyl)acetamide;N-(5-Bromo-[1,1'-biphenyl]-2-yl)acetamide;NSC50999;Oprea1_837715;SCHEMBL99089;DTXSID30919454;2-phenyl-4-bromo-N-acetylaniline;NSC-50999;AKOS024324713;FT-0730473;N-(5-Bromo[1,1'-biphenyl]-2-yl)acetamide #;Acetamide, N-[5-bromo-(1,1'-biphenyl)-2-yl]-;SR-01000204371;N-(5-Bromo[1,1'-biphenyl]-2-yl)ethanimidic acid;SR-01000204371-1

Chemical Property of 4'-Bromo-2'-phenylacetanilide

Chemical Property:

• Vapor Pressure: 9.99E-07mmHg at 25°C
• Boiling Point: 403.7°Cat760mmHg
• Flash Point: 197.9°C
• PSA: 29.10000
• Density: 1.422g/cm³
• LogP: 4.14750
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 289.01023
• Heavy Atom Count: 17
• Complexity: 263

Purity/Quality:

99% ^*data from raw suppliers

4'-Bromo-2'-phenylacetanilide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)NC1=C(C=C(C=C1)Br)C2=CC=CC=C2

Technology Process of 4'-Bromo-2'-phenylacetanilide

There total 12 articles about 4'-Bromo-2'-phenylacetanilide 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: 75.0%

4-bromoacetanilide (103-88-8) + phenylboronic acid (98-80-6) → N-(5-bromo-[1,1'-biphenyl]-2-yl)acetamide (7147-52-6)

Guidance literature:

With silver hexafluoroantimonate; [RhCl₂(p-cymene)]2; copper(II) bis(trifluoromethanesulfonate); silver(l) oxide; In tetrahydrofuran; at 110 ℃; for 20h; regioselective reaction; Inert atmosphere; Glovebox;

DOI:10.1039/c3cc49398a

Reference yield:

2-acetamidobiphenyl (2113-47-5) → N-(5-bromo-[1,1'-biphenyl]-2-yl)acetamide (7147-52-6)

Guidance literature:

With bromine; acetic acid;

Reference yield:

2-phenylaniline (90-41-5) → N-(5-bromo-[1,1'-biphenyl]-2-yl)acetamide (7147-52-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 0 °C

2: glacial acetic acid; bromine

With bromine; acetic acid;

upstream raw materials:

2-acetamidobiphenyl

N-biphenyl-2-yl-N-bromo-acetamide

ethanol

acetic acid

Downstream raw materials:

2-bromobenzo[9,10]phenanthrene

2-benzamido-5-bromobiphenyl

N-(3,5-dibromo-biphenyl-2-yl)-benzamide

3,5-dibromo-1,1′-biphenyl

Refernces

• 1、 Chinnagolla, Ravi Kiran,Jeganmohan, Masilamani. "Ruthenium-catalyzed ortho-arylation of acetanilides with aromatic boronic acids: An easy route to prepare phenanthridines and carbazoles". supporting information. p. 2442 - 2444. Retrieved 2014/03/21.