2-Bromo-N-phenylacetamide

Base Information

• Chemical Name: 2-Bromo-N-phenylacetamide
• CAS No.: 5326-87-4
• Molecular Formula: C8H8BrNO
• Molecular Weight: 214.062
• Hs Code.: 2924299090
• NSC Number: 4080
• DSSTox Substance ID: DTXSID10201384
• Nikkaji Number: J443.957K
• Wikidata: Q83074595
• Mol file: 5326-87-4.mol

Synonyms:2-Bromo-N-phenylacetamide;5326-87-4;2-bromo-N-phenyl-acetamide;CCRIS 1812;NSC 4080;Bromacetanilid;2-Bromoacetoanilide;N-Phenylbromoacetamide;N-phenyl-2-bromoacetamide;2-bromo-n-phenyl acetamide;phenylcarbamoylmethyl bromide;(2-Bromoacetyl)amino benzene;phenylcarbamoyl methyl bromide;2-Bromo-N-phenylacetamide #;SCHEMBL230627;DTXSID10201384;NSC4080;BCP23227;CS-D0368;NSC-4080;MFCD00462518;STL066890;2-bromo-N-phenylacetamide, AldrichCPR;AKOS000319595;SB37542;Allyl2-chloro-1,1,2-trifluoroethylether;CS-15525;LS-188347;AM20040646;BB 0257989;FT-0683411;A868704;Q-103451;F3310-0572

Chemical Property of 2-Bromo-N-phenylacetamide

Chemical Property:

• Melting Point: 132 °C(Solv: ethanol (64-17-5); water (7732-18-5))
• Boiling Point: 353.3°Cat760mmHg
• PKA: 12.53±0.70(Predicted)
• Flash Point: 167.4°C
• PSA: 29.10000
• Density: 1.577g/cm³
• LogP: 2.09300
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 212.97893
• Heavy Atom Count: 11
• Complexity: 132

Purity/Quality:

99% ^*data from raw suppliers

2-bromo-N-phenylacetamide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 25-36
• Safety Statements: 26-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NC(=O)CBr

Technology Process of 2-Bromo-N-phenylacetamide

There total 12 articles about 2-Bromo-N-phenylacetamide 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%

2-Bromoacetyl bromide (598-21-0) + aniline (62-53-3) → N-(phenyl)bromoacetamide (5326-87-4)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/acs.jmedchem.6b00245

Reference yield: 85.0%

2-bromoacetyl chloride (22118-09-8) + aniline (62-53-3) → N-(phenyl)bromoacetamide (5326-87-4)

Guidance literature:

With triethylamine; In chloroform; at -50 - -15 ℃;

DOI:10.1021/jm00384a003

Reference yield: 82.0%

bromoacetic acid (79-08-3) + aniline (62-53-3) → N-(phenyl)bromoacetamide (5326-87-4)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/ol026736d

upstream raw materials:

2-Bromoacetyl bromide

aniline

2-bromoacetyl chloride

α-bromoacetophenone oxime

Downstream raw materials:

1-(phenylcarbamoyl-methyl)-pyridinium; bromide

glycolanilide

Acetanilid

Methyl 2-(N-phenylaminocarbonyl)acetate

Refernces

• 1、 Abdelhamid, Dalia,Abourehab, Mohammed A. S.,Abuo‐Rahma, Gamal El‐Din A.,Badr, Mohamed,Hassan, Abdelfattah,Hassan, Heba A.. "Design, synthesis, in vitro antiproliferative evaluation and in silico studies of new VEGFR-2 inhibitors based on 4-piperazinylquinolin-2(1H)-one scaffold". . . Retrieved 2022/01/31.
• 2、 Gao, Han,Wan, Yichao,Tan, Yuhuan,Luo, Xi,Li, Lin. "Synthesis and Antifungal Activity of New N-Aryl-2-(2-hydroxyphenylamino)ethylenediamine Derivatives". . p. 122 - 127. Retrieved 2021/02/21.