N-(4-bromo-2,6-dimethylphenyl)acetamide

Base Information

• Chemical Name: N-(4-bromo-2,6-dimethylphenyl)acetamide
• CAS No.: 119416-26-1
• Molecular Formula: C10H12BrNO
• Molecular Weight: 242.115
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID10358201
• Nikkaji Number: J1.596.380H
• Wikidata: Q82138596
• Mol file: 119416-26-1.mol

Synonyms:N-(4-bromo-2,6-dimethylphenyl)acetamide;119416-26-1;4-Bromo-2,6-dimethyl-N-acetylaniline;Acetamide, N-(4-bromo-2,6-dimethylphenyl)-;SCHEMBL1601877;DTXSID10358201;MFCD02637614;AKOS003229262;AS-9454;AC-12277;CS-0038366;10.14272/YDYWLULGRRSFLV-UHFFFAOYSA-N;W11658;doi:10.14272/YDYWLULGRRSFLV-UHFFFAOYSA-N;SR-01000232267;SR-01000232267-1;Z509521886

Chemical Property of N-(4-bromo-2,6-dimethylphenyl)acetamide

Chemical Property:

• Vapor Pressure: 0.000159mmHg at 25°C
• Refractive Index: 1.59
• Boiling Point: 331.1 °C at 760 mmHg
• PKA: 14.26±0.70(Predicted)
• Flash Point: 154.1 °C
• PSA: 29.10000
• Density: 1.413 g/cm³
• LogP: 3.09730
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 241.01023
• Heavy Atom Count: 13
• Complexity: 183

Purity/Quality:

99% ^*data from raw suppliers

N-(4-Bromo-2,6-dimethylphenyl)acetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1NC(=O)C)C)Br

Technology Process of N-(4-bromo-2,6-dimethylphenyl)acetamide

There total 6 articles about N-(4-bromo-2,6-dimethylphenyl)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: 47.0%

N-(2,6-dimethylphenyl)acetamide (2198-53-0) → N-(4-bromo-2,6-dimethylphenyl)acetamide (119416-26-1)

Guidance literature:

With sodium tungstate; sodium perborate; sulfuric acid; acetic anhydride; potassium bromide; In acetic acid; for 1h; Ambient temperature;

Reference yield: 44.0%

N-(2,6-dimethylphenyl)acetamide (2198-53-0) → N-(4-bromo-2,6-dimethylphenyl)acetamide (119416-26-1) + 3-bromo-2,6-dimethylacetanilide (129319-10-4)

Guidance literature:

With peracetic acid; sulfuric acid; potassium bromide; sodium tungstate; In acetic anhydride; acetic acid; for 1h;

Reference yield: 23.0%

C16H17BrN3Pol + acetonitrile (75-05-8,26809-02-9) → N-(4-bromo-2,6-dimethylphenyl)acetamide (119416-26-1)

Guidance literature:

C₁₆H₁₇BrN₃Pol; acetonitrile; With boron trifluoride diethyl etherate; at 80 ℃; Merrifield resin

With water; In dichloromethane; Temperature;

DOI:10.1021/acscombsci.9b00096

upstream raw materials:

N-(2,6-dimethylphenyl)acetamide

4-bromo-2,6-dimethylphenylamine

acetic anhydride

O-benzoyl-N-acetyl-N-(2,6-dimethylphenyl)hydroxylamine

Refernces

• 1、 Medina, Inmaculada C. Rodriguez,Hanson, James R.. "The oxidative bromination and iodination of dimethylacetanilides". . p. 428 - 429. Retrieved 2007/10/03.
• 2、 Fishbein, James C.,McClelland, Robert A.. "Nature of nitrenium: carboxylate ion pair intermediates in the hydrolysis of O-aroyl-N-acetyl-N-(2,6-dimethylphenyl)hydroxylamines". . p. 663 - 672. Retrieved 2007/10/02.