N-(2-bromophenyl)-2,2-dimethylpropanamide

Base Information

• Chemical Name: N-(2-bromophenyl)-2,2-dimethylpropanamide
• CAS No.: 65854-92-4
• Molecular Formula: C11H14BrNO
• Molecular Weight: 256.142
• NSC Number: 617192
• DSSTox Substance ID: DTXSID20326799
• Nikkaji Number: J1.134.140C
• Wikidata: Q82088012
• ChEMBL ID: CHEMBL1998792
• Mol file: 65854-92-4.mol

Synonyms:N-(2-bromophenyl)-2,2-dimethylpropanamide;65854-92-4;N-(2-bromophenyl)pivalamide;N-(2-Bromophenyl)-2,2-dimethylpropionamide;NSC617192;SCHEMBL2909082;CHEMBL1998792;DTXSID20326799;Pivalamide, N-(2-bromophenyl)-;AKOS000191020;NSC-617192;NCI60_005156;CS-0238677;D85999;EN300-199297;Z27784720

Chemical Property of N-(2-bromophenyl)-2,2-dimethylpropanamide

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 255.02588
• Heavy Atom Count: 14
• Complexity: 210

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C(=O)NC1=CC=CC=C1Br

Technology Process of N-(2-bromophenyl)-2,2-dimethylpropanamide

There total 6 articles about N-(2-bromophenyl)-2,2-dimethylpropanamide 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%

pivaloyl chloride (3282-30-2) + 2-bromoaniline (615-36-1) → N-(2-bromophenyl)-2,2-dimethylpropanamide (65854-92-4)

Guidance literature:

In ethyl acetate; at 85 ℃;

DOI:10.1002/anie.200702542

Reference yield: 82.0%

N-pivaloylaniline (6625-74-7) → N-(2-bromophenyl)-2,2-dimethylpropanamide (65854-92-4)

Guidance literature:

With N-Bromosuccinimide; methanesulfonic acid; nickel(II) chloride hexahydrate; In water; at 20 ℃; for 5h; Reagent/catalyst; Solvent; Temperature; regioselective reaction; Sealed tube; Microwave irradiation; Green chemistry;

DOI:10.1055/s-0040-1705972

Reference yield:

pivaloyl chloride (3282-30-2) → N-(2-bromophenyl)-2,2-dimethylpropanamide (65854-92-4)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 0 - 20 °C

2: N-Bromosuccinimide; palladium diacetate; toluene-4-sulfonic acid / toluene / 4 h / 20 °C

With N-Bromosuccinimide; palladium diacetate; toluene-4-sulfonic acid; triethylamine; In dichloromethane; toluene;

DOI:10.1002/anie.201101606

upstream raw materials:

pivaloyl chloride

2-bromoaniline

N-pivaloylaniline

aniline

Downstream raw materials:

(E)-4-<1-(((triisopropylsilyl)oxy)methyl)-1-propenyl>-1-<1-(2-trimethylacetamido)benzoyl>cyclopentene

N-(2-bromophenyl)-2,2-dimethylpropanethioamide

N-(2-formylphenyl)-2,2-dimethylpropionamide

2,2-dimethyl-N-<2-(prop-2-enyl)phenyl>propanamide