2-bromo-N,N-dimethylbenzamide

Base Information

• Chemical Name: 2-bromo-N,N-dimethylbenzamide
• CAS No.: 54616-47-6
• Molecular Formula: C9H10BrNO
• Molecular Weight: 228.088
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID10390808
• Nikkaji Number: J2.675.556E
• Wikidata: Q82187853
• Mol file: 54616-47-6.mol

Synonyms:2-bromo-N,N-dimethylbenzamide;54616-47-6;N,N-Dimethyl 2-bromobenzamide;N,N-Dimethyl-2-bromobenzamide;o-Bromo-N,N-dimethylbenzamide;SCHEMBL11600504;DTXSID10390808;JYWWETIYYPKRBZ-UHFFFAOYSA-N;MFCD00463635;AKOS000194994;AM87055;PS-4942;SB79932;NCGC00329968-01;2-Bromo-N,N-dimethylbenzamide, AldrichCPR;CS-0151348;D71121;AB01323641-02;A830269;Z32014274

Chemical Property of 2-bromo-N,N-dimethylbenzamide

Chemical Property:

• Vapor Pressure: 0.000264mmHg at 25°C
• Refractive Index: 1.563
• Boiling Point: 323.3 °C at 760 mmHg
• PKA: -1.42±0.70(Predicted)
• Flash Point: 149.3 °C
• PSA: 20.31000
• Density: 1.417 g/cm³
• LogP: 2.15090
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 226.99458
• Heavy Atom Count: 12
• Complexity: 170

Purity/Quality:

98% ^*data from raw suppliers

N,N-Dimethyl2-bromobenzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C(=O)C1=CC=CC=C1Br

Technology Process of 2-bromo-N,N-dimethylbenzamide

There total 11 articles about 2-bromo-N,N-dimethylbenzamide 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: 86.0%

N,N-dimethylbenzamide (611-74-5) → o-bromo-N,N'-dimethylbenzamide (54616-47-6)

Guidance literature:

With N-Bromosuccinimide; silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; Trimethylacetic acid; In 1,2-dichloro-ethane; at 70 ℃; for 24h; regioselective reaction; Inert atmosphere;

DOI:10.1021/ja302631j

Reference yield: 80.0%

o-bromobenzyl alcohol (18982-54-2) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → o-bromo-N,N'-dimethylbenzamide (54616-47-6)

Guidance literature:

With tert.-butylhydroperoxide; iodine; sodium hydroxide; at 70 - 80 ℃; for 24h;

DOI:10.1002/chem.201201203

Reference yield: 68.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + 2-bromobenzoic-acid (88-65-3) → o-bromo-N,N'-dimethylbenzamide (54616-47-6)

Guidance literature:

With tert.-butylhydroperoxide; In water; at 70 ℃; for 5h;

DOI:10.1039/d1nj02770k

upstream raw materials:

2-bromobenzoic acid chloride

dimethyl amine

2-bromobenzylchloride

2-(2-bromophenyl)-2-(N,N-dimethylamino)acetonitrile

Downstream raw materials:

N,N-dimethyl-o-crotylbenzamide

N,N-dimethyl-2-(2-toluidino)benzamide

2-methylnaphthalen-1-ol

6(5H)-phenanthridinone