3-Bromo-N,N-diisopropylbenzamide

Base Information

• Chemical Name: 3-Bromo-N,N-diisopropylbenzamide
• CAS No.: 35309-72-9
• Molecular Formula: C13H18 Br N O
• Molecular Weight: 284.196
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID70399877
• Nikkaji Number: J1.780.430H
• Wikidata: Q82202641
• Mol file: 35309-72-9.mol

Synonyms:3-Bromo-N,N-diisopropylbenzamide;35309-72-9;3-bromo-N,N-di(propan-2-yl)benzamide;3-bromo-N,N-bis(propan-2-yl)benzamide;DTXSID70399877;N,N-Diisopropyl-3-bromobenzamide;MFCD00587757;AKOS002970813;AM87834;AS-8176;CS-0451558;N10346;A874641

Chemical Property of 3-Bromo-N,N-diisopropylbenzamide

Chemical Property:

• Vapor Pressure: 1.76E-05mmHg at 25°C
• Refractive Index: 1.533
• Boiling Point: 363.8°Cat760mmHg
• Flash Point: 173.8°C
• PSA: 20.31000
• Density: 1.248g/cm³
• LogP: 3.70810
• Storage Temp.: 2-8°C
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 283.05718
• Heavy Atom Count: 16
• Complexity: 232

Purity/Quality:

≥95% ^*data from raw suppliers

3-Bromo-N,N-diisopropylbenzamide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Bromo-N,N-diisopropylbenzamide

There total 3 articles about 3-Bromo-N,N-diisopropylbenzamide 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: 90.0%

3-bromobenzoyl chloride (1711-09-7) + diisopropylamine (108-18-9) → N,N-diisopropyl-3-bromobenzamide (35309-72-9)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 12h;

DOI:10.1021/jacs.0c13415

Reference yield:

m-bromobenzoic acid (585-76-2) → N,N-diisopropyl-3-bromobenzamide (35309-72-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N,N-dimethyl-formamide / dichloromethane / 0.08 h / 0 °C

1.2: 12 h / 20 °C

2.1: triethylamine / dichloromethane / 12 h / 0 - 20 °C

With triethylamine; N,N-dimethyl-formamide; In dichloromethane;

DOI:10.1021/jacs.0c13415

Reference yield:

→ N,N-diisopropyl-3-bromobenzamide (35309-72-9)

Guidance literature:

entspr. Saeurechlorid, geeignetes Amin, wfr. Bzl., Sieden;

upstream raw materials:

3-bromobenzoyl chloride

diisopropylamine

m-bromobenzoic acid

Downstream raw materials:

m-bromobenzoic acid

3-bromobenzoic acid isopropylamide

Refernces

• 1、 Wencel-Delord, Joanna,Nimphius, Corinna,Patureau, Frederic W.,Glorius, Frank. "[RhIIIcp*]-catalyzed dehydrogenative aryl-aryl bond formation". supporting information; experimental part. p. 2247 - 2251. Retrieved 2012/04/10.