3,5-Dibromobenzamide

Base Information

• Chemical Name: 3,5-Dibromobenzamide
• CAS No.: 175205-85-3
• Molecular Formula: C7H5Br2NO
• Molecular Weight: 278.931
• Hs Code.: 2924299090
• European Community (EC) Number: 622-673-5
• DSSTox Substance ID: DTXSID70371032
• Wikidata: Q82158250
• Mol file: 175205-85-3.mol

Synonyms:3,5-Dibromobenzamide;175205-85-3;Benzamide, 3,5-dibromo-;3,5-Dibromo-benzamide;Maybridge1_007750;3,5-Dibromobenzamide, 97%;SCHEMBL1006449;HMS563I06;DTXSID70371032;IOFGMNBDIDEBIQ-UHFFFAOYSA-N;MFCD00178771;AKOS022181341;s10444;PS-11701;CS-0059195;FT-0614508;A811958;J-011088

Chemical Property of 3,5-Dibromobenzamide

Chemical Property:

• Vapor Pressure: 0.000861mmHg at 25°C
• Melting Point: 187-190 °C
• Refractive Index: 1.639
• Boiling Point: 304.7 °C at 760 mmHg
• Flash Point: 138.1 °C
• PSA: 43.09000
• Density: 1.985 g/cm³
• LogP: 3.01080
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 278.87174
• Heavy Atom Count: 11
• Complexity: 153

Purity/Quality:

98%,99%, ^*data from raw suppliers

3,5-Dibromobenzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi; Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C=C(C=C1Br)Br)C(=O)N

Technology Process of 3,5-Dibromobenzamide

There total 5 articles about 3,5-Dibromobenzamide 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: 87.0%

3,5-dibromo-1-ethylbenzene (59785-43-2) → 3,5-dibromobenzamide (175205-85-3)

Guidance literature:

3,5-dibromo-1-ethylbenzene; With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); water; In acetonitrile; at 80 ℃; for 8h;

With ammonium hydroxide; iodine; In acetonitrile; at 60 ℃; for 12h;

DOI:10.1021/acs.orglett.6b00048

Reference yield: 77.3%

(3,5-dibromophenyl)methanol (145691-59-4) → 3,5-dibromobenzamide (175205-85-3) + 3,5-dibromobenzonitrile (97165-77-0)

Guidance literature:

With ammonia; oxygen; In tert-Amyl alcohol; water; at 100 ℃; for 5.5h; under 3750.38 Torr; Overall yield = > 99 percent; Autoclave; High pressure;

DOI:10.1021/acscatal.0c00485

Reference yield:

3,5-dibromobenzoyl chloride (23950-59-6) → 3,5-dibromobenzamide (175205-85-3)

Guidance literature:

With ammonium hydroxide;

upstream raw materials:

3,5-dibromobenzoyl chloride

3,5-dibromobenzoic acid

4-amino-3,5-dibromobenzoic acid

3,5-dibromo-1-ethylbenzene

Downstream raw materials:

3-(2-(2-methylthiazol-4-yl)ethynyl)-5-bromobenzonitrile

3-(2-(5-methylpyridin-2-yl)ethynyl)-5-bromobenzonitrile

3,5-dibromobenzonitrile

5-(3,5-dibromophenyl)-2H-tetrazole

Refernces

• 1、 Shimokawa, Shohei,Kawagoe, Yuhsuke,Moriyama, Katsuhiko,Togo, Hideo. "Direct Transformation of Ethylarenes into Primary Aromatic Amides with N -Bromosuccinimide and I2-Aqueous NH3". supporting information. p. 784 - 787. Retrieved 2016/03/01.