Tribromsalan

Base Information

• Chemical Name: Tribromsalan
• CAS No.: 87-10-5
• Deprecated CAS: 12738-72-6,12770-42-2,98518-05-9,98518-05-9
• Molecular Formula: C13H8 Br3 N O2
• Molecular Weight: 449.924
• Hs Code.: 2924299090
• European Community (EC) Number: 201-723-6
• NSC Number: 20526
• UNII: 6MCE3VTF0O
• DSSTox Substance ID: DTXSID4026181
• Nikkaji Number: J4.270F
• Wikidata: Q27219423
• NCI Thesaurus Code: C47768
• Metabolomics Workbench ID: 66894
• ChEMBL ID: CHEMBL24944
• Mol file: 87-10-5.mol

Synonyms:3,4',5-tribromosalicylanilide;diaphene;Temasept;tribromsalan

Chemical Property of Tribromsalan

Chemical Property:

• Vapor Pressure: 6.34E-06mmHg at 25°C
• Melting Point: 223-224°C
• Refractive Index: 1.6300 (estimate)
• Boiling Point: 367.7°C at 760 mmHg
• Flash Point: 146.3°C
• PSA: 49.33000
• Density: 1.135g/cm³
• LogP: 5.00500
• Storage Temp.: 0-6°C
• XLogP3: 5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 448.80847
• Heavy Atom Count: 19
• Complexity: 321

Purity/Quality:

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

3,5,4'-Tribromosalicylanilide >98.0%(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): A suspected carcinogen. Use in cosmetics prohibited (FDA).
• Hazard Codes: A suspected carcinogen. Use in cosmetics prohibited (FDA).
• Statements: 22
• Safety Statements: 20/21

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1NC(=O)C2=C(C(=CC(=C2)Br)Br)O)Br
• Uses: Bacteriostat in detergents. 3,4',5-Tribromosalicylanilide is used as bacteriostatic agent in detergents, soaps, disinfectants, and pet flea powders.

Technology Process of Tribromsalan

There total 4 articles about Tribromsalan 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: 94.0%

3,5-dibromosalicylic acid (3147-55-5) + 4-bromo-aniline (106-40-1) → 3,5,4'-tribromosalicylanilide (87-10-5)

Guidance literature:

With phosphorus trichloride; In chlorobenzene; for 3h; Heating;

DOI:10.1002/(SICI)1521-4184(199801)331:1<3::AID-ARDP3>3.0.CO;2-2

Reference yield:

3,5-dibromosalicylic acid (3147-55-5) → 3,5,4'-tribromosalicylanilide (87-10-5)

Guidance literature:

Multi-step reaction with 2 steps

1: PCl₃ / chlorobenzene / 0.25 h / Heating

2: chlorobenzene / 3 h / Heating

With phosphorus trichloride; In chlorobenzene;

DOI:10.1021/jm00142a023

Reference yield:

3,5-dibromo-2-hydroxy-benzoyl chloride (39075-92-8) + 4-bromo-aniline (106-40-1) → 3,5,4'-tribromosalicylanilide (87-10-5)

Guidance literature:

In chlorobenzene; for 3h; Heating;

DOI:10.1021/jm00142a023

upstream raw materials:

3,5-dibromo-2-hydroxy-benzoyl chloride

4-bromo-aniline

3,5-dibromosalicylic acid

Downstream raw materials:

6,8-dibromo-3-(4-bromo-phenyl)-2-methoxycarbonylmethyl-4-oxo-3,4-dihydro-2H-benzo[e][1,3]oxazine-2-carboxylic acid methyl ester

6,8-dibromo-3-(4-bromo-phenyl)-benzo[e][1,3]oxazine-2,4-dione

Refernces

• 1、 Krlov, Katarna,ere, Frantiek,Peko, Mat,Waisser, Karel,Kubicov, Lenka. "5-Bromo-and 3,5-dibromo-2-hydroxy-N-phenylbenzamides-inhibitors of photosynthesis". . p. 46 - 52. Retrieved 2015/02/05.
• 2、 Liu, Yaya,Donner, Pamela L.,Pratt, John K.,Jiang, Wen W.,Ng, Teresa,Gracias, Vijaya,Baumeister, Steve,Wiedeman, Paul E.,Traphagen, Linda,Warrior, Usha,Maring, Clarence,Kati, Warren M.,Djuric, Stevan W.,Molla, Akhteruzzaman. "Identification of halosalicylamide derivatives as a novel class of allosteric inhibitors of HCV NS5B polymerase". scheme or table. p. 3173 - 3177. Retrieved 2009/04/11.