2,4,6-Tribromobenzoic acid

Base Information

• Chemical Name: 2,4,6-Tribromobenzoic acid
• CAS No.: 633-12-5
• Molecular Formula: C7H3 Br3 O2
• Molecular Weight: 358.812
• Hs Code.: 2916399090
• European Community (EC) Number: 678-506-1
• NSC Number: 59874
• DSSTox Substance ID: DTXSID40289216
• Nikkaji Number: J134.625C
• Wikidata: Q82026423
• Mol file: 633-12-5.mol

Synonyms:2,4,6-Tribromobenzoic acid;633-12-5;2,4,6-Tribromobenzoicacid;Benzoic acid,2,4,6-tribromo-;NSC59874;2,4,6-Tribrom-benzoesaure;2,4,6-tribromo-benzoic acid;SCHEMBL1884074;GHVMJSHEGZYRQL-UHFFFAOYSA-;DTXSID40289216;Benzoic acid, 2,4,6-tribromo-;MFCD00059882;NSC-59874;AKOS015917382;FS-5752;AC-27923;CS-0157755;FT-0655380;T0619;C16126;EN300-1276368;A834323;InChI=1/C7H3Br3O2/c8-3-1-4(9)6(7(11)12)5(10)2-3/h1-2H,(H,11,12)

Chemical Property of 2,4,6-Tribromobenzoic acid

Chemical Property:

• Melting Point: 192°C
• Refractive Index: 1.5438 (estimate)
• Boiling Point: 366.1±42.0 °C(Predicted)
• PKA: pK1:1.41 (25°C)
• Flash Point: 175.2oC
• PSA: 37.30000
• Density: 2.1779 (rough estimate)
• LogP: 3.67230
• Storage Temp.: 2-8°C
• Water Solubility.: 3.5g/L(15 oC)
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 357.76627
• Heavy Atom Count: 12
• Complexity: 174

Purity/Quality:

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

2,4,6-Tribromobenzoic Acid ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2,4,6-Tribromobenzoic acid

There total 22 articles about 2,4,6-Tribromobenzoic acid 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: 88.0%

1,3,5-trisbromobenzene (626-39-1) + carbon dioxide (124-38-9,18923-20-1) → 2,4,6-tribromobenzoic acid (633-12-5)

Guidance literature:

With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; for 2h;

DOI:10.1002/ejoc.200300355

Reference yield: 86.0%

3-amino-2,4,6-tribromobenzoic acid (6628-84-8) → 2,4,6-tribromobenzoic acid (633-12-5)

Guidance literature:

With sulfuric acid; hypophosphorous acid; acetic acid; sodium nitrite; In water; at -5 - 20 ℃; for 12h;

Reference yield: 37.0%

carbon dioxide (124-38-9,18923-20-1) + 1,2,3,5-tetrabromobenzene (634-89-9) → 2,4,6-tribromobenzoic acid (633-12-5) + 2,3,4,6-tetrabromobenzoic acid (87976-24-7) + 2,3,5,6-tetrabromobenzoic acid (87976-25-8)

Guidance literature:

1,2,3,5-tetrabromobenzene; With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; In tetrahydrofuran; at -75 ℃;

carbon dioxide; In tetrahydrofuran; at -75 ℃;

upstream raw materials:

2,4,6-tribromotoluene

2,4,6-tribromobenzonitrile

2,4,6-tribromobenzaldehyde

2,4,6-tribromo-benzyl chloride

Downstream raw materials:

<2,4,6-(2)H3>benzoic acid

2,4,6-Tribrombenzylalkohol

2,4,6-tribromo-benzoic acid amide

2,4,6-tribromobenzaldehyde

Refernces

• 1、 Hanasaka, Kazuya,Izumi, Koki,Kondo, Yoshinori,Kwon, Eunsang,Nozawa-Kumada, Kanako,Shigeno, Masanori,Tohara, Itsuki,Yamakoshi, Hiroyuki. "Direct C–H Carboxylation Forming Polyfunctionalized Aromatic Carboxylic Acids by Combined Br?nsted Bases". supporting information. p. 809 - 814. Retrieved 2022/02/05.
• 2、 -. "Preparation method of 2,4,6-tribromobenzoic acid". Paragraph 0028; 0031-0037; 0039; 0042-0049. . Retrieved 2019/11/20.