610-71-9

Basic information

• Product Name: 2,5-Dibromobenzoic acid
• Synonyms: 2,5-dibromo-benzoicaci;Benzoic acid, 2,5-dibromo-;2,5-DIBROMOBENZOIC ACID;2,5-Dibromobenzoicacid,95%;5-DibroMobenzoic acid;2,5-DibroMobenyoic, Acid;2,5- twobroMo benzoic acid
• CAS NO: 610-71-9
• Molecular Formula: C₇H₄Br₂O₂
• Molecular Weight: 279.91
• EINECS: 210-234-7
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Benzoic acid;Organic acids;Acids & Esters;Bromine Compounds;C7;Carbonyl Compounds;Carboxylic Acids
• Mol File: 610-71-9.mol
• Article Data: 8

Chemical Properties

• Melting Point: 156-159 °C(lit.)
• Boiling Point: 344.6 °C at 760 mmHg
• Flash Point: 162.2 °C
• Appearance: /
• Density: 1.9661 (rough estimate)
• Vapor Pressure: 2.48E-05mmHg at 25°C
• Refractive Index: 1.4970 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• PKA: 2.46±0.10(Predicted)
• BRN: 1868193
• CAS DataBase Reference: 2,5-Dibromobenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Dibromobenzoic acid(610-71-9)
• EPA Substance Registry System: 2,5-Dibromobenzoic acid(610-71-9)

Safety Data

• Hazard Codes: Xi,C
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: DG6290000
• Hazardous Substances Data: 610-71-9(Hazardous Substances Data)

Usage

Chemical Properties

off-white powder

Uses

2,5-Dibromobenzoic Acid is an intermediate used to prepare benzo[c]chromenone and benzo[c]chromene derivatives as estrogen β-receptor-selective agonists in comparison with effusol and estradiol. It is also used in the synthesis of aminopyridine-based c-Jun N-terminal kinase inhibitors with cellular activity and minimal cross-kinase activity.

Purification Methods

Crystallise the acid from water or EtOH. [Beilstein 9 H 358, 9 I 147, 9 II 237, 9 III 1428, 9 IV 1027.]

InChI:InChI=1/C7H4Br2O2/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3H,(H,10,11)/p-1

Upstream product

• 7732-18-5 water 
• 7726-95-6 bromine 
• 65-85-0 benzoic acid 
• 615-59-8 1,4-dibromo-2-methylbenzene 
• 7697-37-2 nitric acid 
• 401-75-2 trifluoromethylcyclohexane 
• 7664-93-9 sulfuric acid 
• 7657-09-2 1,4-dibromo-2-(trifluoromethyl)benzene 
• 57422-77-2 2,5-dibromo-1,1'-biphenyl 
• 64-19-7 acetic acid 
• 552-16-9 ortho-nitrobenzoic acid 
• 59080-34-1 2,2',5-tribromobiphenyl 
• 59080-36-3 2,4',5-tribromobiphenyl 
• 59080-35-2 2,3',5-tribromobiphenyl 

Downstream Products

• 59615-13-3 2,5-Dibromobenzoic acid chloride 
• 57381-43-8 2,5-dibromobenzoic acid methyl ester 
• 124-38-9 carbon dioxide 
• 106-37-6 1.4-dibromobenzene 
• 176959-03-8 N-(1-ethylpyrazol-5-yl)-5-bromoanthranilic acid 
• 1335218-39-7 5-bromo-2-(2-fluoro-4-methoxyphenoxy)benzoic acid 
• 1357366-93-8 2-(5-amino-7-bromo-3-chloro-5H-chromeno[2,3-c]pyridin-5-yl)phenol 
• 1215868-71-5 5-bromo-N,N-diethyl-2-(2-fluoropyridin-3-yloxy)benzamide 
• 1215868-72-6 3-(4-bromo-2-(diethylcarbamoyl)phenoxy)-2-fluoropyridine 1-oxide 
• 1215868-73-7 5-bromo-2-(6-chloro-2-fluoropyridin-3-yloxy)-N,N-diethylbenzamide 
• 1215868-70-4 5-bromo-2-(2-fluoropyridin-3-yloxy)benzoic acid 
• 849662-97-1 2,5-(S)-dibromobenzoic acid 1-methyl heptyl ester 
• 849662-96-0 2,5-(R)-dibromobenzoic acid 1-methyl heptyl ester 
• 5426-59-5 6-bromo-2-methyl-4(3H)-quinazolinone 

Relevant articles and documents

Copolyphenylenes with pendant benzimidazolyl and diethanolaminohexyloxy groups: Synthesis and electron-transporting application in PLEDs

Two new electron-transporting copolyphenylenes P1NH and P2NH possessing balanced charges crucial to emission efficiency of polymer light-emitting diodes (PLEDs) have been synthesized and applied as an electron-transporting layer (ETL). The main chain structure is all para-linkage for P1NH and both para- and meta-linkage for P2NH, with the same pendant electron-withdrawing benzimidazolyl and polar diethanolaminohexyloxy groups. Both copolymers possess excellent thermal stability (Td > 300 °C, Tg > 100 °C) due to their rigid backbones. In addition, the pendant groups effectively lower LUMO (～ ?2.70 eV) and HOMO (～ ?5.70 eV) levels, resulting in improved electron-transporting and hole-blocking capabilities. Multilayer yellow-emitting PLEDs with a configuration of ITO/PEDOT:PSS/SY/ETL/LiF/Al were successfully fabricated by the spin-coating process. The maximum luminance and maximum current efficiency of the P1NH-based device were 12,881 cd/m2 and 10.94 cd/A, respectively, superior to the performance of P2NH-based device (4938 cd/m2, 3.70 cd/A) and the device without ETL (8690 cd/m2, 2.78 cd/A). Current results indicate that P1NH is highly effective in enhancing electron transport and device performance.

Synthesis method of 2-halo-5-bromobenzoic acid

The invention discloses a synthesis method of 2-halo-5-bromobenzoic acid. The method comprises the following steps of under the action of sulfuric acid, carrying out a bromination reaction on o-halo-benzoic acid and NBS in an organic solvent, and after the reaction is finished, carrying out posttreatment to obtain 2-halo-5-bromobenzoic acid. The method has the advantages of being short in reactionroute, simple in operation, environmentally friendly, safe and economical and has a broad application prospect.

Regioselective generation of aryllithiums from substituted bromobenzenes XC6H4Br (X = 4-Br, 4-I, 4-CN, 2-CN)

Selected activated bromobenzenes XC6H4Br (X = 4-Br, 4-I, 4-CN, 2-CN) were successfully deprotonated with lithium 2,2,6,6-tetramethylpiperidide (LTMP) in THF at -80°C. Thus, 2,5-dibromo-, 2-bromo-5-iodo-, 5-bromo-2-cyano-, and 3-bromo