6968-28-1

Basic information

• Product Name: 4-Bromophthalic acid
• Synonyms: 4-BROMOBENZENE-1,2-DIOIC ACID;4-BROMOPHTHALIC ACID;TIMTEC-BB SBB007850;4-Bromo-1,2-benzenedicarboxylic Acid;4-Bromophthalicacid,98%;Nsc20682;1,2-Benzenedicarboxylicacid, 4-broMo-;4-Bromobenzene-1,2-dicarboxylic acid
• CAS NO: 6968-28-1
• Molecular Formula: C8H5BrO4
• Molecular Weight: 245.03
• EINECS: 230-183-4
• Product Categories: Phthalic Acids, Esters and Derivatives
• Mol File: 6968-28-1.mol
• Article Data: 15

Chemical Properties

• Melting Point: 162-164°C
• Boiling Point: 412.4oC at 760 mmHg
• Flash Point: 203.2oC
• Appearance: /
• Density: 1.8281 (rough estimate)
• Vapor Pressure: 1.54E-07mmHg at 25°C
• Refractive Index: 1.4490 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 2.86±0.10(Predicted)
• BRN: 1959086
• CAS DataBase Reference: 4-Bromophthalic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Bromophthalic acid(6968-28-1)
• EPA Substance Registry System: 4-Bromophthalic acid(6968-28-1)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 6968-28-1(Hazardous Substances Data)

Usage

General Description

4-Bromophthalic acid, also known as 4-bromobenzoic acid-2-carboxylic acid or simply 4-bromo-2-carboxybenzoic acid, is a chemical compound that falls under the category of organobromides and benzene and substituted derivatives. Its molecular formula is C8H5BrO4 and it exhibits a molar mass of 249.03 g·mol?1. This acid appears as a solid and is mainly used in the field of organic synthesis. It is known to be a brominated derivative of phthalic acid. Since it's a chemical substance, appropriate safety precautions should be ensured while handling it to prevent exposure and possible associated hazards. It's recommended to always use personal protective equipment, and to work in a well-ventilated space or with approved equipment.

InChI:InChI=1/C8H5BrO4/c9-4-1-2-5(7(10)11)6(3-4)8(12)13/h1-3H,(H,10,11)(H,12,13)/p-2

Upstream product

• 623-11-0 1-methyl-4-nitrosobenzene 
• 7726-95-6 bromine 
• 88-99-3 benzene-1,2-dicarboxylic acid 
• 13720-04-2 1,6-dibromonaphthalen-2-amine 
• 7697-37-2 nitric acid 
• 14548-39-1 6-bromoindan-1-one 
• 16239-18-2 1,6-dibromo-2-naphthol 
• 68837-59-2 4-bromo-2-methylbenzoic acid 
• 16667-01-9 6-bromo-1-methyl-2-naphthol 
• 856083-32-4 3,6-dibromo-1-methyl-[2]naphthol 
• 6134-56-1 6-bromo-1,2,3,4-tetrahydronaphthalene 
• 102169-88-0 6-bromo-1-chloro-naphthalen-2-ol 
• 827-27-0 sodium 1,2-benzenedicarboxylate 
• 1096-84-0 bis(2-hydroxy-1-naphthyl)methane 

Downstream Products

• 38568-41-1 diethyl 4-bromophthalate 
• 19055-84-6 2-(4-Chlorphenyl)-5-brom-indandion-(1,3) 
• 1470-35-5 5-bromo-2-phenyl-indan-1,3-dione 
• 19055-83-5 5-Brom-2-(m-tolyl)-1,3-indandion 
• 19055-81-3 2-(3'-Trifluormethylphenyl)-5-brom-1,3-indandion 
• 16870-03-4 5-Brom-2-(2-naphthyl)-1,3-indandion 
• 268232-33-3 1,2-bis(tert-butyldimethylsilanyloxymethyl)-4-iodobenzene 
• 171011-38-4 3,4-bis<<(tert-butyldimethylsilyl)oxy>methyl>-1-bromobenzene 
• 1431380-27-6 di(isopropyl) 4-bromophthalate 
• 683234-38-0 4-bromo-1,2-dibutoxybenzene 
• 87639-57-4 4-bromophthalic Acid Dimethyl Ester 

Relevant articles and documents

Synthesis of 4-phenylethynylphthalic anhydride, a useful end-capping agent for polyimides

Hydrolysis and bromination of phthalic anhydride in water gave a mixture of the monosodium salt of 4-bromophthalic acid. These were reacted with phenylacetylene under Sonogashira coupling reaction conditions in an aqueous medium. Acidification afforded 4-phenylethynylphthalic acid and then dehydration of this gave 4-phenylethynylphthalic anhydride in 76% overall yield. Compared with traditional synthetic methods, this method has the advantage of low cost, convenient manipulation and is environmentally friendly.

Fluorescent Isoindole Crosslink (FlICk) Chemistry: A Rapid, User-friendly Stapling Reaction

The stabilization of peptide secondary structure via stapling is a ubiquitous goal for creating new probes, imaging agents, and drugs. Inspired by indole-derived crosslinks found in natural peptide toxins, we employed ortho-phthalaldehydes to create isoindole staples, thus transforming inactive linear and monocyclic precursors into bioactive monocyclic and bicyclic products. Mild, metal-free conditions give an array of macrocyclic α-melanocyte-stimulating hormone (α-MSH) derivatives, of which several isoindole-stapled α-MSH analogues (Ki≈1 nm) are found to be as potent as α-MSH. Analogously, late-stage intra-annular isoindole stapling furnished a bicyclic peptide mimic of α-amanitin that is cytotoxic to CHO cells (IC50=70 μm). Given its user-friendliness, we have termed this approach FlICk (fluorescent isoindole crosslink) chemistry.

Industrial preparation method of 5-bromophthalide

The invention relates to a preparation method of 5-bromophthalide and mainly solves such production technical problems of an existing preparation method as expensive raw material, dangerous and complex operation, relatively low yield, high quantity of generated three wastes and etc. The technical scheme of the invention is as follows: an industrial preparation method of 5-bromophthalide is characterized in that 5-bromophthalide is obtained through three step reactions of bromination, ammoniation and reduction by taking a conventional and easily available ammoniation as a raw material. The chemical reaction formula is as shown in the description. The method provided by the invention is mainly used for industrial preparation of 5-bromophthalide.