5-BROMOISOPHTHALIC ACID Chemical Properties

Melting point:

276-287 °C

Boiling point:

452.1±40.0 °C(Predicted)

Density 

1.875

storage temp. 

Sealed in dry,Room Temperature

pka

3.14±0.10(Predicted)

form 

powder to crystal

color 

White to Almost white

Water Solubility 

Insoluble in water.

InChI

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

InChIKey

JATKASGNRMGFSW-UHFFFAOYSA-N

SMILES

C1(C(O)=O)=CC(Br)=CC(C(O)=O)=C1

CAS DataBase Reference

23351-91-9(CAS DataBase Reference)

EPA Substance Registry System

5-Bromoisophthalic acid (23351-91-9)

Safety Information

Hazard Codes 

Xi,T

Risk Statements 

36/37/38-25

Safety Statements 

37/39-26-45-36/37/39

RIDADR 

2811

WGK Germany 

3

TSCA 

Yes

HazardClass 

6.1

PackingGroup 

Ⅲ

HS Code 

29173990

MSDS

• Language:English Provider:ACROS

5-BROMOISOPHTHALIC ACID Usage And Synthesis

Chemical Properties

white to almost white powder

Uses

Functionalizable MOF linker with an electron rich hetero atom. Reactant for: Preparation of manganese(II) bromoisophthalate bis(pyridyl)ethane coordination polymer Preparation of nickel(II) and cobalt(II) bromoisophthalate coordination polymers Preparati

Uses

Reactant for:

• Preparation of manganese(II) bromoisophthalate bis(pyridyl)ethane coordination polymer
• Preparation of nickel(II) and cobalt(II) bromoisophthalate coordination polymers
• Preparation of copper bromoisophthalate bis(triazolyl)butane coordination polymer
• Preparation of cesium isophthalate crown ether complexes
• Hydrothermal preparation of zinc and cadmium bromoisophthalate polymeric complexes with dipyridyl-type coligands

General Description

This product has been enhanced for energy efficiency.

Synthesis

Isophthalic acid (10 g, 60 mmol) and concentrated sulfuric acid (60 mL, 98%) were added to a 100 mL round-bottomed flask and stirred until completely dissolved. N-bromosuccinimide (12.8 g, 72 mmol) was added in batches in an oil bath at 60 °C, and the addition time was kept within 10 min. The reaction mixture was stirred at 60 °C overnight. Upon completion of the reaction, it was cooled to room temperature and the reaction was quenched by addition of water/ice mixture. The precipitate was collected by filtration and washed with hexane (2 x 60 mL). The solid was dried in an oven under reduced pressure. The crude product was purified by recrystallization from ethyl acetate to give 5-bromoisophthalic acid (3 g, 20% yield) as a white solid.

References

[1] Tetrahedron, 2001, vol. 57, # 24, p. 5027 - 5038
[2] Tetrahedron Letters, 2000, vol. 41, # 7, p. 1015 - 1018
[3] Journal of Organic Chemistry, 2007, vol. 72, # 15, p. 5867 - 5869
[4] Patent: US6689922, 2004, B1. Location in patent: Page column 40-41
[5] Patent: US2015/152123, 2015, A1. Location in patent: Paragraph 0156; 0157; 0158

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