2-Bromoterephthalic acid Chemical Properties

Melting point:

295-297 °C(lit.)

Boiling point:

421.6±40.0 °C(Predicted)

Density 

1.8281 (rough estimate)

refractive index 

1.4490 (estimate)

storage temp. 

Sealed in dry,Room Temperature

pka

2.44±0.10(Predicted)

form 

powder to crystal

color 

White to Light yellow

Water Solubility 

Soluble in water.

BRN 

2616163

InChI

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

InChIKey

QPBGNSFASPVGTP-UHFFFAOYSA-N

SMILES

C1(C(O)=O)=CC=C(C(O)=O)C=C1Br

CAS DataBase Reference

586-35-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

T,C,Xi

Risk Statements 

25-36/37/38

Safety Statements 

26-36-45-37/39

RIDADR 

UN 2811 6.1/PG 3

WGK Germany 

3

Hazard Note 

Corrosive

HazardClass 

6.1

HS Code 

29173919

MSDS

• Language:English Provider:2-Bromoterephthalic acid
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2-Bromoterephthalic acid Usage And Synthesis

Chemical Properties

white crystalline powder

Uses

2-Bromoterephthalic acid is used as a biochemical for proteomics research. It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, dyes and agrochemicals.

Synthesis

Example 6: This example describes in detail the synthesis of 2-bromoterephthalic acid using 2-bromo-1,4-dimethylbenzene as starting material. In a stirred autoclave equipped with an internal cooling coil and a reflux condenser, 2-bromo-1,4-dimethylbenzene (541 mmol) was mixed with 2-bromo-1,4-dimethylbenzene (541 mmol) containing cobalt(II) acetate tetrahydrate (0.625 mmol), manganese(II) acetate tetrahydrate (0.625 mmol), zirconium(IV) acetate (0.15 mmol) and sodium bromide (0.525 mmol) in a 500 g of 97% acetic acid solution were mixed. The mixture was stirred at a constant rate using a gas dispersion stirrer to optimize gas mixing, followed by heating the mixture to 150 °C for 2 h and maintaining it for 2 h, and then ramping up to 180 °C for 4 h. The mixture was heated to 150 °C for 2 h and then ramped up to 180 °C for 4 h. During the heating of the reaction, air was continuously vented at a back pressure of 400 psig (2.76 MPa). Upon completion of the reaction, the pressure was slowly released and the reactor was cooled to 50°C. The reaction products were drained and the reactor was rinsed with 50 g of acetic acid in two passes to collect the residual products. The white solid product was collected by diafiltration, washed with water and dried under vacuum, resulting in 113 g (85% yield) of a white solid of 2-bromoterephthalic acid with 99% purity, the structure of which was confirmed by 1H NMR.

References

[1] Patent: WO2008/82501, 2008, A1. Location in patent: Page/Page column 16-17
[2] Journal of Medicinal Chemistry, 2012, vol. 55, # 7, p. 3553 - 3557
[3] Journal of Coordination Chemistry, 2012, vol. 65, # 18, p. 3205 - 3215
[4] CrystEngComm, 2016, vol. 18, # 36, p. 6914 - 6925
[5] Patent: WO2015/97276, 2015, A1. Location in patent: Page/Page column 46; 47

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