ChemicalBook--->CAS DataBase List--->586-35-6

586-35-6

586-35-6 Structure

586-35-6 Structure
IdentificationMore
[Name]

2-Bromoterephthalic acid
[CAS]

586-35-6
[Synonyms]

2-BROMOTEREPHTHALIC ACID
BROMOTEREPHTHALIC ACID
LABOTEST-BB LT00454996
2-Bromoterephthalicacid,97%
2-bromobenzene-1,4-dicarboxylic acid
2-Bromoterephthalic acid 98+%
2-Bromo-1,4-benzenedicarboxylic acid
[EINECS(EC#)]

209-572-8
[Molecular Formula]

C8H5BrO4
[MDL Number]

MFCD00002403
[Molecular Weight]

245.03
[MOL File]

586-35-6.mol
Chemical PropertiesBack Directory
[Appearance]

white crystalline powder
[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
[form ]

powder to crystal
[pka]

2.44±0.10(Predicted)
[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 DataBack Directory
[Symbol(GHS) ]

Skull and Crossbones (GHS06)
GHS06
[Signal word ]

Danger
[Hazard statements ]

H301-H315-H319-H335
[Precautionary statements ]

P261-P264-P270-P301+P310-P302+P352-P305+P351+P338
[Hazard Codes ]

T,C,Xi
[Risk Statements ]

R25:Toxic if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S37/39:Wear suitable gloves and eye/face protection .
[RIDADR ]

UN 2811 6.1/PG 3
[WGK Germany ]

3
[Hazard Note ]

Corrosive
[HazardClass ]

6.1
[HS Code ]

29173919
[Storage Class]

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
[Hazard Classifications]

Acute Tox. 3 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Sodium hydroxide-->Hydrochloric acid-->Potassium permanganate-->2,5-Dimethylbromobenzene-->Acetic acid-->3-bromo-4-isopropylbenzoic acid-->Oxygen-->Nitric acid
[Preparation Products]

Methyl 4-formyl-3-hydroxybenzoate-->2-(trifluoromethyl)-1,4-Benzenedicarboxylic acid-->2-hydroxyterephthalic acid-->1,4-Benzenedicarbonyl dichloride,2-bromo--->2-Phenylamino-terephthalic acid
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

2-Bromoterephthalic acid(586-35-6).msds
Hazard InformationBack Directory
[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]

2,5-Dimethylbromobenzene

553-94-6

2-Bromoterephthalic acid

586-35-6

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
Spectrum DetailBack Directory
[Spectrum Detail]

2-Bromoterephthalic acid(586-35-6)MS
2-Bromoterephthalic acid(586-35-6)1HNMR
2-Bromoterephthalic acid(586-35-6)13CNMR
2-Bromoterephthalic acid(586-35-6)IR1
2-Bromoterephthalic acid(586-35-6)IR2
2-Bromoterephthalic acid(586-35-6)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

2-Bromoterephthalic acid, 99%(586-35-6)
[Alfa Aesar]

2-Bromoterephthalic acid, 97%(586-35-6)
[Sigma Aldrich]

586-35-6(sigmaaldrich)
[TCI AMERICA]

Bromoterephthalic Acid,>97.0%(T)(586-35-6)
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