Identification | More | [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 Properties | Back 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 Data | Back Directory | [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 |
Hazard Information | Back 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]
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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