| Identification | Back Directory | [Name]
4-BROMOTHIOPHENE-3-CARBOXYLIC ACID | [CAS]
16694-17-0 | [Synonyms]
Einecs 240-739-8
4-bromo-3-thenoic acid
4-Bromo-3-carboxythiophene
4-Bromothiophenecarboxylicacid
4-Bromo-3-thiophenecarboxylicacid
4-BROMOTHIOPHENE-3-CARBOXYLIC ACID
4-Bromothiophene-3-carvoxylic acid
3-Bromo-4-thiophenecarboxylic acid
3-Thiophenecarboxylic acid, 4-broMo-
4-Bromo-3-thiophenecarboxylic acid 97%
3-Bromo-4-carboxythiophene, 4-Bromo-3-thenoic acid
4-BROMOTHIOPHENE-3-CARBOXYLIC ACID ISO 9001：2015 REACH
[hydroxy-[[(2R,3S,5R)-3-hydroxy-5-[5-(hydroxymethyl)-2,4-dioxo-1-pyrimidinyl]-2-oxolanyl]methoxy]phosphoryl] phosphono hydrogen phosphate | [EINECS(EC#)]
240-739-8 | [Molecular Formula]
C5H3BrO2S | [MDL Number]
MFCD01233020 | [MOL File]
16694-17-0.mol | [Molecular Weight]
207.05 |
| Chemical Properties | Back Directory | [Melting point ]
157-159℃ | [Boiling point ]
318.0±27.0 °C(Predicted) | [density ]
1.923±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [form ]
solid | [pka]
3.63±0.20(Predicted) | [color ]
Off-white/faint brown | [InChI]
InChI=1S/C5H3BrO2S/c6-4-2-9-1-3(4)5(7)8/h1-2H,(H,7,8) | [InChIKey]
APBIZVFQQBCAAT-UHFFFAOYSA-N | [SMILES]
C1SC=C(Br)C=1C(O)=O |
| Hazard Information | Back Directory | [Synthesis]
Cool 100 mL of ether to -78°C under a nitrogen atmosphere. A 1.6 M n-butyllithium solution (28.4 mL) was slowly added. Subsequently, a solution of 3,4-dibromothiophene (10 g, 41.3 mmol) dissolved in 50 mL of ether was added dropwise over 10 min. The reaction temperature was maintained at -78 °C and stirring was continued for 10 min before an excess (>50 g) of fresh powdered dry ice (CO?) was added. The reaction mixture was stirred at -78°C for 1 hour, then 30 mL of 1 M NaOH solution (pre-diluted with 100 mL of water) was slowly added (note: CO? will be released). Gradually increase the temperature until the ice melts. Separate the organic and aqueous phases and extract the ether phase with 25 mL of 1 N NaOH solution. Combine all aqueous phases and acidify with 100 mL of 1 N HCl solution to pH < 7. Collect the precipitated white precipitate by filtration, wash with water, and dry in a vacuum oven to give 4-bromothiophene-3-carboxylic acid as a white solid (5.8 g, 68% yield). | [References]
[1] Pharmazie, 2006, vol. 61, # 11, p. 901 - 907
[2] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1994, # 19, p. 2735 - 2744
[3] Patent: WO2006/3096, 2006, A1. Location in patent: Page/Page column 71-72
[4] Patent: US2013/116233, 2013, A1. Location in patent: Paragraph 1018; 1019
[5] Patent: WO2014/140086, 2014, A1. Location in patent: Page/Page column 68-69 |
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