| Identification | More | [Name]
3-Bromothiophene-2-carboxylic acid | [CAS]
7311-64-0 | [Synonyms]
3-BROMO-2-THIOPHENECARBOXYLIC ACID
3-BROMOTHIOPHENE-2-CARBOXYLIC ACID
BUTTPARK 97\04-30
RARECHEM AL BO 2385
3-Bromothiophene-2-carboxylic acid ,98%
3-Bromothiophene-2-carboxylic acid 98% | [EINECS(EC#)]
629-183-0 | [Molecular Formula]
C5H3BrO2S | [MDL Number]
MFCD00052291 | [Molecular Weight]
207.05 | [MOL File]
7311-64-0.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powder | [Melting point ]
197-201 °C(lit.) | [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 | [solubility ]
soluble in Methanol | [form ]
powder to crystal | [pka]
3.09±0.10(Predicted) | [color ]
White to Almost white | [Detection Methods]
HPLC,NMR | [BRN ]
121585 | [CAS DataBase Reference]
7311-64-0(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R43:May cause sensitization by skin contact.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S36/37:Wear suitable protective clothing and gloves .
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [HazardClass ]
IRRITANT | [HS Code ]
29349990 |
| Hazard Information | Back Directory | [Chemical Properties]
white to light yellow crystal powder | [Synthesis]
Under nitrogen protection, 2,3-dibromothiophene (12.1 g, 0.025 mol) was dissolved in anhydrous ether (15 mL) and cooled to -78°C. A solution of n-butyllithium (2.5 M, 22 mL, 0.055 mol) in ether was slowly added dropwise. After the dropwise addition, stirring was continued at -78 °C for 10 minutes. Subsequently, gaseous carbon dioxide was passed into the reaction system and a white precipitate was immediately observed to form. After keeping the reaction at -78 °C for 30 min, the reaction was slowly warmed up to room temperature. Upon completion of the reaction, the reaction was quenched with Milli-Q water and the aqueous phase was extracted with 10% sodium hydroxide solution (3 x 50 mL). The aqueous phase was combined, acidified with 6 N hydrochloric acid and the precipitate precipitated was collected by filtration. The resulting solid was recrystallized with ethanol (50 mL) and water (200 mL) and dried in vacuum to give the white powdery product 3-bromothiophene-2-carboxylic acid (9.23 g). The product was analyzed by 19F NMR, mass spectrometry (70 eV, EI): m/z 208 (M-1), 1H NMR (CDCl3): δ 7.81 (d, 1H, J=5.2 Hz), 7.19 (d, 1H, J=5.2 Hz) and 13C NMR (CDCl3): δ 117.6, 133.8, 134.6, 162.6, 207.6 Confirmed structure. | [References]
[1] Chemical Communications, 2011, vol. 47, # 43, p. 11840 - 11842
[2] Patent: WO2012/156948, 2012, A1. Location in patent: Page/Page column 21-22
[3] Synthesis, 1980, # 4, p. 327 - 329
[4] Archiv der Pharmazie, 1998, vol. 331, # 12, p. 405 - 411 |
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