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7311-70-8

7311-70-8 Structure

7311-70-8 Structure
IdentificationBack Directory
[Name]

2,5-dibromothiophene-3-carboxylic acid,Canonical
[CAS]

7311-70-8
[Synonyms]

EOS-60820
NSC 109395
2,5-Dibromo-3-thenoic Acid
3-Carboxy-2,5-dibromothiophene
2,5-DibroMo-3-thiophenecarboxylic acid
2,5-Dibromothiophene-3-carboxylicAcid>
3-Thiophenecarboxylic acid, 2,5-dibromo-
2,5-Dibromothiophene-3-carboxylic acid 97%
2,5-dibromothiophene-3-carboxylic acid,Canonical
2,5-dibromothiophene-3-carboxylic acid,Canonical ISO 9001:2015 REACH
[Molecular Formula]

C5H2Br2O2S
[MDL Number]

MFCD08445656
[MOL File]

7311-70-8.mol
[Molecular Weight]

285.941
Chemical PropertiesBack Directory
[Melting point ]

177.0 to 181.0 °C
[Boiling point ]

345.7±42.0 °C(Predicted)
[density ]

2.309±0.06 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Inert atmosphere,2-8°C
[solubility ]

slightly sol. in Methanol
[form ]

powder to crystal
[pka]

3.36±0.30(Predicted)
[color ]

White to Almost white
[λmax]

246nm(CH3CN)(lit.)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319
[Precautionary statements ]

P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
[HS Code ]

2934999090
Spectrum DetailBack Directory
[Spectrum Detail]

2,5-Dibromothiophene-3-carboxylic acid(7311-70-8)1HNMR
Hazard InformationBack Directory
[Synthesis]

3-Thiophenezoic acid

88-13-1

2,5-Dibromothiophene-3-carboxylic acid

7311-70-8

General procedure for the synthesis of 2,5-dibromothiophene-3-carboxylic acid from 3-thiophenecarboxylic acid: 3-thiophenecarboxylic acid (1.49 g, 11.7 mmol) and N-bromosuccinimide (NBS) (4.60 g, 25.8 mmol) were added to degassed DMF (24 mL). The reaction flask was wrapped with aluminum foil to avoid light exposure. The reaction mixture was stirred at 50 °C for 28 hours. Upon completion of the reaction, the mixture was cooled to room temperature and poured into water (300 mL). The resulting precipitate was collected by filtration, washed with saturated aqueous sodium chloride solution, subsequently dried with anhydrous magnesium sulfate and filtered again to give 2,5-dibromothiophene-3-carboxylic acid as a white solid in 88% yield.

[References]

[1] Journal of Materials Chemistry A, 2017, vol. 5, # 26, p. 13757 - 13762
[2] Chemistry Letters, 2015, vol. 44, # 7, p. 1013 - 1015
[3] Journal of Organic Chemistry, 2008, vol. 73, # 17, p. 6831 - 6834
[4] New Journal of Chemistry, 2010, vol. 34, # 7, p. 1417 - 1423
[5] Polymer, 2018, vol. 146, p. 142 - 150
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