ChemicalBook--->CAS DataBase List--->70260-17-2

70260-17-2

70260-17-2 Structure

70260-17-2 Structure
IdentificationBack Directory
[Name]

(3-BROMOTHIOPHEN-2-YL)METHANOL
[CAS]

70260-17-2
[Synonyms]

RARECHEM AL BD 0362
3-Bromothiophene-2-methanol
2-Thiophenemethanol, 3-bromo-
(3-BROMOTHIOPHEN-2-YL)METHANOL
3-BROMO-2-HYDROXYMETHYL THIOPHENE
[Molecular Formula]

C5H5BrOS
[MDL Number]

MFCD06202660
[MOL File]

70260-17-2.mol
[Molecular Weight]

193.06
Chemical PropertiesBack Directory
[Boiling point ]

147-148 °C(Press: 20 Torr)
[density ]

1.772±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C(protect from light)
[pka]

13.16±0.10(Predicted)
[Appearance]

Colorless to light yellow Liquid
Safety DataBack Directory
[Symbol(GHS) ]

Flame (GHS02)
GHS02
[Signal word ]

Warning
[Hazard statements ]

H228
[Precautionary statements ]

P280-P370+P378r-P403-P501c
[HS Code ]

2934999090
Spectrum DetailBack Directory
[Spectrum Detail]

(3-BROMOTHIOPHEN-2-YL)METHANOL(70260-17-2)1HNMR
Hazard InformationBack Directory
[Synthesis]

3-Bromothiophene-2-carbaldehyde

930-96-1

(3-BROMOTHIOPHEN-2-YL)METHANOL

70260-17-2

General procedure for the synthesis of (3-bromothiophen-2-yl)methanol from 3-bromothiophene-2-carboxaldehyde: 3-bromothiophene-2-carboxaldehyde (500 mg, 2.62 mmol) was dissolved in methanol (10 mL) at 0 °C, sodium borohydride (169 mg, 4.47 mmol) was added in batches, and the reaction mixture was stirred and reacted at 0 °C for 2 hours. After completion of the reaction, the solvent was removed by rotary evaporation. The residue was separated by extraction with ethyl acetate (20 mL) and 10% ammonium chloride solution (10 mL). The organic layer was washed with water (10 mL), dried over anhydrous sodium sulfate, filtered and concentrated to give (3-bromothiophen-2-yl)methanol (505 mg, 2.62 mmol, 100% yield) as a yellow oil.

[References]

[1] Patent: WO2011/156640, 2011, A2. Location in patent: Page/Page column 134
[2] Patent: WO2013/86451, 2013, A2. Location in patent: Paragraph 00473
[3] Journal of the American Chemical Society, 2014, vol. 136, # 19, p. 7132 - 7139
[4] Chemical Communications, 2015, vol. 51, # 18, p. 3842 - 3845
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