ChemicalBook--->CAS DataBase List--->70260-16-1

70260-16-1

70260-16-1 Structure

70260-16-1 Structure
IdentificationBack Directory
[Name]

(2-Bromothien-3-yl)methanol
[CAS]

70260-16-1
[Synonyms]

(2-Bromo-3-thienyl)methanol
2-Bromothiophene-3-methanol
(2-BROMOTHIEN-3-YL)METHANOL
3-Thiophenemethanol, 2-bromo-
(2-bromothiophen-3-yl)methanol
2-BROMO-3-HYDROXYMETHYL-THIOPHENE
[EINECS(EC#)]

200-258-5
[Molecular Formula]

C5H5BrOS
[MDL Number]

MFCD09025881
[MOL File]

70260-16-1.mol
[Molecular Weight]

193.062
Questions And AnswerBack Directory
[Physical Form]

Solid or liquid
Chemical PropertiesBack Directory
[Boiling point ]

142-145 °C(Press: 18 Torr)
[density ]

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

under inert gas (nitrogen or Argon) at 2–8 °C
[pka]

13.77±0.10(Predicted)
[Appearance]

Colorless to light yellow Liquid
[InChI]

InChI=1S/C5H5BrOS/c6-5-4(3-7)1-2-8-5/h1-2,7H,3H2
[InChIKey]

BOJYRNFSHPAZBL-UHFFFAOYSA-N
[SMILES]

C1(Br)SC=CC=1CO
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H312-H315-H319-H332-H335
[Precautionary statements ]

P261-P280-P305+P351+P338
[HS Code ]

2934999090
Spectrum DetailBack Directory
[Spectrum Detail]

(2-Bromothien-3-yl)methanol(70260-16-1)1HNMR
Hazard InformationBack Directory
[Synthesis]

3-Thienylmethanol

71637-34-8

(2-Bromothien-3-yl)methanol

70260-16-1

General procedure for the synthesis of (2-bromo-3-thiophene) methanol from 3-thiophene methanol: 3-hydroxymethylthiophene (12, 4.06 g, 35.6 mmol) was dissolved in 18 mL of acetic acid at room temperature, followed by the addition of N-bromosuccinimide (6.34 g, 35.6 mmol), and the reaction was stirred for 45 min. After completion of the reaction, the reaction was quenched with 1 mL of water and the mixture was poured into 250 mL of ether and washed sequentially with 100 mL of water and 100 mL of 10% aqueous NaHCO3. The organic layer was separated, dried with anhydrous Na2SO4 and the solvent was concentrated. Finally, 6.25 g of crude product 13 was obtained in 91% yield, which was directly used in the next reaction without further purification.

[References]

[1] Organic Letters, 2008, vol. 10, # 17, p. 3665 - 3668
[2] Patent: WO2004/65384, 2004, A1. Location in patent: Page 36; 16/19
[3] Chemistry Letters, 2013, vol. 42, # 10, p. 1170 - 1172
[4] Patent: WO2008/17164, 2008, A1. Location in patent: Page/Page column 34
[5] Journal of Medicinal Chemistry, 2010, vol. 53, # 5, p. 2227 - 2238
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