3-Thienylmethanol Chemical Properties

Boiling point:

86-88 °C/10 mmHg (lit.)

Density 

1.211 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.564(lit.)

Flash point:

213 °F

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

clear liquid

pka

14.49±0.10(Predicted)

color 

Colorless to Almost colorless

Water Solubility 

Slightly soluble in water.

BRN 

106460

InChI

InChI=1S/C5H6OS/c6-3-5-1-2-7-4-5/h1-2,4,6H,3H2

InChIKey

BOWIFWCBNWWZOG-UHFFFAOYSA-N

SMILES

C1SC=CC=1CO

CAS DataBase Reference

71637-34-8(CAS DataBase Reference)

NIST Chemistry Reference

3-Thiophenemethanol(71637-34-8)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39

WGK Germany 

3

HS Code 

29349990

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

3-Thienylmethanol Usage And Synthesis

Chemical Properties

Colorless liquid

Uses

3-Thiophenemethanol was used in the preparation of 3-substituted thiophene conducting copolymers which has potential applications in electrochromic displays. It was also used in the synthesis of 4-(thiophene-3-ylmethoxy)phthalonitrile.

Definition

ChEBI: 3-Thiophenemethanol is a heteroarene.

General Description

Comparision of electrochemical polymerization properties of 3-thiophenemethanol and 3-methylthiophene has been reported.

Synthesis

The general procedure for the synthesis of 3-thiophene methanol from 3-bromothiophene-4-carboxaldehyde was as follows: 3-bromothiophene-4-carboxaldehyde (930 mg, 5.0 mmol), sodium acetate (820 mg, 10.0 mmol), methanol (30 mL), and palladium chloride (45 mg) were mixed in a balloon-covered glass vial filled with hydrogen. The reaction mixture was stirred at 35 °C for 4 h before being filtered and washed with methanol. Subsequently, the solvent was removed by reduced pressure distillation and the residue was dissolved in water, neutralized with solid sodium bicarbonate and extracted with ethyl acetate. The organic phase was dried with anhydrous sodium sulfate and filtered. Finally, the solvent was removed by reduced pressure distillation and the residue was purified by column chromatography to give 3-thiophene methanol (428 mg, 78% yield).

References

[1] Tetrahedron Letters, 2012, vol. 53, # 29, p. 3798 - 3801

3-Thienylmethanol(71637-34-8)Related Product Information

• Thifensulfuron methyl
• Cephalothin sodium
• Thiophene
• Methanol
• Tetrahydrothiophene
• 2-NITROTHIOPHENE-4-CARBOXYLIC ACID
• Thiophene-2,3-dicarboxylic acid
• THIOPHENE-3,4-DICARBOXYLIC ACID
• METHYL 3-AMINOTHIOPHENE-4-CARBOXYLATE HYDROCHLORIDE
• ETHYL 2-AMINO-5-ETHYLTHIOPHENE-3-CARBOXYLATE
• 5-CHLORO-BENZO[B]THIOPHENE-3-CARBOXYLIC ACID
• DIETHYL 5-AMINO-3-METHYL-2,4-THIOPHENEDICARBOXYLATE
• ETHYL 2-AMINO-4-METHYLTHIOPHENE-3-CARBOXYLATE
• 4-METHOXYTHIOPHENE-3-CARBOXYLIC ACID
• Vagistat
• 2-AMINO-4,5,6,7-TETRAHYDRO-BENZO[B]THIOPHENE-3-CARBOXYLIC ACID METHYL ESTER
• METHYL 2,5-DICHLOROTHIOPHENE-3-CARBOXYLATE
• 2-THIENYLMETHANOL