2-Thiopheneacetic acid Chemical Properties

Melting point:

63-64 °C (lit.)

Boiling point:

160 °C/22 mmHg (lit.)

Density 

1.365 (estimate)

refractive index 

1.5300 (estimate)

Flash point:

160°C/22mm

storage temp. 

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

solubility 

Chloroform (Sparingly), Methanol (Slightly)

pka

4.23±0.10(Predicted)

form 

Crystalline Powder

color 

Slightly brown to brown

Water Solubility 

Soluble in water, ethanol, ether and carbon tetrachloride.

BRN 

114551

CAS DataBase Reference

1918-77-0(CAS DataBase Reference)

NIST Chemistry Reference

2-Thiopheneacetic acid(1918-77-0)

EPA Substance Registry System

2-Thiopheneacetic acid (1918-77-0)

Safety Information

Hazard Codes 

C,Xi

Risk Statements 

34-37-36/37/38

Safety Statements 

26-36/37/39-45-24/25-27

RIDADR 

UN 3261 8/PG 2

WGK Germany 

3

Hazard Note 

Irritant

TSCA 

T

HazardClass 

8

PackingGroup 

III

HS Code 

29349990

MSDS

• Language:English Provider:Thiophene-2-acetic acid
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2-Thiopheneacetic acid Usage And Synthesis

Chemical Properties

white to light yellow crystal powder

Uses

2-Thiopheneacetic acid is used in the preparation of rosette-like nanoscale gold materials. Further, it is used as a pharmaceutical intermediate for cefaloridine and cefalotin sodium.

Definition

ChEBI: 2-thienylacetic acid is a thiophene compound having a carboxymethyl group at the 2-position. It has a role as an allergen. It is a member of thiophenes and a monocarboxylic acid. It is functionally related to an acetic acid. It is a conjugate acid of a thien-2-ylacetate.

Synthesis Reference(s)

Canadian Journal of Chemistry, 46, p. 1057, 1968 DOI: 10.1139/v68-179
Journal of the American Chemical Society, 72, p. 4326, 1950

General Description

Adsorption of 2-thiopheneacetic acid on XAD-4, NDA-100 and ND-90 resin has been investigated. A new polymeric complex of Cu(II) and 2-thiopheneacetic acid has been synthesized and characterized by IR and Raman spectroscopy.

Synthesis

Steps for the synthesis of 2-thiophene acetic acid: 1 g of ethyl 2-(thiophen-2-yl)acetate was dissolved in 4 mL of ethanol, 8 mL of 4N NaOH aqueous solution was added, and the reaction was stirred at room temperature for 1 hour. Upon completion of the reaction, the reaction mixture was adjusted to pH 1 with 1N HCl aqueous solution and subsequently extracted with dichloromethane. The organic phase was separated and concentrated under reduced pressure to remove the solvent to give the oily product 2-thiopheneacetic acid. The yield was close to quantitative.ESI-MS m/z: 141.0 [M-H]?

Purification Methods

Crystallise the acid from ligroin, hexane and/or distil it in a vacuum. The amide has m 148o (from H2O or pet ether). [Beilstein 18 H 293, 18 III/IV 4062, 18/6 V 207.]

References

[1] Patent: EP2848617, 2015, A1. Location in patent: Paragraph 0243; 0244
[2] Patent: US2015/141419, 2015, A1. Location in patent: Paragraph 0303; 0304
[3] Journal of Organic Chemistry, 1958, vol. 23, p. 1289,1290

2-Thiopheneacetic acid(1918-77-0)Related Product Information

• Thifensulfuron
• Dibenzothiophene
• Ethyl 2-(Chlorosulfonyl)acetate
• Tetrahydrothiophene
• Cephalothin sodium
• Thiophene
• 2-Thiophenecarboxylic acid
• 2-Thiopheneethanol
• Citric acid
• Ascoric Acid
• 2-Thiazolecarboxamidine Hydrochloride
• 2-Thiophenecarboxaldehyde
• 2-Thiopheneacetyl chloride
• 2-Thiophenesulfonyl chloride
• Thiophene-2-sulfonamide
• THIOPHEN-3-YLMETHYL-AMMONIUM CHLORIDE
• COPPER(I) THIOPHENE-2-CARBOXYLATE
• Thiophene-2,5-dicarbonitrile