ChemicalBook CAS DataBase List 1918-77-0

1918-77-0

Name	2-Thiopheneacetic acid
CAS	1918-77-0
EINECS(EC#)	217-639-8
Molecular Formula	C6H6O2S
MDL Number	MFCD00005458
Molecular Weight	142.18
MOL File	1918-77-0.mol

Chemical Properties

Appearance	white to light yellow crystal powder
Melting point	63-64 °C (lit.)
Boiling point	160 °C/22 mmHg (lit.)
density	1.365 (estimate)
refractive index	1.5300 (estimate)
Fp	160°C/22mm
storage temp.	Keep in dark place,Inert atmosphere,2-8°C
solubility	Chloroform (Sparingly), Methanol (Slightly)
form	Crystalline Powder
pka	4.23±0.10(Predicted)
color	Slightly brown to brown
Water Solubility	Soluble in water, ethanol, ether and carbon tetrachloride.
Detection Methods	GC,NMR
BRN	114551
CAS DataBase Reference	1918-77-0(CAS DataBase Reference)
NIST Chemistry Reference	2-Thiopheneacetic acid(1918-77-0)
EPA Substance Registry System	1918-77-0(EPA Substance)

Safety Data

Hazard Codes	C,Xi
Risk Statements	R34:Causes burns. R37:Irritating to the respiratory system. R36/37/38:Irritating to eyes, respiratory system and skin . less more
Safety Statements	S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . S24/25:Avoid contact with skin and eyes . S27:Take off immediately all contaminated clothing . less more
RIDADR	UN 3261 8/PG 2
WGK Germany	3
Hazard Note	Irritant
TSCA	T
HazardClass	8
PackingGroup	III
HS Code	29349990

Raw materials And Preparation Products

Hazard Information

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

57382-97-5

1918-77-0

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

Material Safety Data Sheet(MSDS)

Spectrum Detail

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