2-Thiopheneacetyl chloride Chemical Properties

Boiling point:

105-106 °C/22 mmHg (lit.) 130-135 °C/90 mmHg (lit.)

Density 

1.303 g/mL at 25 °C (lit.)

vapor pressure 

4 mm Hg ( 83 °C)

refractive index 

n20/D 1.551(lit.)

Flash point:

215 °F

storage temp. 

2-8°C

form 

Liquid

color 

Clear brown

Specific Gravity

1.303

Water Solubility 

Reacts with water.

Sensitive 

Moisture Sensitive

BRN 

114547

InChIKey

AJYXPNIENRLELY-UHFFFAOYSA-N

CAS DataBase Reference

39098-97-0(CAS DataBase Reference)

EPA Substance Registry System

2-Thiopheneacetyl chloride (39098-97-0)

Safety Information

Hazard Codes 

C

Risk Statements 

14-34-37-29

Safety Statements 

26-28-36/37/39-45-8-30-23

RIDADR 

UN 3265 8/PG 2

WGK Germany 

3

F 

8-10-21

TSCA 

T

HazardClass 

8

PackingGroup 

III

HS Code 

29349990

MSDS

• Language:English Provider:2-Thiopheneacetyl chloride
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2-Thiopheneacetyl chloride Usage And Synthesis

Description

2-Thiopheneacetyl chloride is used as a reagent to synthesize diamide derivatives of (S)-BINOL. These derivatives display potential anti-inflammatory and anti-arthritis effects. 2-Thiopheneacetyl chloride is also used in the synthesis of Nitrocefin (N493815), a chromogenic substrate that changes colour in the presence of β-lactamases and penicillin-binding proteins.

Chemical Properties

CLEAR BROWN LIQUID

Uses

2-Thiopheneacetyl chloride was used in the synthesis of (S)-ethyl-1-(2-thiopheneacetyl)-3-piperidinecarboxylate, nipecotate-containing immunopotentiator, 5-fluorouracil-cephalosporin prodrug, series of new N,N?-di(thiopheneacetyl)diamines derivatives and 6-β-(thiophen-2?-yl)acetamidomorphine. Also used in the synthesis of Nitrocefin.

Uses

2-Thiopheneacetyl chloride was used in the synthesis of:

• (S)-ethyl-1-(2-thiopheneacetyl)-3-piperidinecarboxylate, nipecotate-containing immunopotentiator
• 5-fluorouracil-cephalosporin prodrug
• series of new N,N′-di(thiopheneacetyl)diamines derivatives
• 6-β-(thiophen-2′-yl)acetamidomorphine

General Description

A clear yellow to dark brown liquid. Insoluble in water and denser than water. Corrosive to skin, and eyes. Vapors severely irritate respiratory tract.

Air & Water Reactions

Insoluble in water. Decomposes exothermically in water yielding fumes of toxic hydrogen chloride.

Reactivity Profile

THIOPHENE-2-ACETYL CHLORIDE is incompatible with water, bases (including amines), with strong oxidizing agents, and with alcohols. May react vigorously or explosively if mixed with diisopropyl ether or other ethers in the presence of trace amounts of metal salts [J. Haz. Mat., 1981, 4, 291].

Health Hazard

TOXIC; inhalation, ingestion or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.

Fire Hazard

Non-combustible, substance itself does not burn but may decompose upon heating to produce corrosive and/or toxic fumes. Some are oxidizers and may ignite combustibles (wood, paper, oil, clothing, etc.). Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated.

Synthesis

In the four-hole boiling flask with mechanical stirring, thermometer, air guide outlet, add 100g 2-thiophene acetic acid; 350g methylene dichloride, stirs and is warming up to 37 DEG C, starts to drip 250g sulfur oxychloride under the protection of nitrogen; within 1.5 hours, drip off insulation reaction 2.5 hours at this temperature.The methylene dichloride of underpressure distillation remnants, continues to distill obtaining 2-thiophen acetyl chloride 102.5g, and yield reaches 91.5%.

2-Thiopheneacetyl chloride(39098-97-0)Related Product Information

• 2-Thiazolecarboxamidine Hydrochloride
• 2-Thiophenecarboxylic acid
• 2-Thiophenecarboxaldehyde
• 2-Thiophenesulfonyl chloride
• Thiophene-2-sulfonamide
• 2-Thiopheneacetic acid
• Acetyl chloride
• 2-Thiopheneacetyl chloride
• 2-Ethylthiophene
• Methyl 3-amino-4-methylthiophene-2-carboxylate
• 4-Thien-2-yltetrahydro-2H-pyran-4-carbonyl chloride 97%
• ARTICAINE IMPURITY A
• Articaine hydrochloride
• ARTICAINE IMPURITY E
• Articaine IMpurity G (Butylarticaine HCl)
• methyl 3-(2-bromopropanoylamino)-4-methyl-thiophene-2-carboxylate
• 2-Thiopheneacetyl chloride, alpha-oxo- (9CI)
• 2-Thiopheneacetyl chloride, 3-chloro-alpha-oxo- (9CI)