2-Thiopheneacetyl chloride

2-Thiopheneacetyl chloride Basic information
Product Name:2-Thiopheneacetyl chloride
Synonyms:TIMTEC-BB SBB006705;THIOPHENE-2-ACETYL CHLORIDE;2-Thiopheneacethylchloride;2-THIOPHENE ACETYL CHLORIDE (TAC);2-(2-THIENYL)ACETYL CHLORIDE;2-THIOPHENEACETYL CHLORIDE;2-THIENYLACETYL CHLORIDE;2-Thienylacetic acid chloride
CAS:39098-97-0
MF:C6H5ClOS
MW:160.62
EINECS:254-290-0
Product Categories:Thiophene&Benzothiophene;bc0001
Mol File:39098-97-0.mol
2-Thiopheneacetyl chloride Structure
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.)
Fp 215 °F
storage temp. 2-8°C
form Liquid
color Clear brown
Specific Gravity1.303
Water Solubility Reacts with water.
Sensitive Moisture Sensitive
BRN 114547
InChIKeyAJYXPNIENRLELY-UHFFFAOYSA-N
CAS DataBase Reference39098-97-0(CAS DataBase Reference)
EPA Substance Registry System2-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
8-10-21
TSCA T
HazardClass 8
PackingGroup III
HS Code 29349990
MSDS Information
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2-Thiopheneacetyl chloride English
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2-Thiopheneacetyl chloride Usage And Synthesis
Description2-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 PropertiesCLEAR BROWN LIQUID
Uses2-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.
Uses2-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 DescriptionA 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 ReactionsInsoluble in water. Decomposes exothermically in water yielding fumes of toxic hydrogen chloride.
Reactivity ProfileTHIOPHENE-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 HazardTOXIC; 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 HazardNon-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.
SynthesisIn 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, 3,4-dimethyl-alpha-oxo- (9CI) 2-Thiopheneacetyl chloride, 5-cyano-alpha-oxo- (9CI) 2-Thiopheneacetyl chloride, 5-(cyanomethyl)-alpha-oxo- (9CI) 2-Thiopheneacetyl chloride, alpha-oxo- (9CI) 2-Ethylthiophene 2-Thiopheneacetyl chloride, 3-chloro-alpha-oxo- (9CI) 2-Thiopheneacetyl chloride, 5-ethoxy-alpha-oxo- (9CI) 2-Thiopheneacetyl chloride Acetyl chloride 2-Thiopheneacetyl chloride, alpha-oxo-5-propyl- (9CI) 2-Thiopheneacetyl chloride, 3-methoxy-alpha-oxo- (9CI) 2-Thiopheneacetyl chloride, 5-fluoro-alpha-oxo- (9CI) 2-Thiopheneacetyl chloride, 3-methyl-alpha-oxo- (9CI) 2-Thiopheneacetyl chloride, 5-methyl-alpha-oxo- (9CI) 4-Thien-2-yltetrahydro-2H-pyran-4-carbonyl chloride 97% Methyl 3-amino-4-methylthiophene-2-carboxylate Articaine EP Impurity F HCl (Articaine Acid Propionamide HCl) Articaine EP Impurity H HCl

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