2-Thiopheneacetyl chloride

Bezeichnung:2-Thiopheneacetyl chloride

CAS-Nr39098-97-0

Englisch Name:2-Thiopheneacetyl chloride

CBNumberCB3152140

SummenformelC6H5ClOS

Molgewicht160.62

MOL-Datei39098-97-0.mol

2-Thiopheneacetyl chloride physikalisch-chemischer Eigenschaften

Siedepunkt	105-106 °C/22 mmHg (lit.) 130-135 °C/90 mmHg (lit.)
Dichte	1.303 g/mL at 25 °C (lit.)
Dampfdruck	4 mm Hg ( 83 °C)
Brechungsindex	n20/D 1.551(lit.)
Flammpunkt	215 °F
storage temp.	2-8°C
Aggregatzustand	Liquid
Farbe	Clear brown
Wichte	1.303
Wasserlöslichkeit	Reacts with water.
Sensitive	Moisture Sensitive
BRN	114547
InChIKey	AJYXPNIENRLELY-UHFFFAOYSA-N
CAS Datenbank	39098-97-0(CAS DataBase Reference)
EPA chemische Informationen	2-Thiopheneacetyl chloride (39098-97-0)

Sicherheit

Kennzeichnung gefährlicher	C
R-Sätze:	14-34-37-29
S-Sätze:	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

Gefahreninformationscode (GHS)

2-Thiopheneacetyl chloride Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R14:Reagiert heftig mit Wasser.
R34:Verursacht Verätzungen.
R37:Reizt die Atmungsorgane.
R29:Entwickelt bei Berührung mit Wasser giftige Gase.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S28:Bei Berührung mit der Haut sofort abwaschen mit viel . . . (vom Hersteller anzugeben).
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
S8:Behälter trocken halten.
S30:Niemals Wasser hinzugießen.
S23:Gas/Rauch/Dampf/Aerosol nicht einatmen(geeignete Bezeichnung(en) vom Hersteller anzugeben).
Beschreibung
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.
Chemische Eigenschaften
CLEAR BROWN LIQUID
Verwenden
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
Verwenden
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.
Allgemeine Beschreibung
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 Reaktionen
Insoluble in water. Decomposes exothermically in water yielding fumes of toxic hydrogen chloride.
Reaktivität anzeigen
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.
Brandgefahr
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.
Synthese
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%.

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