Anisoylchlorid

Bezeichnung:Anisoylchlorid

CAS-Nr100-07-2

Englisch Name:4-Methoxybenzoyl chloride

CBNumberCB8726991

SummenformelC8H7ClO2

Molgewicht170.59

MOL-Datei100-07-2.mol

Synonyma

Anisoylchlorid

Anisoylchlorid physikalisch-chemischer Eigenschaften

Schmelzpunkt	22 °C(lit.)
Siedepunkt	262-263 °C(lit.)
Dichte	1.260 g/mL at 20 °C(lit.)
Dampfdruck	1.853Pa at 25℃
Brechungsindex	n20/D 1.581(lit.)
Flammpunkt	190 °F
storage temp.	2-8°C
Aggregatzustand	Liquid After Melting
Farbe	Clear colorless to brown
Geruch (Odor)	Sharp, penetrating.
Wasserlöslichkeit	It reacts in water.
Sensitive	Moisture Sensitive
Merck	14,673
BRN	471918
Stabilität	Stable, but reacts violently with water. Ensure no moisture enters the container in which this material is stored, to prevent pressure build-up. Incompatible with water, moisture, strong bases, strong oxidizing agents.
InChIKey	MXMOTZIXVICDSD-UHFFFAOYSA-N
LogP	1.52
CAS Datenbank	100-07-2(CAS DataBase Reference)
NIST chemische Informationen	4-Methoxybenzoic acid chloride(100-07-2)
EPA chemische Informationen	Benzoyl chloride, 4-methoxy- (100-07-2)

Sicherheit

Kennzeichnung gefährlicher	C,F
R-Sätze:	14-34-67-65-63-48/20-11
S-Sätze:	26-36/37/39-45-62-16
RIDADR	UN 1729 8/PG 2
WGK Germany	1
RTECS-Nr.	CA0270000
F	10-21
TSCA	Yes
HazardClass	8
PackingGroup	II
HS Code	29163990
Giftige Stoffe Daten	100-07-2(Hazardous Substances Data)

Gefahreninformationscode (GHS)

4-Methoxybenzoyl chloride Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R14:Reagiert heftig mit Wasser.
R34:Verursacht Verätzungen.
R67:Dämpfe können Schläfrigkeit und Benommenheit verursachen.
R65:Gesundheitsschädlich: kann beim Verschlucken Lungenschäden verursachen.
R63:Kann das Kind im Mutterleib möglicherweise schädigen.
R48/20:Gesundheitsschädlich: Gefahr ernster Gesundheitsschäden bei längerer Exposition durch Einatmen.
R11:Leichtentzündlich.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
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).
S62:Bei Verschlucken kein Erbrechen herbeiführen. Sofort ärztlichen Rat einholen und Verpackung oder dieses Etikett vorzeigen.
Chemische Eigenschaften
4-methoxybenzoyl chloride appears as an amber-colored crystalline solid. Melting point 72 °F. Corrosive to metals and skin. Vapors may cause serious burns to the eyes. Decompose with water or alcohol, soluble in acetone and benzene.
Definition
The hydrolysis of 4-Methoxybenzoyl chloride (OMe) generally occurs through a dissociative mechanism (SN1). The reaction rate is strongly affected by the polarity of the medium and the ability to stabilize the leaving group. Water encapsulated within a reverse micellar system is less polar and less available compared to a continuous aqueous phase; Consequently, the hydrolysis of OMe in the micellar medium is slower than in pure water.
Verwenden
4-Methoxybenzoyl chloride is used in the synthesis of stilbene and dihydrostilbene derivatives as potential anti-cancer agents. It is also used in the synthesis of coumarin dimers with potential HIV-1 activity.
Application
4-Methoxybenzoyl chloride is one of the reactive acylating agents that can react with carboxylic acids, alcohols and amines to yield respective carboxylic anhydrides, esters and amides.
4-Methoxybenzoyl chloride can be used as radical precursor in visible-light photocatalysis to synthesize various heterocyclic compounds.
It can be used to synthesize acylphosphine ligands for the rhodium-catalyzed hydrosilylation of alkenes.
Incorporation of 4-methoxybenzoyl chloride modified indium tin oxide (ITO) as cathode for the fabrication of organic light-emitting diodes (OLEDs) has been reported.
1,3 diketones synthesized from 4-methoxybenzoyl chloride can be used in one pot synthesis of various pyrazole derivatives.
It can also be used in the total synthesis of bioactive compounds like echinoside A and salinosporamide A.
Synthese
4-Methoxybenzoyl chloride is synthesized from the direct chlorination of 4-methoxybenzoic acid by thionyl chloride.
Allgemeine Beschreibung
4-methoxybenzoyl chloride appears as an amber-colored crystalline solid. Melting point 72°F. Corrosive to metals and skin. Vapors may cause serious burns to the eyes.
Air & Water Reaktionen
Fumes in air. Reacts exothermically with water (including moisture in air or soil) to form hydrochloric acid and insoluble anisic acid [Merck 11th ed. 1989].
Reaktivität anzeigen
ANISOYL CHLORIDE reacts exothermically with bases, including amines. Incompatible with water, strong oxidizing agents, alcohols. Sealed containers held at room temperature may explode, due to slow decomposition that builds up pressure. This situation is more dangerous with heat. May react vigorously or explosively with diisopropyl ether or other ethers in the presence of trace amounts of metal salts [J. Haz. Mat., 1981, 4, 291].
Hazard
Solutions corrosive to tissue. Explosion risk when in closed containers due to pressure caused by decomposition at room temperature.
Health Hazard
Vapor irritates mucous membranes. Contact of liquid with eyes or skin causes severe irritation. Ingestion causes severe irritation of mouth and stomach.
Brandgefahr
Special Hazards of Combustion Products: Irritating hydrogen chloride fumes may be formed.
Flammability and Explosibility
Not classified
Chemische Reaktivität
Reactivity with Water Reacts slowly to generate hydrogen chloride (hydrochloric acid). The reaction is not hazardous; Reactivity with Common Materials: Corrodes metal slowly; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Flush with water, rinse with sodium bicarbonate or lime solution; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.
Sicherheitsprofil
Corrosive to skin, eyes, mucous membranes, and other tissue.Evolves HCl by hydrolysis. A storage hazard; can explode spontaneously at room temperature. When heated to decomposition it emits toxic fumes of Cland may explode.
Lager
Stored in a closed container can cause an explosion due to the pressure caused by decomposition, should be stored at low temperature (5°C).
Structure and conformation
Anisoyl chloride, also known as methoxybenzoyl chloride), is an acyl halide, specifically an aromatic acyl chloride, and may be formed from anisic acid by replacing a hydroxyl group of the carboxylic acid with a chloride group. There are three isomers: the ortho-, meta-, and para- forms. 4-Methoxybenzoyl chloride is para- forms. Their structures differ in the arene substitution pattern—the location of the methoxy group on the ring as compared to the acyl halide.

4-Methoxybenzoyl chloride Upstream-Materialien And Downstream Produkte

Anisoylchlorid Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

100-07-2, 4-Methoxybenzoyl chloride Verwandte Suche:

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