Anisoylchlorid 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.
Synthese
4-Methoxybenzoyl chloride is synthesized from the direct chlorination of 4-methoxybenzoic acid by thionyl chloride.
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.
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.
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.
Anisoylchlorid Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
Nocodazol
Amiodaron
(4-AMINO-3-NITROPHENYL)-(2-THIENYL)METHANONE
Aniracetam
BENZAMIDE, 4-METHOXY-N-[2-[2-(1-METHYL-2-PIPERIDINYL)ETHYL]PHENYL]-
N,N'-(9,10-Dihydro-4,8-dihydroxy-9,10-dioxoanthracen-1,5-diyl)bis[4-methoxybenzamid]
(4-Methoxy-3-nitrophenyl)-(thiophen-2-yl)methanone ,98%
p-Anisylthiophen-2-ylketon
Robustaflavone
2-Methylheptan-3-on
5-Iodoisobenzofuran-1,3-dione
(2-Butyl-5-nitro-3-benzofuranyl)[4-[3-(dibutylamino)propoxy]phenyl]methanone
Ethyl-p-anisoylacetat
4-Hydroxy-4'-methylbenzophenon
4-Fluor-4'-methoxybenzophenon
N,N'-(9,10-Dihydro-4,8-dihydroxy-9,10-dioxoanthracen-1,5-diyl)bis[4-methoxybenzamid]
(αE)-β-Chloro-4'-methoxyacrylophenone
3-FORMYLPHENYL 4-METHOXYBENZOATE
