| | 4-Methoxybenzoyl chloride Basic information |
| | 4-Methoxybenzoyl chloride Chemical Properties |
| Melting point | 22 °C(lit.) | | Boiling point | 262-263 °C(lit.) | | density | 1.260 g/mL at 20 °C(lit.) | | vapor pressure | 1.853Pa at 25℃ | | refractive index | n20/D 1.581(lit.) | | Fp | 190 °F | | storage temp. | 2-8°C | | form | Liquid After Melting | | color | Clear colorless to brown | | Odor | Sharp, penetrating. | | Water Solubility | It reacts in water. | | Sensitive | Moisture Sensitive | | Merck | 14,673 | | BRN | 471918 | | Stability: | 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 DataBase Reference | 100-07-2(CAS DataBase Reference) | | NIST Chemistry Reference | 4-Methoxybenzoic acid chloride(100-07-2) | | EPA Substance Registry System | Benzoyl chloride, 4-methoxy- (100-07-2) |
| | 4-Methoxybenzoyl chloride Usage And Synthesis |
| Chemical Properties | 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. | | Uses | 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. | | Synthesis | 4-Methoxybenzoyl chloride is synthesized from the direct chlorination of 4-methoxybenzoic acid by thionyl chloride. | | General Description | 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 Reactions | 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]. | | Reactivity Profile | 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. | | Fire Hazard | Special Hazards of Combustion Products: Irritating hydrogen chloride fumes may be formed. | | Flammability and Explosibility | Notclassified | | Chemical Reactivity | 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. | | Safety Profile | 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. | | storage | Stored in a closed container can cause an explosion due to the pressure
caused by decomposition, should be stored at low temperature (5°C). |
| | 4-Methoxybenzoyl chloride Preparation Products And Raw materials |
| Raw materials | Thionyl chloride-->p-Anisic acid | | Preparation Products | NOCODAZOLE-->(4-AMINO-3-NITROPHENYL)-(2-THIENYL)METHANONE-->(4-Methoxy-3-nitrophenyl)-(thiophen-2-yl)methanone ,98%-->Aniracetam-->Amiodarone-->BENZAMIDE, 4-METHOXY-N-[2-[2-(1-METHYL-2-PIPERIDINYL)ETHYL]PHENYL]--->2-(4-METHOXYBENZOYL)THIOPHENE-->N,N'-(9,10-dihydro-4,8-dihydroxy-9,10-dioxoanthracene-1,5-diyl)bis[4-methoxybenzamide]-->Robustaflavone-->2-METHYL-3-HEPTANONE-->5-Iodoisobenzofuran-1,3-dione-->(2-Butyl-5-nitro-3-benzofuranyl)[4-[3-(dibutylamino)propoxy]phenyl]methanone-->ETHYL 4-METHOXYBENZOYLACETATE-->4-hydroxy-4'-methylbenzophenone-->4-Fluoro-4'-methoxybenzophenone-->N,N'-(9,10-dihydro-4,8-dihydroxy-9,10-dioxoanthracene-1,5-diyl)bis[4-methoxybenzamide]-->(αE)-β-Chloro-4'-methoxyacrylophenone-->3-FORMYLPHENYL 4-METHOXYBENZOATE |
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