A88476

4-Methoxybenzoyl chloride

99%

• Synonym(s): 4-Anisoyl chloride, p-Anisoyl chloride
• Linear Formula: CH₃OC₆H₄COCl
• CAS Number: 100-07-2
• Molecular Weight: 170.59
• Beilstein: 471918
• EC Number: 202-816-4
• MDL number: MFCD00000687
• UNSPSC Code: 12352100
• PubChem Substance ID: 24891375
• NACRES: NA.22

Properties

• Quality Level: 200
• Assay: 99%
• form: liquid
• refractive index: n20/D 1.581 (lit.)
• bp: 262-263 °C (lit.)
• mp: 22 °C (lit.)
• density: 1.260 g/mL at 20 °C (lit.)
• SMILES string: COc1ccc(cc1)C(Cl)=O
• InChI: 1S/C8H7ClO2/c1-11-7-4-2-6(3-5-7)8(9)10/h2-5H,1H3
• InChI key: MXMOTZIXVICDSD-UHFFFAOYSA-N

Description

General description

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 reacts with potassium thiocyanate to yield isothiocyanate derivative via nucleophilic addition-elimination mechanism.

Application

• 4-Methoxybenzoyl chloride can be used as radical precursor in visible-light photocatalysis to synthesize various heterocyclic compounds.[1]
• It can be used to synthesize acylphosphine ligands for the rhodium-catalyzed hydrosilylation of alkenes.[2]
• Incorporation of 4-methoxybenzoyl chloride modified indium tin oxide (ITO) as cathode for the fabrication of organic light-emitting diodes (OLEDs) has been reported.[3]
• 1,3 diketones synthesized from 4-methoxybenzoyl chloride can be used in one pot synthesis of various pyrazole derivatives.[4]
• It can also be used in the total synthesis of bioactive compounds like echinoside A and salinosporamide A.[5][6]

Safety Information

• Pictograms: GHS05
• Signal Word: Danger
• Hazard Statements: H314
• Precautionary Statements: P260 - P280 - P303 + P361 + P353 - P305 + P351 + P338 + P310
• Hazard Classifications: Eye Dam. 1 - Skin Corr. 1B
• Supplementary Hazards: EUH014
• Storage Class Code: 8A - Combustible corrosive hazardous materials
• WGK: WGK 1
• Flash Point(F): 188.6 °F - closed cup
• Flash Point(C): 87 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves