All Photos(3)
Synonym(s):
4-Anisoyl chloride, p-Anisoyl chloride
Linear Formula:
CH3OC6H4COCl
CAS Number:
Molecular Weight:
170.59
Beilstein:
471918
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
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
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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.
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.
- 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.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Dam. 1 - Skin Corr. 1B
Supplementary Hazards
WGK
WGK 1
Flash Point(F)
188.6 °F
Flash Point(C)
87 °C
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
危险化学品
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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Find documentation for the products that you have recently purchased in the Document Library.
The effect of an acylphosphine ligand on the rhodium-catalyzed hydrosilylation of alkenes.
Li J, et al.
Journal of Organometallic Chemistry, 855, 7-11 (2018)
1, 3-Diketones from acid chlorides and ketones: a rapid and general one-pot synthesis of pyrazoles.
Heller ST and Natarajan SR
Organic Letters, 8(13), 2675-2678 (2006)
Aroyl chlorides as novel acyl radical precursors via visible-light photoredox catalysis.
Xu S.M, et al.
Organic Chemistry Frontiers : An International Journal of Organic Chemistry / Royal Society of Chemistry, 4(7), 1331-1335 (2017)
The modification of self-assembled monolayer on indium tin oxide as cathode in inverted bottom-emitting organic light-emitting diodes.
Xiong T and Ma D
Journal of Applied Physics, 104(6), 064506-064506 (2008)
Total synthesis of echinoside A, a representative triterpene glycoside of sea cucumbers.
Yu B, et al.
Angewandte Chemie (International Edition in English), 129(26), 7756-7760 (2017)
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