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Merck
CN

A88476

4-Methoxybenzoyl chloride

99%

Synonym(s):

4-Anisoyl chloride, p-Anisoyl chloride

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About This Item

Linear Formula:
CH3OC6H4COCl
CAS Number:
Molecular Weight:
170.59
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
202-816-4
Beilstein/REAXYS Number:
471918
MDL number:
Assay:
99%
Form:
liquid
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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

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.
  • 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.



pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

supp_hazards

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 1

flash_point_f

188.6 °F - closed cup

flash_point_c

87 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Regulatory Information

危险化学品

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Yuan Zhao et al.
Scientific reports, 6, 35267-35267 (2016-10-13)
With the extensive application of doxorubicin (DOX), DOX resistance has become one of the main obstacles to the effective treatment of breast cancer. In this paper, DOX and resveratrol (RES) were co-encapsulated in a modified PLGA nanoparticle (NPS) to overcome
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)
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)



Global Trade Item Number

SKUGTIN
A88476-100G04061833400821
A88476-25G04061833400838
A88476-5G04061833400845