Skip to Content
MilliporeSigma
All Photos(3)

Documents

A88476

Sigma-Aldrich

4-Methoxybenzoyl chloride

99%

Synonym(s):

4-Anisoyl chloride, p-Anisoyl chloride

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

Linear Formula:
CH3OC6H4COCl
CAS Number:
100-07-2
Molecular Weight:
170.59
Beilstein/REAXYS Number:
471918
EC Number:
202-816-4
MDL number:
MFCD00000687
UNSPSC Code:
12352100
PubChem Substance ID:
24891375
NACRES:
NA.22

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

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
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

supp_hazards

EUH014

Storage Class

8A - Combustible, corrosive hazardous materials

wgk_germany

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

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 3

1 of 3

m-Toluoyl chloride 99%

Sigma-Aldrich

122254

m-Toluoyl chloride

4-Methoxybenzoic acid ReagentPlus®, 99%

Sigma-Aldrich

117390

4-Methoxybenzoic acid

4-tert-Butylbenzoyl chloride 98%

Sigma-Aldrich

157120

4-tert-Butylbenzoyl chloride

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 effect of an acylphosphine ligand on the rhodium-catalyzed hydrosilylation of alkenes.
Li J, et al.
Journal of Organometallic Chemistry, 855, 7-11 (2018)
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)
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
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service