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A88476

Sigma-Aldrich

4-Methoxybenzoyl chloride

99%

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Synonym(s):
4-Anisoyl chloride, p-Anisoyl chloride
Linear Formula:
CH3OC6H4COCl
CAS Number:
Molecular Weight:
170.59
Beilstein/REAXYS Number:
471918
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

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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1 of 4

This Item
119946112208114189
4-Methoxybenzoyl chloride 99%

A88476

4-Methoxybenzoyl chloride

4-Fluorobenzoyl chloride 98%

119946

4-Fluorobenzoyl chloride

4-Nitrobenzoyl chloride 98%

112208

4-Nitrobenzoyl chloride

Acetyl chloride reagent grade, 98%

114189

Acetyl chloride

Quality Level

200

Quality Level

-

Quality Level

200

Quality Level

200

form

liquid

form

-

form

solid

form

liquid

mp

22 °C (lit.)

mp

10-12 °C (lit.)

mp

71-74 °C (lit.)

mp

−112 °C (lit.)

bp

262-263 °C (lit.)

bp

82 °C/20 mmHg (lit.)

bp

202-205 °C/105 mmHg (lit.)

bp

52 °C (lit.)

refractive index

n20/D 1.581 (lit.)

refractive index

n20/D 1.532 (lit.)

refractive index

-

refractive index

n20/D 1.389 (lit.)

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_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


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1, 3-Diketones from acid chlorides and ketones: a rapid and general one-pot synthesis of pyrazoles.
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The modification of self-assembled monolayer on indium tin oxide as cathode in inverted bottom-emitting organic light-emitting diodes.
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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)
Leleti Rajender Reddy et al.
Journal of the American Chemical Society, 126(20), 6230-6231 (2004-05-20)
A simple and effective stereocontrolled synthesis of salinosporamide A has been developed. This process, the first synthesis of salinosporamide A, is capable of providing the compound in substantial quantities for further biological studies. Salinosporamide A was of special interest as
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