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

Key Documents

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Product Name

4-Methoxybenzoyl chloride, 99%

InChI key

MXMOTZIXVICDSD-UHFFFAOYSA-N

InChI

1S/C8H7ClO2/c1-11-7-4-2-6(3-5-7)8(9)10/h2-5H,1H3

SMILES string

COc1ccc(cc1)C(Cl)=O

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.)

Quality Level

200

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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.

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.

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

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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Certificates of Analysis (COA)

Lot/Batch Number
0000293998
0000293998
STBH7132
BCCL0511
0000149458

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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)
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)
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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