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
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.
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.
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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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)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| A88476-100G | 04061833400821 |
| A88476-25G | 04061833400838 |
| A88476-5G | 04061833400845 |