23750
4-Chlorobenzoyl chloride
purum, ≥98.0% (GC)
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About This Item
Linear Formula:
ClC6H4COCl
CAS Number:
Molecular Weight:
175.01
EC Number:
204-515-3
UNSPSC Code:
12352100
MDL number:
Beilstein/REAXYS Number:
471606
grade
purum
assay
≥98.0% (GC)
refractive index
n20/D 1.578 (lit.), n20/D 1.579
bp
102-104 °C/11 mmHg (lit.)
mp
11-14 °C (lit.)
density
1.365 g/mL at 20 °C (lit.)
SMILES string
ClC(=O)c1ccc(Cl)cc1
InChI
1S/C7H4Cl2O/c8-6-3-1-5(2-4-6)7(9)10/h1-4H
InChI key
RKIDDEGICSMIJA-UHFFFAOYSA-N
General description
4-Chlorobenzoyl chloride reacts with 2-amino-2-seleno-5,5-dimethyl-1,3,2-dioxaphosphorinane to yield the respective N-acyl selenophosphoramides.
Application
4-Chlorobenzoyl chloride has been employed:
- for acylation of benzene using different solid acid catalysts such as dodecatungstophosphoric acid (DTPA), DTPA/K-10 clay, K-10, amberlite, amberlyst-15, indion-130, filtrol-24 clay and sulfated zirconia
- in the preparation of 1-(4-chlorobenzoyl)-2,7-dimethoxynaphthalene
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signalword
Danger
hcodes
Hazard Classifications
Aquatic Chronic 3 - Eye Dam. 1 - Skin Corr. 1B
Storage Class
8A - Combustible corrosive hazardous materials
wgk
WGK 1
flash_point_f
221.0 °F - closed cup
flash_point_c
105 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Regulatory Information
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Friedel-Crafts acylation using sulfated zirconia catalyst.
Yadav GD and Pujari AA.
Green Chemistry, 1(2), 4095-4100 (1999)
Grzegorz Cholewinski et al.
Organic & biomolecular chemistry, 7(19), 4095-4100 (2009-09-19)
2-Amino-2-seleno-5,5-dimethyl-1,3,2-dioxaphosphorinane reacts with acyl chlorides (4-chlorobenzoyl chloride or pivaloyl chloride) yielding the respective N-acyl selenophosphoramides. These derivatives do not isomerise to the related selenocarbonyl imides. X-ray study of N-(4-chlorobenzoyl)-2-amino-2-seleno-5,5-dimethyl-1,3,2-dioxaphosphorinane indicates that the selenium atom is placed in the equatorial position.
Ryosuke Mitsui et al.
Acta crystallographica. Section E, Structure reports online, 64(Pt 7), o1278-o1278 (2008-01-01)
In the title compound, C(19)H(15)ClO(3), the dihedral angle between the naphthalene ring system and the benzene ring is 72.06 (7)°. The 4-chloro-phenyl group and the carbonyl group are almost coplanar. An inter-molecular C-H⋯O hydrogen bond is formed between an H atom