159069
4-Chloroanisole
99%
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About This Item
Linear Formula:
ClC6H4OCH3
CAS Number:
Molecular Weight:
142.58
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
210-772-2
Beilstein/REAXYS Number:
1858901
MDL number:
Product Name
4-Chloroanisole, 99%
InChI key
YRGAYAGBVIXNAQ-UHFFFAOYSA-N
InChI
1S/C7H7ClO/c1-9-7-4-2-6(8)3-5-7/h2-5H,1H3
SMILES string
COc1ccc(Cl)cc1
assay
99%
form
liquid
refractive index
n20/D 1.535 (lit.)
bp
198-202 °C (lit.)
mp
−18 °C (lit.)
density
1.164 g/mL at 25 °C (lit.)
functional group
chloro
Quality Level
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General description
4-Chloroanisole is an electron-rich chloroarene. It undergoes Ullmann-type homocoupling catalyzed by in situ generated Pd colloids. Reaction of 4-chloroanisole with Cu(II)-smectite in n-hexane, carbon tetrachloride or dichloromethane has been studied. The nucleophilic photosubstitution reactions, photocyanation and photohydrolysis of 4-chloroanisole has been studied by time resolved spectroscopy.
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
165.2 °F - closed cup
flash_point_c
74 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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Antonio Monopoli et al.
The Journal of organic chemistry, 75(11), 3908-3911 (2010-05-14)
An efficient and highly sustainable Ullmann-type homocoupling of bromo- and chloroarenes, including the more challenging electron-rich chloroarenes (e.g., 4-chloroanisole), catalyzed by in situ generated Pd colloids, is carried out in aqueous medium under relatively mild conditions (temperatures ranging from 40
Laser spectroscopic study of the nucleophilic photosubstitution of 4-chloroanisole and 4-fluoroanisole in aqueous solutions.
Lemmetyinen H, et al.
Journal of Photochemistry, 30(3), 315-338 (1985)
Single electron transfer mechanism of oxidative dechlorination of 4-chloroanisole on copper (II)-smectite.
Govindaraj N, et al.
Environmental Science & Technology, 21(11), 1119-1123 (1987)
Qingqing Mei et al.
Science advances, 4(5), eaaq0266-eaaq0266 (2018-05-26)
Ether bond activation is very interesting because the synthesis of many valuable compounds involves conversion of ethers. Moreover, C-O bond cleavage is also very important for the transformation of biomass, especially lignin, which abundantly contains ether bonds. Developing efficient methods
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