159069

Sigma-Aldrich

4-Chloroanisole

99%

Linear Formula:
ClC6H4OCH3
CAS Number:
Molecular Weight:
142.58
Beilstein/REAXYS Number:
1858901
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

99%

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.)

SMILES string

COc1ccc(Cl)cc1

InChI

1S/C7H7ClO/c1-9-7-4-2-6(8)3-5-7/h2-5H,1H3

InChI key

YRGAYAGBVIXNAQ-UHFFFAOYSA-N

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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.

Packaging

25, 100 g in glass bottle

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

WGK Germany

WGK 3

Flash Point(F)

165.2 °F - closed cup

Flash Point(C)

74 °C - closed cup

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)
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...
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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