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2-Chloroanisole

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Name

2-Chloroanisole

EINECS 212-167-9
CAS No. 766-51-8 Density 1.137 g/cm3
PSA 9.23000 LogP 2.34860
Solubility 0.49g/L(25 oC) Melting Point -27oC
Formula C7H7ClO Boiling Point 198.5 °C at 760 mmHg
Molecular Weight 142.585 Flash Point 70.8 °C
Transport Information N/A Appearance clear light yellow liquid
Safety 24/25 Risk Codes N/A
Molecular Structure Molecular Structure of 766-51-8 (2-Chloroanisole) Hazard Symbols N/A
Synonyms

Anisole,o-chloro- (6CI,7CI,8CI);1-Chloro-2-methoxybenzene;2-Chloromethoxybenzene;2-Chlorophenol methyl ether;2-Methoxy-1-chlorobenzene;2-Methoxyphenyl chloride;NSC 155175;o-Chloroanisole;o-Chloromethoxybenzene;o-Chlorophenyl methyl ether;o-Methoxychlorobenzene;

Article Data 153

2-Chloroanisole Synthetic route

5720-06-9

2-Methoxyphenylboronic acid

766-51-8

2-Chloroanisole

Conditions
ConditionsYield
With N-chloro-succinimide; copper(l) chloride In acetonitrile at 80℃; for 18h;97%
With N-chloro-succinimide In acetonitrile at 80℃; for 24h;90%
95-57-8

2-monochlorophenol

77-78-1

dimethyl sulfate

766-51-8

2-Chloroanisole

Conditions
ConditionsYield
Stage #1: 2-monochlorophenol With potassium carbonate In acetone for 0.25h;
Stage #2: dimethyl sulfate In acetone for 10h; Reflux;
96%
With sodium hydroxide In water at 90℃; for 0.5h;84.6%
With potassium hydroxide at 100℃;
With sodium hydroxide at 100℃;
With lithium hydroxide In tetrahydrofuran for 1h; Ambient temperature; Yield given;
100-66-3

methoxybenzene

A

623-12-1

4-chloromethoxybenzene

B

766-51-8

2-Chloroanisole

Conditions
ConditionsYield
With lithium chloride In N,N-dimethyl acetamide at 30℃; Pt anode, graphite cathode, sintered glass diaphragm, 1.3 V vs. SCE, 965 C;A 95.8%
B 2.8%
With aluminum oxide; sodium chlorite; water; manganese(III) acetylacetonate In dichloromethane at 25℃; for 0.583333h; Product distribution; other solvents, inorganic support materials, times and temperatures, also without H2O;A 85%
B 8%
With chlorine; natural kaolinitic clay In tetrachloromethane for 2h; Heating;A 85%
B 9%
95-57-8

2-monochlorophenol

74-88-4

methyl iodide

766-51-8

2-Chloroanisole

Conditions
ConditionsYield
With sodium carbonate In dichloromethane at 20℃;95%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 16h;51%
With sodium hydroxide In N,N-dimethyl acetamide at 25℃; Rate constant;
With potassium carbonate at 130℃;
578-57-4

2-bromoanisole

766-51-8

2-Chloroanisole

Conditions
ConditionsYield
With nickel dichloride In N,N-dimethyl-formamide at 170℃; for 0.0833333h; microwave irradiation;94%
With CuCl-alumina In various solvent(s) at 150℃; for 24h;54 % Chromat.
With hydrogenchloride; (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; oxygen In water; acetonitrile at 25℃; for 1.5h; Irradiation;53 %Chromat.
14503-45-8

3-chloro-4-methoxybenzyl alcohol

766-51-8

2-Chloroanisole

Conditions
ConditionsYield
With chlorobis(cyclooctene)-iridium(I) dimer; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; lithium chloride In water; 1,3,5-trimethyl-benzene at 170℃; for 18h; Schlenk technique; Inert atmosphere;91%
95-57-8

2-monochlorophenol

616-38-6

carbonic acid dimethyl ester

766-51-8

2-Chloroanisole

Conditions
ConditionsYield
With layered double hydroxide - supported L-methionine at 180℃; for 6h; Autoclave; chemoselective reaction;90%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide for 0.0583333h; microwave irradiation;85%
With dimanganese decacarbonyl at 180℃; for 1h;2%
With leucine intercalated Mg-Al layered double hydorxide at 180℃; for 6h; Autoclave; Green chemistry; chemoselective reaction;86 %Chromat.
14596-60-2

N-chloro-N-(4-methylphenyl)acetamide

100-66-3

methoxybenzene

A

623-12-1

4-chloromethoxybenzene

B

766-51-8

2-Chloroanisole

C

18931-78-7

N-(2-chloro-4-methylphenyl)acetamide

D

103-89-9

4-Methylacetanilide

Conditions
ConditionsYield
at 110℃; for 12h; Mechanism; Orton Haloaniline Rearrangement; Inert atmosphere; Darkness;A 82%
B n/a
C n/a
D 87%
598-99-2

Methyl trichloroacetate

95-57-8

2-monochlorophenol

766-51-8

2-Chloroanisole

Conditions
ConditionsYield
With 18-crown-6 ether; potassium carbonate at 150℃; for 2h;85%

2-methoxy-benzenediazonium; tetrachloro cuprate(II)

766-51-8

2-Chloroanisole

Conditions
ConditionsYield
In dimethyl sulfoxide Ambient temperature;84%

2-Chloroanisole Chemical Properties

The Molecular formula of 2-Chloroanisole(766-51-8): C7H7ClO
The Molecular Weight of 2-Chloroanisole(766-51-8): 142.58
The Molecular Structure of 2-Chloroanisole(766-51-8):
EINECS: 212-167-9
Boiling Point: 198.5 °C at 760 mmHg
Flash Point: 70.8 °C  
Index of Refraction: 1.515 
Molar Refractivity: 37.82 cm
Molar Volume: 125.3 cm3 
Polarizability: 14.99 10-24 cm
Surface Tension: 32.6 dyne/cm 
Density: 1.137 g/cm
Enthalpy of Vaporization: 41.69 kJ/mol 
Vapour Pressure: 0.506 mmHg at 25°C 
BRN: 2042179
IUPAC Name: 1-chloro-2-methoxybenzene
Synonyms: 1-chloro-2-methoxy-benzen;anisole,o-chloro-;benzene,1-chloro-2-methoxy-;2-chloromethoxybenzene;2-Chlorophenol methyl ether;o-Chloromethoxybenzene;o-Chlorophenyl methyl ether; Anisole, o-chloro-;

2-Chloroanisole Safety Profile

The Safety Statements information of 2-Chloroanisole(766-51-8):
24/25:  Avoid contact with skin and eyes  
WGK Germany: 3
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