2,5-DICHLOROANISOLE Chemical Properties

Melting point:

24°C

Boiling point:

128-132°C 3,5mm

Density 

1.33

refractive index 

1.5615-1.5635

Flash point:

21°C

storage temp. 

Inert atmosphere,Room Temperature

form 

Liquid

color 

Clear colorless to very slightly yellow

BRN 

2327401

CAS DataBase Reference

1984-58-3(CAS DataBase Reference)

EPA Substance Registry System

2,5-Dichloroanisole (1984-58-3)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

36/37/38-20/22

Safety Statements 

37/39-26-23

RIDADR 

1993

Hazard Note 

Irritant

TSCA 

Yes

HS Code 

29093090

MSDS

• Language:English Provider:ACROS
• Language:English Provider:ALFA

2,5-DICHLOROANISOLE Usage And Synthesis

Chemical Properties

clear colorless to very slightly yellow liquid

Uses

1,4-Dichloro-2-methoxybenzene is a useful reagent for organic synthesis.

Synthesis

1,2,4-Trichlorobenzene (TCB), 50 wt% aqueous NaOH and methanol were added to a pressure reactor at a molar ratio of 1.0:2.4:10. The reactor was sealed and heated to 190°C under stirring conditions and maintained at this temperature for 90 minutes. Continuous stirring was maintained during the reaction. Upon completion of the reaction, the reactor was cooled to room temperature using an ice water bath. The reaction mixture was transferred to a separatory funnel and acidified with 10% H2SO4 to a pH below 1.5. Subsequently, dichloromethane was extracted three times with an aqueous layer. The final yield of 2,5-dichlorophenol was 64.6%. The ratio of regioselectivity (2,5-dichlorophenol to 2,5-dichloroanisole/2,4-dichlorophenol to 2,4-dichloroanisole/3,4-dichlorophenol to 3,4-dichloroanisole) was 71.9:15.5:12.6 as analyzed by gas chromatography (GC).

References

[1] Patent: WO2015/49160, 2015, A1. Location in patent: Page/Page column 11
[2] Patent: WO2015/49360, 2015, A1. Location in patent: Page/Page column 14

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