Methyl 2-chlorophenylacetate Chemical Properties

Boiling point:

128 °C / 23mmHg

Density 

1.21

refractive index 

1.524-1.526

storage temp. 

Sealed in dry,Room Temperature

form 

Liquid

color 

Clear colorless

InChI

InChI=1S/C9H9ClO2/c1-12-9(11)6-7-4-2-3-5-8(7)10/h2-5H,6H2,1H3

InChIKey

KHBWTRFWQROKJZ-UHFFFAOYSA-N

SMILES

C1(CC(OC)=O)=CC=CC=C1Cl

CAS DataBase Reference

57486-68-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Safety Statements 

24/25

HS Code 

29163990

MSDS

• Language:English Provider:ACROS

Methyl 2-chlorophenylacetate Usage And Synthesis

Chemical Properties

clear colorless liquid

Synthesis

To a solution of o-chlorophenylacetic acid (1.04 g, 6 mmol) in methanol (25 mL) was added concentrated sulfuric acid (6 drops) and the reaction mixture was heated to reflux for 16 hours. Upon completion of the reaction, the methanol was removed by concentration under reduced pressure, and the residue was dissolved in ethyl acetate and washed with saturated aqueous sodium bicarbonate, water and saturated aqueous sodium chloride in that order. The organic layer was dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give o-chlorophenylacetic acid methyl ester (1.08 g, yield 97.5%) as a light yellow oil.GC-MS (EI) m/z: 184, 186 [M+].

References

[1] Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 13, p. 2843 - 2866
[2] Tetrahedron Letters, 2003, vol. 44, # 2, p. 331 - 334
[3] Patent: WO2005/7165, 2005, A1. Location in patent: Page 43
[4] Patent: WO2005/7633, 2005, A1. Location in patent: Page 30-31
[5] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 20, p. 5515 - 5518

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