2-METHYL-2-PHENOXY-PROPIONIC ACID Chemical Properties

Melting point:

98.0 to 102.0 °C

Boiling point:

289.3±13.0 °C(Predicted)

Density 

1.143±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

soluble in Methanol

form 

powder to crystal

pka

3.26±0.10(Predicted)

color 

White to Orange to Green

Water Solubility 

1000g/L at 25℃

Safety Information

Hazard Codes 

Xi

RTECS 

UF6104200

HazardClass 

IRRITANT

HS Code 

2918999090

2-METHYL-2-PHENOXY-PROPIONIC ACID Usage And Synthesis

Synthesis

Ethyl 2-methyl-2-phenoxypropionate (2.0 g, 9.6 mmol) was dissolved in ethanol (16 ml) at 26 °C, followed by the slow addition of aqueous (4 ml) solution of sodium hydroxide (0.46 g, 11.5 mmol). The reaction mixture was stirred at the same temperature for 30 min, after which most of the ethanol was removed by concentration via rotary evaporator. Water (20 mL) was added to the concentrated mixture and washed with ethyl acetate (2 x 20 mL) to remove unreacted starting material. The aqueous phase was adjusted to pH 3 with 2N hydrochloric acid and subsequently extracted with ethyl acetate (2 x 20 mL). The organic phases were combined, washed with saturated saline (30 mL), dried over anhydrous sodium sulfate, filtered and concentrated to afford 2-methyl-2-phenoxypropionic acid (1.6 g, 94.1% yield) as a white solid, which could be used for subsequent reactions without further purification.

References

[1] Patent: WO2014/100730, 2014, A1. Location in patent: Paragraph 00289
[2] Chemische Berichte, 1900, vol. 33, p. 930
[3] Patent: US2006/9471, 2006, A1. Location in patent: Page/Page column 43
[4] Patent: US2010/267738, 2010, A1. Location in patent: Page/Page column 35

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