2-Isopropyl-2-phenylacetic acid Chemical Properties

Melting point:

59-61°C

Boiling point:

270.46°C (rough estimate)

Density 

1.0292 (rough estimate)

refractive index 

1.5167 (estimate)

storage temp. 

Sealed in dry,Room Temperature

pka

4.26±0.10(Predicted)

Appearance

White to off-white Solid

Water Solubility 

Slightly soluble in water.

BRN 

2045915

CAS DataBase Reference

3508-94-9(CAS DataBase Reference)

Safety Information

Risk Statements 

36/37/38

Safety Statements 

26-36

RIDADR 

UN3261

RTECS 

ET5750060

HazardClass 

8

HS Code 

2942000090

MSDS

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2-Isopropyl-2-phenylacetic acid Usage And Synthesis

Uses

alpha-Isopropylphenylacetic acid is an important raw material and intermediate used in organic synthesis, pharmaceuticals agrochemicals and dyestuff fields.

Synthesis

GENERAL METHOD: 5 mL of a 0.24 M solution of diorganometallic reagent 1b or 1c (1.2 mmol) was cooled to 0 °C and appropriate arylacetic acid 2 (1.1 mmol) dissolved in 5 mL of anhydrous THF was added. The resulting mixture was stirred vigorously at 0°C for 2 hours. To the cooled dark brown mixture at the same temperature, 1.7 mmol of appropriate electrophilic reagent was added. The reaction mixture was stirred vigorously and allowed to warm slowly to room temperature overnight. Upon completion of the reaction, the reaction was quenched by slow dropwise addition of 15 mL of H2O. The organic solvent was evaporated in vacuum and the residue was extracted with CH2Cl2 (3 × 10 mL). The aqueous phase was acidified with 1N HCl and extracted again with CH2Cl2 (3 × 10 mL). The organic phases were combined, washed sequentially with H2O (1 × 10 mL) and brine (10 mL), dried (Na2SO4), and the solvent evaporated. The crude product was purified and characterized as follows. For the reaction mixture containing crude β-hydroxyacid 2df, 15 mL of 10% HCl (containing about 15 g of crushed ice) was added on quenching and post-treated as described above. After solvent evaporation, the crude product was purified and characterized as follows. Quenching with D2O was performed in the same manner as the above procedure.

References

[1] Organic Syntheses, 2017, vol. 94, p. 1 - 15
[2] Tetrahedron, 2011, vol. 67, # 19, p. 3470 - 3475
[3] Bulletin de la Societe Chimique de France, 1965, p. 1881 - 1888
[4] Journal of the American Chemical Society, 2011, vol. 133, # 31, p. 11936 - 11939

2-Isopropyl-2-phenylacetic acid(3508-94-9)Related Product Information

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