3-(2-Cyanopropan-2-yl)benzoic acid Chemical Properties

Boiling point:

360.0±25.0 °C(Predicted)

Density 

1.167±0.06 g/cm3 (20 ºC 760 Torr)

storage temp. 

Sealed in dry,Room Temperature

pka

4.03±0.10(Predicted)

Appearance

White to off-white Solid

Safety Information

HS Code 

2926907090

3-(2-Cyanopropan-2-yl)benzoic acid Usage And Synthesis

Synthesis

Preparation of 3-(2-cyanopropyl)benzoic acid: Methyl 3-(2-cyanopropan-2-yl)benzoate (1.0 g, 4.9 mmol) was stirred with LiOH-H2O (4 g, 9.8 mmol) in a solvent mixture of THF/H2O/MeOH (3/1/1, 15 mL) for 18 h at room temperature. Upon completion of the reaction, the reaction mixture was concentrated in vacuum and the resulting solution was acidified with concentrated hydrochloric acid to pH 2. The product was collected by filtration to afford 3-(2-cyanopropan-2-yl)benzoic acid (quantitative yield) as a yellow solid. Mass spectrometry (negative ion mode): m/z = 188.3 (calculated value C11H11NO2, 189.2). The product can be used in subsequent reactions without further purification.

References

[1] Patent: US2009/270394, 2009, A1. Location in patent: Page/Page column 12
[2] Patent: EP2181987, 2010, A1. Location in patent: Page/Page column 72; 111; 115
[3] Journal of Medicinal Chemistry, 2012, vol. 55, # 7, p. 3452 - 3478
[4] Patent: WO2006/67446, 2006, A1. Location in patent: Page/Page column 128
[5] Patent: WO2006/79791, 2006, A1. Location in patent: Page/Page column 35

3-(2-Cyanopropan-2-yl)benzoic acid(872091-00-4)Related Product Information

• Benzeneacetic acid, 3-benzoyl-a-Methyl-, ethyl ester
• 2-(3-Benzoylphenyl)propionitrile
• 3-BENZOYLPHENYLACETIC ACID
• 3-ACETYLBENZOPHENONE
• Methyl 4-(cyanomethyl)benzoate
• 3-CYANOMETHYLBENZOIC ACID METHYL ESTER
• Dihydro Ketoprofen (Mixture of Diastereomers)