ChemicalBook--->CAS DataBase List--->5651-47-8

5651-47-8

5651-47-8 Structure

5651-47-8 Structure
IdentificationBack Directory
[Name]

NISTC5651478
[CAS]

5651-47-8
[Synonyms]

m-Cumic acid
NISTC5651478
m-Cuminic acid
3-propan-2-ylbenzoic acid
3-(Prop-2-yl)benzoic acid
3-(1-Methylethyl)benzoic acid
Benzoic acid, 3-(1-methylethyl)-
3-(Prop-2-yl)benzoic acid, 1-Carboxy-3-isopropylbenzene
[Molecular Formula]

C10H12O2
[MDL Number]

MFCD09038906
[MOL File]

5651-47-8.mol
[Molecular Weight]

164.2
Chemical PropertiesBack Directory
[Melting point ]

51.55°C
[Boiling point ]

288.61°C (estimate)
[density ]

1.0670 (estimate)
[refractive index ]

1.5198 (estimate)
[storage temp. ]

Sealed in dry,Room Temperature
[form ]

solid
[pka]

4.24±0.10(Predicted)
[color ]

Off white
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[HS Code ]

2916399090
Spectrum DetailBack Directory
[Spectrum Detail]

NISTC5651478(5651-47-8)1HNMR
Hazard InformationBack Directory
[Synthesis]

3-Bromocumene

5433-01-2

Carbon dioxide

124-38-9

NISTC5651478

5651-47-8

Synthesis of 3-isopropylbenzoic acid (Method A): 1. In a dry reaction flask, 1-bromo-3-isopropylbenzene (1.24 g, 6.23 mmol) and anhydrous THF (18 mL) were added. 2. add magnesium filament (0.151 g, 6.23 mmol, 1 eq.) and heat the mixture to 50-60°C until the magnesium is completely dissolved to form Grignard reagent. 3. An excess of solid carbon dioxide (CO2) was added to the reaction system and the reaction was continued for 40 minutes. 4. Upon completion of the reaction, the reaction mixture was acidified with 1 M aqueous hydrochloric acid to pH<3. 5. The products were extracted with dichloromethane (DCM) and the organic phases were combined. 6. The organic phase was dried over anhydrous magnesium sulfate (MgSO4), filtered and concentrated under reduced pressure to afford the target product 3-isopropylbenzoic acid as a white solid (1.07 g, quantitative yield). 7. The product was characterized by 1H-NMR (CDCl3) δ (ppm) 8.00 (s, 1H), 7.95 (d, 1H), 7.49 (d, 1H), 7.41 (t, 1H), 3.00 (m, 1H), 1.30 (d, 6H).

[References]

[1] Patent: WO2007/75896, 2007, A2. Location in patent: Page/Page column 125-126
[2] Patent: WO2006/40568, 2006, A1. Location in patent: Page/Page column 73
[3] Journal of Organic Chemistry, 1972, vol. 37, # 1, p. 126 - 131
[4] Angewandte Chemie - International Edition, 2012, vol. 51, # 3, p. 794 - 797
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