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1-(4-Isobutylphenyl)ethanol

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1-(4-Isobutylphenyl)ethanol Basic information

Product Name:
1-(4-Isobutylphenyl)ethanol
Synonyms:
  • α-Methyl-4-(2-Methylpropyl)benzeneMethanol
  • Ibuprofen IMpurity-Q(EP/BP)
  • 1-[4-(2-methylpropyl)phenyl]ethanol
  • Ibuprofen Impurity 32
  • Ibuprofen Impurity 3 (1-(4-Isobutylphenyl)Ethanol)
  • 1-[4-(2-METHYLPROPYL)PHENYL]ETHAN-1-OL
  • (1-HYDROXYETHYL)-4-ISOBUTYLBENZENE
  • (1-HYDROXYETHYL)-4-(2-METHYLPROPYL)BENZENE
CAS:
40150-92-3
MF:
C12H18O
MW:
178.27
EINECS:
641-487-5
Product Categories:
  • Aromatics, Pharmaceuticals, Intermediates & Fine Chemicals
  • Aromatics
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
Mol File:
40150-92-3.mol
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1-(4-Isobutylphenyl)ethanol Chemical Properties

Boiling point:
111 °C(Press: 1 Torr)
Density 
0.954±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
form 
Oil
pka
14.53±0.20(Predicted)
color 
Colourless
EPA Substance Registry System
Benzenemethanol, .alpha.-methyl-4-(2-methylpropyl)- (40150-92-3)
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1-(4-Isobutylphenyl)ethanol Usage And Synthesis

Uses

1-(4-Isobutylphenyl)ethanol is a photodegradation product of Ibuprofen (I140000). Shows cytotoxicity activity.

Preparation

1-(4-Isobutylphenyl)ethanol synthesis: A solution of p-isobutylacetophenone (1.20mL), methanol (3.00mL), and sodium borohydride (0.2509g) was mixed in a separatory funnel and allowed to sit for 10min. After the standing time period, a 10 % HCl solution (10.0 mL) was added to remove any unreacted sodium borohydride, and the product was extracted using petroleum ether. 1-(4-Isobutylphenyl)ethanol product (1.002g, 87.2%) was collected and dried using anhydrous sodium sulfate.
1HNMR (300MHz, CDCl3): δ7.281 (2H, m, J = 4.0 Hz), δ7.174 (2H, m, J = 4.0 Hz), δ4.855 (1H, s, J =0.92Hz), δ2.714 (3H, q, J =2.2Hz), δ2.554 (2H, t, J = 2.8 Hz), δ1.795 (1H, q, J = 2.7 Hz), δ1.484 (1H, m, J =2.8Hz), δ0.976 (6H, q, J =6.1Hz). 13C NMR (300 MHz, CDCl3): 143.325, 140.684, 129.143, 125.357, 70.034, 45.196, 30.343, 25.076, 22.725, 22.465.

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