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4-PHENYLCINNAMIC ACID

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4-PHENYLCINNAMIC ACID Basic information

Product Name:
4-PHENYLCINNAMIC ACID
Synonyms:
  • RARECHEM BK HW 0237
  • P-PHENYLCINNAMIC ACID
  • TIMTEC-BB SBB002373
  • TRANS-3-(4,1'-BIPHEN-1-YL)ACRYLIC ACID
  • TRANS-4-PHENYLCINNAMIC ACID
  • TRANS-P-PHENYLCINNAMIC ACID
  • 3-[1,1'-BIPHENYL]-4-YLACRYLIC ACID
  • 3-(4-BIPHENYL)ACRYLIC ACID
CAS:
13026-23-8
MF:
C15H12O2
MW:
224.25
EINECS:
235-888-0
Product Categories:
  • Aromatic Cinnamic Acids, Esters and Derivatives
Mol File:
13026-23-8.mol
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4-PHENYLCINNAMIC ACID Chemical Properties

Melting point:
224-225°C
Boiling point:
412.9±24.0 °C(Predicted)
Density 
1.178±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
form 
powder
pka
4.46±0.10(Predicted)
color 
White
Water Solubility 
Slightly soluble in water.
BRN 
1955124
CAS DataBase Reference
13026-23-8(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi,N,Xn
Risk Statements 
22-51/53
Safety Statements 
22-24/25-61
RIDADR 
UN 3077 9 / PGIII
WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
2916399090

MSDS

  • Language:English Provider:ALFA
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4-PHENYLCINNAMIC ACID Usage And Synthesis

Uses

4-Phenylcinnamic acid is used as pharmaceutical intermediates and for chemical research.

Synthesis

64-19-7

3218-36-8

13026-23-8

General method: p-phenylbenzaldehyde (0.1 mol) and glacial acetic acid (0.1 mol) were dissolved in dichloromethane (15 mL) under nitrogen protection, followed by the addition of titanium tetrachloride (TiCl4, 0.21 mol). The reaction mixture was stirred at room temperature for 20 min. Subsequently, triethylamine (Et3N, 0.25 mol) was slowly added dropwise over 10 minutes, and the reaction continued to be stirred at room temperature for 3-4 hours after the drop was completed. The progress of the reaction was monitored by thin layer chromatography (TLC) and after confirming the completion of the reaction, the organic layer was separated by adding water (25 mL) to dilute the reaction mixture. The organic phase was dried with anhydrous sodium sulfate (Na2SO4) and concentrated under reduced pressure to afford (E)-4-phenylcinnamic acid (1) in high purity and yield.

References

[1] Tetrahedron Letters, 2014, vol. 55, # 24, p. 3503 - 3506

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