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4-CARBOXYCINNAMIC ACID

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4-CARBOXYCINNAMIC ACID Basic information

Product Name:
4-CARBOXYCINNAMIC ACID
Synonyms:
  • 3-(4-CARBOXYPHENYL)PROPENOIC ACID
  • 4-(2-CARBOXYVINYL)BENZOIC ACID
  • 4-CARBOXYCINNAMIC ACID
  • P-CARBOXYCINNAMIC ACID
  • RARECHEM BK HW 0113
  • 4-Carboxycinnamic acid, predominantly trans, 98%
  • 4-Carboxy-trans-cinnamic acid
  • 3-(4-Carboxyphenyl)acrylic acid
CAS:
19675-63-9
MF:
C10H8O4
MW:
192.17
EINECS:
243-220-4
Product Categories:
  • Aromatic Cinnamic Acids, Esters and Derivatives
Mol File:
19675-63-9.mol
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4-CARBOXYCINNAMIC ACID Chemical Properties

Melting point:
>300°C
Boiling point:
248.14°C (rough estimate)
Density 
1.0825 (rough estimate)
refractive index 
1.4440 (estimate)
storage temp. 
Sealed in dry,Room Temperature
pka
4.12±0.10(Predicted)
form 
powder
color 
cream
BRN 
2614866
CAS DataBase Reference
19675-63-9(CAS DataBase Reference)
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Safety Information

Risk Statements 
36/37/38
Safety Statements 
26-36/37/39
HS Code 
2916399090

MSDS

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

Chemical Properties

cream fine powder

Uses

4-(2-Carboxyvinyl)benzoic Acid is used in preparation of Polycarboxylic Acid water reducer with good dispersion and slump resistance.

Synthesis

619-58-9

79-10-7

19675-63-9

In a typical reaction, 4-iodobenzoic acid (9 mmol), acrylic acid (15 mmol), tributylamine (30 mmol), and DMF (10 mL) were added to a round-bottomed flask containing 1.47 mol/L of AOFs-Ni(0) catalyst. The reaction was carried out in a temperature-controlled oil bath. After completion of the reaction, the mixture was cooled to room temperature. The AOFs-Ni(0) catalyst was separated from the mixture by filtration and washed sequentially with hot ethanol for next use. The filtrate was extracted with ethyl acetate (30 mL) and washed with distilled water (3 × 15 mL). Subsequently, the solvent was removed by rotary evaporation to give the crude product. The crude product was purified by column chromatography using mixed solvents (petroleum ether/ethyl acetate = 3/1) on H 60-silica powder. The purified 4-(2-carboxyvinyl)benzoic acid was characterized by melting point determination, 1H NMR, HRMS and GC-MS.

References

[1] RSC Advances, 2016, vol. 6, # 20, p. 16115 - 16121
[2] Applied Organometallic Chemistry, 2012, vol. 26, # 1, p. 16 - 20
[3] Journal of Chemical Research, 2016, vol. 40, # 3, p. 164 - 166

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