Basic information Application Safety Supplier Related

4-(1,2,2-triphenyl vinyl)benzoic acid

Basic information Application Safety Supplier Related

4-(1,2,2-triphenyl vinyl)benzoic acid Basic information

Product Name:
4-(1,2,2-triphenyl vinyl)benzoic acid
Synonyms:
  • 4-(1,2,2-triphenyl vinyl)benzoic acid
  • 1-(4-Carboxyphenyl)-1,2,2-triphenylethene
  • Benzoic acid, 4-(1,2,2-triphenylethenyl)-
  • 4-(1,2,2-triphenyl vinyl)benzoic acid ISO 9001:2015 REACH
  • 4-(1,2,2-triphenylethenyl)benzoic acid
  • DK7683
  • 4-(1,2,2-triphenylethyleneyl)benzenemacetic acid
CAS:
197153-87-0
MF:
C27H20O2
MW:
376.45
Mol File:
197153-87-0.mol
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4-(1,2,2-triphenyl vinyl)benzoic acid Chemical Properties

Boiling point:
503.8±29.0 °C(Predicted)
Density 
1.183±0.06 g/cm3(Predicted)
storage temp. 
Store at room temperature
pka
4.27±0.10(Predicted)
Appearance
White to off-white Solid
InChI
InChI=1S/C27H20O2/c28-27(29)24-18-16-23(17-19-24)26(22-14-8-3-9-15-22)25(20-10-4-1-5-11-20)21-12-6-2-7-13-21/h1-19H,(H,28,29)
InChIKey
BYQULXPMSUDNFL-UHFFFAOYSA-N
SMILES
C(O)(=O)C1=CC=C(/C(/C2=CC=CC=C2)=C(\C2=CC=CC=C2)/C2=CC=CC=C2)C=C1
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4-(1,2,2-triphenyl vinyl)benzoic acid Usage And Synthesis

Application

4-(1,2,2-triphenylvinyl)benzoic acid can be used in the field of organic chemical industry, such as to prepare an activated luminescent material. Different biomolecules are combined on 4-(1,2,2-triphenylvinyl)benzoic acid through condensation reaction to obtain a biocompatible activated luminescent material with AIE/AE properties.

Synthesis

3.96 g of 2-(4-bromophenyl)-1,1,2-triphenylethylene was added to the reaction flask, nitrogen was pumped three times and 50 mL of tetrahydrofuran was added under nitrogen atmosphere. 4.25 mL of 2.5 M n-butyllithium was slowly injected at -78 C in a liquid nitrogen/acetone bath. After one hour of activation, dry ice was added and the reaction was carried out at room temperature until no more gas was given off, and the reaction was terminated by the addition of dilute hydrochloric acid. The reaction was extracted with ethyl acetate, the organic phase was collected, concentrated in vacuum and passed over a silica gel column with a gradient of n-hexane/ethyl acetate to give the milky white solid product 4-(1,2,2-tristyryl)benzoic acid.

4-(1,2,2-triphenyl vinyl)benzoic acidSupplier

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