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exo-5-Norbornenecarboxylic acid

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exo-5-Norbornenecarboxylic acid Basic information

Product Name:
exo-5-Norbornenecarboxylic acid
Synonyms:
  • (1R,2S,4R)-Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid
  • exo-5-Norbornenecarboxylic acid 97%
  • exo-5-Norbornenecarboxylic acid
  • exo-Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid
  • exo-5-Norbornene-2-carboxylic acid
  • Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid, (1R,2S,4R)-rel-
  • rel-(1S,2R,4S)-Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid
  • Bicyclo(2.2.1)hept-5-ene-2-carboxylic acid, exo- (9CI)
CAS:
934-30-5
MF:
C8H10O2
MW:
138.16
Product Categories:
  • Carboxylic Acid Monomers
  • Alicyclic/Etch-Resistant Monomers
  • Building Blocks
  • C8
  • Carbonyl Compounds
  • Carboxylic Acids
  • Chemical Synthesis
  • Contact Printing
  • Lithography Monomers
  • Materials Science
  • Micro/NanoElectronics
  • Monomers
  • Organic Building Blocks
  • Polymer Science
  • Self Assembly &amp
Mol File:
934-30-5.mol
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exo-5-Norbornenecarboxylic acid Chemical Properties

Melting point:
40-44 °C
Boiling point:
266.7±19.0 °C(Predicted)
Density 
1.247±0.06 g/cm3(Predicted)
Flash point:
>110°C
storage temp. 
2-8°C
form 
solid
pka
4.63±0.20(Predicted)
color 
White to Light Yellow and Faint Beige to Beige
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26
WGK Germany 
3
RTECS 
RB8195000
HazardClass 
IRRITANT
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exo-5-Norbornenecarboxylic acid Usage And Synthesis

Description

Exo-5-norbornenecarboxylic acid is a bicyclic compound that has potential applications in the field of material science due to its unique chemical properties. It is a versatile building block for the synthesis of various functional materials, including polymers, dendrimers, and self-assembled monolayers. It can be used to modify surfaces or to functionalize nanoparticles, influencing their optical, magnetic, or electronic properties. It is also often used in ring-opening metathesis polymerization reactions to form polymers with controlled molecular weight and structure. Additionally, exo-5-norbornenecarboxylic acid can function as a ligand for coordination chemistry and catalysis.

Uses

Exo-5-norbornenecarboxylic acid can be used as:

  • A starting material in the synthesis of the metathesis polymer via a ring-opening metathesis polymerization (ROMP) reaction of the ester of exo-5-norbornenecarboxylic acid and 1,1μ-bi-2-naphthol.
  • A monomer in the preparation of thin films via surface-initiated polymerization process. The resulting thin film serves as a template for selective deposition and etching of metal oxides, which is of significant importance in the microelectronic industry.
exo-5-Norbornenecarboxylic acid can be used as a precursor in the synthesis of:
  • Different crosslinkers for ring-opening metathesis polymerization.
  • Norbornene-functionalized monomers, which are used to make poly(norbornene)s via ring-opening metathesis polymerization (ROMP).
  • Hydrolytically cleavable and hydrolytically stable functionalized macromonomers for hydrogel preparation.

References

[1] IVAN V NAZAROV. Gas-Transport and the Dielectric Properties of Metathesis Polymer from the Ester of exo-5-Norbornenecarboxylic Acid and 1,1’-Bi-2-naphthol.[J]. ACS Applied Energy Materials, 2022. DOI:10.3390/polym14132697.
[2] CHRISTOPHER L. MCGANN. Thiol-ene Photocrosslinking of Cytocompatible Resilin-Like Polypeptide-PEG Hydrogels[J]. Macromolecular bioscience, 2015, 16 1: 129-138. DOI:10.1002/mabi.201500305.

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