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ChemicalBook--->CAS DataBase List--->934-30-5

934-30-5

934-30-5 Structure

934-30-5 Structure
IdentificationBack Directory
[Name]

(1R,2S,4R)-Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid
[CAS]

934-30-5
[Synonyms]

exo-5-Norbornenecarboxylic acid
exo-5-Norbornene-2-carboxylic acid
exo-5-Norbornenecarboxylic acid 97%
exo-Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid
(1R,2S,4R)-Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid
Bicyclo(2.2.1)hept-5-ene-2-carboxylic acid, exo- (9CI)
rel-(1S,2R,4S)-Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid
Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid, (1R,2S,4R)-rel-
[Molecular Formula]

C8H10O2
[MDL Number]

MFCD09802331
[MOL File]

934-30-5.mol
[Molecular Weight]

138.16
Chemical PropertiesBack Directory
[Melting point ]

40-44 °C
[Boiling point ]

266.7±19.0 °C(Predicted)
[density ]

1.247±0.06 g/cm3(Predicted)
[Fp ]

>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
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26
[WGK Germany ]

3
[RTECS ]

RB8195000
[HazardClass ]

IRRITANT
Hazard InformationBack Directory
[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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