| Identification | Back 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 Properties | Back 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 | [InChI]
InChI=1/C8H10O2/c9-8(10)7-4-5-1-2-6(7)3-5/h1-2,5-7H,3-4H2,(H,9,10)/t5-,6+,7+/s3 | [InChIKey]
FYGUSUBEMUKACF-QXWMLGDLNA-N | [SMILES]
[C@@]12([H])C[C@@]([H])(C=C1)C[C@@H]2C(O)=O |&1:0,3,8,r| |
| Hazard Information | Back 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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