718149

exo-5-Norbornenecarboxylic acid

97%

• Synonym(s): (1R,2S,4R)-Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid, NC
• Empirical Formula (Hill Notation): C₈H₁₀O₂
• CAS Number: 934-30-5
• Molecular Weight: 138.16
• NACRES: NA.23
• PubChem Substance ID: 329763554
• UNSPSC Code: 12162002
• MDL number: MFCD00213362

Properties

• Quality Segment: 100
• assay: 97%
• form: solid
• mp: 40-44 °C
• SMILES string: OC(=O)[C@@H]1C[C@@H]2C[C@H]1C=C2
• InChI: 1S/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+/m0/s1
• InChI key: FYGUSUBEMUKACF-RRKCRQDMSA-N

Description

General 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.

Application

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 1,1′-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.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: >230.0 °F
• flash_point_c: > 110 °C