exo-5-Norbornenecarboxylic acid

exo-5-Norbornenecarboxylic acid Property

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

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|

Safety

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26

WGK Germany 

3

RTECS 

RB8195000

HazardClass 

IRRITANT

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

exo-5-Norbornenecarboxylic acid Chemical Properties,Usage,Production

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.

• 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.