718149
exo-5-Norbornenecarboxylic acid
97%
Synonym(s):
(1R,2S,4R)-Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid, NC
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About This Item
Empirical Formula (Hill Notation):
C8H10O2
CAS Number:
Molecular Weight:
138.16
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23
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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
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.
- 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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
>230.0 °F
Flash Point(C)
> 110 °C
Certificates of Analysis (COA)
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