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718149

Sigma-Aldrich

exo-5-Norbornenecarboxylic acid

97%

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C8H10O2
Número de CAS:
934-30-5
Peso molecular:
138.16
MDL number:
MFCD00213362
UNSPSC Code:
12162002
PubChem Substance ID:
329763554
NACRES:
NA.23

Quality Level

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

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

>230.0 °F

flash_point_c

> 110 °C

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Certificados de análisis (COA)

Lot/Batch Number
MKCV6892
MKCT2690
MKCT7799
MKCQ8721
MKCQ1232

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This communication describes photoresponsive gels, prepared using ring-opening metathesis polymerization (ROMP), that dissolve upon irradiation with ultraviolet light. Exposure of mixtures of norbornene-type ROMP monomers and new photoreactive cross-linkers comprising two norbornene units bound through a chain containing o-nitrobenzyl esters
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