Structure

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

CAS
934-30-5
Catalog Number
ACM934305
Category
Micro/NanoElectronics
Molecular Weight
138.16g/mol
Molecular Formula
C8H10O2

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Specification

Synonyms
(1R,2S,4R)-Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid;exo-5-Norbornenecarboxylic acid;exo-5-Norbornenecarboxylic acid 97%
IUPAC Name
(1R,2S,4R)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid
SMILES
C1C2CC(C1C=C2)C(=O)O
InChI
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+/m1/s1
InChI Key
FYGUSUBEMUKACF-VQVTYTSYSA-N
Melting Point
40-44°C
Flash Point
>110°C
Application
The purpose of (1R,2S,4R)-Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid is to serve as a versatile starting material and monomer in various polymerization processes that enhance technological applications in multiple fields. This compound is instrumental in synthesizing metathesis polymers through ring-opening metathesis polymerization (ROMP) reactions, particularly when used in conjunction with esters and 1,1μ-bi-2-naphthol. Additionally, it functions as a key monomer in the preparation of thin films via surface-initiated polymerization, which are subsequently employed as templates for the precise deposition and etching of metal oxides, an essential process in the microelectronic industry. Furthermore, this acid acts as a precursor in creating different crosslinkers and norbornene-functionalized monomers, contributing to the production of poly(norbornene)s through ROMP. It also plays a crucial role in developing both hydrolytically cleavable and stable functionalized macromonomers for hydrogel preparation, showcasing its diverse utility across innovative material and chemical syntheses.
Complexity
195
Covalently-Bonded Unit Count
1
Exact Mass
138.06808g/mol
Formal Charge
0
Hazard Statements
Xi
H-Bond Acceptor
2
H-Bond Donor
1
Heavy Atom Count
10
Monoisotopic Mass
138.06808g/mol
Rotatable Bond Count
1
Safety Description
26
Supplemental Hazard Statements
H315-H319-H335
Symbol
GHS07
XLogP3
1.2

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