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446440

Sigma-Aldrich

5-Norbornene-2-carboxylic acid, mixture of endo and exo, predominantly endo

98%

Synonym(s):

2-Norbornene-5-carboxylic acid, Bicyclo[2.2.1]hept-2-ene-5-carboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C8H10O2
CAS Number:
Molecular Weight:
138.16
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

refractive index

n20/D 1.494 (lit.)

bp

136-138 °C/14 mmHg (lit.)

density

1.129 g/mL at 25 °C (lit.)

functional group

carboxylic acid

SMILES string

OC(=O)C1C[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?/m1/s1

InChI key

FYGUSUBEMUKACF-JEAXJGTLSA-N

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Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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A Convenient Practical Method for the Preparation of (-)-(1 S, 2 S)-5-Norbornene-2-carboxylic Acid, Incorporating Efficient Recovery of the Chiral Auxiliary d-Pantolactone.
Chang H, et al.
Organic Process Research & Development, 3(4), 289-291 (1999)
Synthesis of well-defined graft copolymers via coupled living anionic polymerization and living ROMP.
Rizmi ACM, et al.
Polymer, 39(25), 6605-6610 (1998)
Controlled Synthesis of Reactive Polymeric Architectures Using 5-Norbornene-2-carboxylic Acid Pentafluorophenyl Ester.
Vogel N and Theato P.
Macromolecular Symposia, 249(1) (2007)
Benjamin D Fairbanks et al.
Advanced materials (Deerfield Beach, Fla.), 21(48), 5005-5010 (2009-12-28)
Step-growth, radically mediated thiol-norbornene photopolymerization is used to create versatile, stimuli-responsive poly(ethylene glycol)-co-peptide hydrogels The reaction is cytocompatible and allows for the encapsulation of human mesenchymal stem cells with a viability greater than 95%. Cellular spreading is dictated via three-dimensional

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