772828

5-Norbornene-2-endo-acetic acid

• Synonym(s): Bicyclo[2.2.1]hept-5-en-2-ylacetic acid, Norbornene acetic acid
• Empirical Formula (Hill Notation): C₉H₁₂O₂
• CAS Number: 825-71-8
• Molecular Weight: 152.19
• UNSPSC Code: 12352106
• PubChem Substance ID: 329766608
• NACRES: NA.22

Properties

• form: liquid
• reaction suitability: reaction type: click chemistry; reagent type: linker
• refractive index: n20/D 1.495
• density: 1.124 g/mL at 25 °C
• functional group: carboxylic acid
• SMILES string: OC(CC1C[C@@H]2C=C[C@H]1C2)=O
• InChI: 1S/C9H12O2/c10-9(11)5-8-4-6-1-2-7(8)3-6/h1-2,6-8H,3-5H2,(H,10,11)/t6-,7+,8?/m1/s1
• InChI key: HRVGJQMCNYJEHM-KVARREAHSA-N

Description

Application

Carboxylic acid functionalized norbornene. Carboxylic acid can be used to modify amine containing compounds such as lysine residues on proteins/peptides via standard peptide coupling methods. Norbornene has been shown to react with 1,2,4,5-tetrazines in an inverse electron demand Diels-Alder cycloaddition reaction, which is a bioorthogonal click chemistry reaction demonstrated to be useful in biological imaging applications.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302,H412
• Precautionary Statements: P273 - P301 + P312 + P330
• Hazard Classifications: Acute Tox. 4 Oral - Aquatic Chronic 3
• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable