Description

Tricyclo[3.2.1.02,4]Oct-6-Ene,8-Methylene- is a highly strained polycyclic hydrocarbon featuring a unique bridged bicyclic core with an exocyclic methylene group and a double bond within the octane skeleton. This structural complexity confers exceptional reactivity—particularly in transition-metal-catalyzed cycloadditions and ring-opening polymerizations—making it a valuable specialty monomer and synthetic building block for advanced materials. It is primarily utilized by R&D chemists and process engineers in pharmaceutical intermediates, high-performance polymer development, and specialty agrochemical synthesis where precise stereochemical control and ring strain-driven reactivity are critical.

Application

• Monomer for synthesizing functionalized polynorbornene derivatives via ring-opening metathesis polymerization (ROMP)
• Key intermediate in the preparation of chiral ligands and catalysts for asymmetric synthesis
• Building block for photoactive or thermally responsive molecular scaffolds in organic electronics
• Reactive precursor in the synthesis of constrained peptide mimetics and bioactive natural product analogues
• Component in high-energy-density fuel research due to its high strain energy (~70 kcal/mol)
• Substrate for Diels–Alder and [2+2] cycloaddition studies in mechanistic physical organic chemistry
• Specialty reagent in academic and industrial medicinal chemistry for scaffold diversification
• Starting material for metal–organic framework (MOF) linkers requiring rigid, angular geometry

Basic Information

Product Name	Tricyclo[3.2.1.02,4]Oct-6-Ene,8-Methylene-
CAS No.	85880-10-0
Molecular Formula	C9H10
Molecular Weight	118.18 g/mol
Synonyms	8-Methylenetricyclo[3.2.1.0²⁴]oct-6-ene; 8-Methylenebicyclo[2.2.1]hept-2-ene; Norcaradiene derivative; Tricyclo[3.2.1.0²⁴]oct-6-ene, 8-methylene-; 8-Methylene-2-norbornene; 8-Methylenenorbornadiene; TCOC-6-ene-8-methylene; 8-Methylenebicyclo[2.2.1]hepta-2,5-diene (tautomer); CAS 85880-10-0
EINECS	Contact for details

Quality Control

Our products undergo rigorous quality testing to ensure compliance with industry standards. Certificates of Analysis (COA) are available upon request. All batches are verified for identity (IR, ¹H NMR), purity (≥98.5% by GC/HPLC), and absence of critical impurities (e.g., residual solvents, heavy metals per ICH Q3C/Q3D guidelines). Manufacturing adheres to ISO 9001-certified processes, and technical-grade material meets ACS Reagent specifications.

Storage

Preserve in a tightly closed container, protected from light. Store under inert atmosphere (nitrogen or argon) at 2–8 °C. Keep away from heat, ignition sources, and strong oxidizing agents. Handle in a well-ventilated area.

Specification

Item	Specification
Appearance	Colorless to pale yellow liquid
Identification (IR)	Conforms to reference spectrum
Identification (¹H NMR)	Conforms to reference spectrum
Assay (GC)	≥98.5%
Residual Solvents (by GC)	Meets ICH Q3C Class 3 limits
Water Content (KF)	≤0.1%
Non-volatile Residue	≤0.05%
Heavy Metals (as Pb)	≤10 ppm

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.