5-Norbornene-2-exo,3-exo-dimethanol TCI N0769

Chemical Identity

CAS No.: 699-95-6
PubChem: CID 97724·SID 87558646
Formula: C9H14O2
Molecular weight: 154.21 g/mol
Purity: >97.0%(GC)

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: [3-(hydroxymethyl)-2-bicyclo[2.2.1]hept-5-enyl]methanol
SMILES: C1C2C=CC1C(C2CO)CO
InChIKey: IGHHPVIMEQGKNE-UHFFFAOYSA-N

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CoA (Certificate of Analysis)

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5-Norbornene-2-exo,3-exo-dimethanol from TCI is a bicyclic diol built on a norbornene framework. Both hydroxymethyl groups are in the exo configuration, which means they point toward the methylene bridge and away from the C=C double bond. Because it is a single isomer with defined stereochemistry, it is used mainly as a monomer in polymer chemistry. The strained norbornene double bond can be opened by ring-opening metathesis polymerization (ROMP). The two primary alcohol groups provide reactive sites for polycondensation or further functionalization.

The main appeal of the exo,exo isomer is how it behaves in ROMP. Exo norbornene monomers generally polymerize faster and more cleanly than their endo counterparts, because their substituents do not block the alkene from coordinating to the metal center of the catalyst. As a result, polymerization tends to be more controlled, which makes the monomer well suited to building polymers with defined architectures. The hydroxyl groups stay intact after polymerization, so the polymer can be modified afterward, for example by attaching active molecules, dyes, or crosslinking groups.

In Indonesian laboratories, this material suits research on functional polymers, biomedical materials, and coatings. University polymer chemistry groups, materials science research centers, and industrial R&D teams can use it to study how monomer stereochemistry affects polymerization behavior, or as a building block for hydroxyl-bearing polymer backbones. Its defined exo,exo stereochemistry makes experiments easier to reproduce, which matters for thesis research, published studies, and the early stages of new material development.

Related TCI products

Ring-opening metathesis polymerization (ROMP): the strained norbornene double bond opens readily, and the exo,exo configuration supports faster, cleaner, and more controlled polymerization than endo isomers.
Synthesis of polymers with defined architectures: controlled ROMP behavior makes this monomer a good fit for building well-defined polymer chains where predictable structure is important to the research outcome.
Polycondensation reactions: the two primary alcohol groups act as reactive sites, so the diol can be built into condensation polymers such as polyesters or polyurethanes alongside suitable co-monomers.
Post-polymerization modification: the hydroxyl groups survive polymerization intact, so researchers can later attach active molecules, dyes, or crosslinking groups to the finished polymer backbone.
Functional and biomedical materials research: its defined stereochemistry and modifiable hydroxyl groups make it useful for developing functional polymers, biomedical materials, and coating systems in academic and industrial laboratories.

Brand	TCI (product code N0769)
CAS number	699-95-6
Molecular formula	—
Purity	—
Category	Materials Science > Polymer/Macromolecule Reagents > Monomers
Pack sizes	available in several TCI pack sizes; please ask our team which sizes are currently offered
Physical form	refer to the TCI product label and Certificate of Analysis
Storage	store as stated on the TCI label and Safety Data Sheet (SDS)

Keep 5-Norbornene-2-exo,3-exo-dimethanol in its original, tightly closed TCI container, in a cool, dry, well-ventilated area away from heat, direct sunlight, and incompatible substances such as strong oxidizing agents. Always check the product label and Safety Data Sheet for the exact recommended storage conditions. Close the container promptly after use to limit exposure to moisture and air, which helps keep the monomer pure enough for sensitive polymerizations such as ROMP. Handle the material in a fume hood or well-ventilated area while wearing standard personal protective equipment, including safety glasses, chemical-resistant gloves, and a laboratory coat. Avoid inhaling dust or vapors and prevent contact with skin and eyes. Label any transferred portions clearly, and dispose of waste according to institutional procedures and local regulations.

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