699-95-6

Basic information

• Product Name: 5-NORBORNENE-2-EXO,3-EXO-DIMETHANOL
• Synonyms: BICYCLO[2.2.1]HEPT-5-ENE-2-EXO,3-EXO-DIMETHANOL;5-EXO,6-EXO-BIS(HYDROXYMETHYL)-2-NORBORNENE;5-NORBORNENE-2-EXO,3-EXO-DIMETHANOL;Bicyclo[2.2.1]hept-5-ene-2-exo,3-exo-dimethanol 5-exo,6-exo-Bis(hydroxymethyl)-2-norbornene;5-Norbornene-2-exo,3-exo-dimethanol
• CAS NO: 699-95-6
• Molecular Formula: C₉H₁₄O₂
• Molecular Weight: 154.21
• EINECS: 201-601-2
• Product Categories: Alicyclic/Etch-Resistant Monomers;Lithography Monomers;Self Assembly&Contact Printing
• Mol File: 699-95-6.mol
• Article Data: 9

Chemical Properties

• Melting Point: 53 °C
• Boiling Point: 97 °C/20 mmHg(lit.)
• Flash Point: 113 °C
• Appearance: /
• Density: 1.027 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.002mmHg at 25°C
• Refractive Index: n20/D 1.523(lit.)
• Solubility: soluble in Methanol
• CAS DataBase Reference: 5-NORBORNENE-2-EXO,3-EXO-DIMETHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 5-NORBORNENE-2-EXO,3-EXO-DIMETHANOL(699-95-6)
• EPA Substance Registry System: 5-NORBORNENE-2-EXO,3-EXO-DIMETHANOL(699-95-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 699-95-6(Hazardous Substances Data)

Usage

Uses

5-Norbornene-2-exo,3-exo-dimethanol can be used for various industrial coatings, such as anti-corrosion, protective, and adhesive coatings.

InChI:InChI=1/C9H14O2/c10-4-8-6-1-2-7(3-6)9(8)5-11/h1-2,6-11H,3-5H2/t6-,7+,8+,9-

Upstream product

• 2746-19-2 (1R,2R,6S,7S)-4-oxa-tricyclo[5.2.1.0^2,6]dec-8-ene-3,5-dione 
• 129-64-6 3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride 
• 21196-51-0 cis-norbornene-endo-2,3-dicarboxylic acid 

Downstream Products

• 1174987-71-3 C₃₉H₅₂N₂O₈ 
• 1233656-18-2 C₁₆H₁₉O₄P 
• 70096-09-2 (+/-)-5exo,6exo-bis-(toluene-4-sulfonyloxymethyl)-norborn-2-ene 
• 1606173-73-2 ((1S,2R,3R,5S)-3-((R,Z)-3-hydroxy-3-phenylprop-1-enyl)-5-vinylcyclopentane-1,2-diyl)dimethanol 
• 1204435-50-6 C₁₇H₂₂O₂ 

Relevant articles and documents

Mechanistic and Kinetic Studies of the Ring Opening Metathesis Polymerization of Norbornenyl Monomers by a Grubbs Third Generation Catalyst

The mechanism of ring-opening metathesis polymerization (ROMP) for a set of functionalized norbornenyl monomers initiated by a Grubbs third generation precatalyst [(H2IMes)(pyr)2(Cl)2Ru═CHPh] was investigated. Through a series of 12C/13C and 1H/2H kinetic isotope effect studies, the rate-determining step for the polymerization was determined to be the formation of the metallacyclobutane ring. This experimental result was further validated through DFT calculations showing that the highest energy transition state is metallacyclobutane formation. The effect of monomer stereochemistry (exo vs endo) of two types of ester substituted monomers was also investigated. Kinetic and spectroscopic evidence supporting the formation of a six-membered chelate through coordination of the proximal polymer ester to the Ru center is presented. This chelation and its impact on the rate of polymerization are shown to vary based on the monomer employed and its stereochemistry. The combination of this knowledge led to the derivation of a generic rate law describing the rate of polymerization of norbornene monomers initiated by a Grubbs third generation catalyst.

NORBORNENE MONOMER, POLYNORBORNENE DERIVATIVE, LIQUID CRYSTAL PHOTOALIGNMENT FILM CONTAINING THE SAME AND LIQUID CRYSTAL DISPLAY CONTAINING THE SAME

The present invention relates to a norbornene monomer, a polynorbornene derivative, a liquid crystal alignment film including the same, and a liquid crystal display device including the same. More particularly, the present invention relates to a norbornene monomer, a polynorbornene derivative, a liquid crystal alignment film including the same, and a liquid crystal display device including the same, which have an alignment property by photoreaction, excellent thermal stability and photoreactivity, the increased photo-reaction rate and reliability of the alignment film, thereby showing high manufacturing process efficiency.

ROMP-derived oligomeric phosphates for application in facile benzylation

The development of new ROMP-based oligomeric benzyl phosphates (OBP n) is reported for use as soluble, stable benzylating reagents. These oligomeric reagents are readily synthesized from commercially available materials and conveniently polymerized and purified in a one-pot process, affording bench-stable, pure white, free-flowing solids on multigram scale. Utilization in benzylation reactions with a variety of nucleophiles is reported.