95-12-5

Basic information

• Product Name: 5-Norbornene-2-methanol
• Synonyms: TIMTEC-BB SBB008580;2-(Hydroxymethyl)bicyclo(2.2.1)hept-5-ene;2-Hydroxymethyl-1-bicyclo[2.2.1]-5-ene;5-Hydroxymethyl-2-norbornene;5-Hydroxymethylbicyclo(2.2.1)hept-2-ene;Bicyclo[2.2.1]hept-5-en-2-ylmethanol;Cyclol;5-NORBORNENE-2-METHANOL, 98%, MIXTURE OF ENDO AND EXO
• CAS NO: 95-12-5
• Molecular Formula: C₈H₁₂O
• Molecular Weight: 124.18
• EINECS: 202-392-0
• Product Categories: Alkenes;Cyclic;Organic Building Blocks;Norbornene Derivatives
• Mol File: 95-12-5.mol
• Article Data: 74

Chemical Properties

• Boiling Point: 97 °C20 mm Hg(lit.)
• Flash Point: 188 °F
• Appearance: /
• Density: 1.027 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.158mmHg at 25°C
• Refractive Index: n20/D 1.500(lit.)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 14.92±0.10(Predicted)
• CAS DataBase Reference: 5-Norbornene-2-methanol(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Norbornene-2-methanol(95-12-5)
• EPA Substance Registry System: 5-Norbornene-2-methanol(95-12-5)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36/37/39-45
• WGK Germany: 3
• Hazardous Substances Data: 95-12-5(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 95-12-5 differently. You can refer to the following data:
1. Monomer for the modification of condensation and addition polymers for coatings.
2. 5-Norbornene-2-methanol has been used in the preparation of:4-(norborn-2-ene-5-ylmethyleneoxy)-2,2′:6′,2′′-terpyridine5- {[(3,5-di-t-butyl-4-hydroxy-benzoyl)oxy]methyl}-2-norbornene (BHBN)

Definition

Stable, colorless liquid. Miscible with most common organic solvents; slightly soluble in hot water. Combustible.

General Description

Co-polymerization of 5-norbornene-2-methanol with ethylene using heterogeneous silica supported catalysts has been reported.

InChI:InChI=1/C8H12O/c9-5-8-4-6-1-2-7(8)3-6/h1-2,6-9H,3-5H2/t6-,7+,8-/m1/s1

Upstream product

• 120-74-1 endo-norbornenecarboxylic acid 
• 253275-94-4 (-)-(1S,2S,4S)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid (1S,2S)-2-(naphthalene-2-sulfonyl)-cyclohexyl ester 
• 934-30-5 exo-5-norbornene-2-carboxylic acid 
• 542-92-7 cyclopenta-1,3-diene 
• 107-18-6 allyl alcohol 
• 5453-80-5 5-Norbornene-2-carboxaldehyde 
• 497-35-8 2-methylenebicyclo[2.2.1]heptane 
• 46169-02-2 5-propoxycarbonylbicyclo[2.2.1 ]hept-2-ene 
• 77-73-6 bi(cyclopentadiene) 
• 934-30-5 5-norbornene-endo-2-carboxylic acid 
• 77-47-4 hexachlorocyclopentadiene 
• 1080-25-7 rac-((1R,2S,4S)-1,4,5,6,7,7-hexachlorobicyclo[2.2.1]hept-5-en-2-yl)methanol 
• 1085-62-7 (+/-)-2-endo-acetoxymethyl-1,4,5,6,7,7-hexachlorobicyclo[2.2.1]hept-5-ene 
• 863642-00-6 (1S,2R,4R)-(-)-2-endo-acetoxymethyl-1,4,5,6,7,7-hexachlorobicyclo[2.2.1]hept-5-ene 

Downstream Products

• 135560-45-1 bicyclo[2.2.1]hept-5-en-2-ylmethyl lbenzoate 
• 135560-47-3 (+/-)-exo-bicyclo[2.2.1]hept-5-en-2-ylmethyl benzoate 
• 75211-14-2 endo-5-phenoxymethylnorborn-2-ene 
• 16002-25-8 5-(bromomethyl)bicyclo[2.2.1]hept-2-ene 
• 50626-34-1 bicyclo[2.2.1]hept-5-en-2-ylmethyl 4-methylbenzenesulfonate 
• 5549-09-7 bicyclo[3.3.0]oct-2-ene 
• 916588-30-2 cinnamic norbornene methyl ester 
• 376634-34-3 exo/endo-(5-norbornen-2-ylmethoxy)(methyl)diphenylsilane 
• 185827-76-3 5-norbornene-2-methyl cinnamanate 

Relevant articles and documents

Mannich Bases from Bicyclo[2.2.1]hept-5-en-2-ylmethanol, Secondary Amines and Formaldehyde

New Mannich bases were synthesized by reacting bicyclo[2.2.1]hept-5-en-2-ylmethanol with secondary amines and formaldehyde. Physicochemical characteristics, composition and structure of the synthesized compounds were determined by elemental analysis, IR,

Method for preparing single-configuration C-2-position-monosubstituted norbornene derivative

The invention discloses a method for preparing a single-configuration C-2-position-monosubstituted norbornene derivative. The method comprises the following steps of: firstly, preparing exo-isomer enriched exo-isomer mixed 5-norbornene-2-carboxylic ester by taking commercial exo-isomer/endoisomer mixed 5-norbornene-2-carboxylic acid and large-steric-hindrance monohydric alcohol as raw materials; separating 5-norbornene-2-carboxylate with a single configuration through common column chromatography separation or fractionation; and finally, preparing the C-2-position-monosubstituted norbornene derivative with the single configuration from the separated 5-norbornene-2-carboxylate with the single configuration. The raw materials used in the invention are easy to obtain, the preparation process is simple, and the C-2-position-monosubstituted norbornene derivative with high purity (greater than 98%) and single configuration can be obtained.

Approach Matters: The Kinetics of Interfacial Inverse-Electron Demand Diels–Alder Reactions

Rapid and quantitative click functionalization of surfaces remains an interesting challenge in surface chemistry. In this regard, inverse electron demand Diels–Alder (IEDDA) reactions represent a promising metal-free candidate. Herein, we reveal quantitative surface functionalization within 15 min. Furthermore, we report the comprehensive effects of substrate stereochemistry, surrounding microenvironment and substrate order on the reaction kinetics as obtained by surface-bound mass spectrometry (DART-HRMS).