15507-06-9

Basic information

• Product Name: rel-(1α*,4α*)-Bicyclo[2.2.1]hepta-5-ene-2β*-methanol
• Synonyms: endo-5-Norbornene-2-methanol
• CAS NO: 15507-06-9
• Molecular Formula: C₈H₁₂O
• Molecular Weight: 124.18
• Mol File: 15507-06-9.mol
• Article Data: 50

Chemical Properties

• Boiling Point: 97-98 °C(Press: 20 Torr)
• Appearance: /
• Density: 1.0150 g/cm3
• PKA: 14.92±0.10(Predicted)
• CAS DataBase Reference: rel-(1α*,4α*)-Bicyclo[2.2.1]hepta-5-ene-2β*-methanol(CAS DataBase Reference)
• NIST Chemistry Reference: rel-(1α*,4α*)-Bicyclo[2.2.1]hepta-5-ene-2β*-methanol(15507-06-9)
• EPA Substance Registry System: rel-(1α*,4α*)-Bicyclo[2.2.1]hepta-5-ene-2β*-methanol(15507-06-9)

Safety Data

• Hazardous Substances Data: 15507-06-9(Hazardous Substances Data)

Upstream product

• 120-74-1 (1S,2S,4S)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid 
• 120-74-1 endo-norbornenecarboxylic acid 
• 159759-20-3 C₂₈H₃₆O₈ 
• 138752-03-1 (-)-menthyl bicyclo[2.2.1]hept-2-ene-5-carboxylate 
• 4835-96-5 (-)-menthyl acrylate 
• 542-92-7 cyclopenta-1,3-diene 
• 347384-29-6 methyl 4-O-(bicyclo[2.2.1]hept-5-ene-2-carbonyl)-2,3-di-O-t-butyldimethylsilyl-6-deoxy-α-D-glucopyranoside 
• 5453-80-5 5-Norbornene-2-carboxaldehyde 
• 1420377-20-3 (1S,2R,5S)-5-methyl-2-(2-phenylpropan-2-yl)cyclohexyl (1S,2R,4S)-2(diethoxyphosphoryl)bicycle-[2.2.1]-hept-5-ene-2-carboxylate 
• 934-30-5 exo-5-norbornene-2-carboxylic acid 
• 6203-08-3 methyl 5-norbornene-2-carboxylate 
• 769-85-7 methyl exo-5-norbornene-2-carboxylate 
• 10471-24-6 bicyclo<2.2.1>hept-2-en-5-ylacetoxymethane 
• 21934-46-3 butyric acid norborn-5-en-2-ylmethyl ester 

Downstream Products

• 75526-52-2 6-(phenylselanyl)hexahydro-2H-3,5-methanocyclopenta[b]furan 
• 42070-73-5 Toluene-4-sulfonic acid (1S,2S,4S)-1-bicyclo[2.2.1]hept-5-en-2-ylmethyl ester 
• 42070-73-5 Toluene-4-sulfonic acid (1S,2R,4S)-1-bicyclo[2.2.1]hept-5-en-2-ylmethyl ester 
• 50626-34-1 5-(Tosyloxymethyl)bicyclo<2.2.1>hept-2-ene 
• 79644-02-3 (endo-bicyclo[2.2.1]hept-5-ene-2-yl)methyl 3,3,3-trifluoro-2-methoxy-2-phenylpropionate 
• 85718-78-1 (endo-bicyclo[2.2.1]hept-5-ene-2-yl)methyl 3,3,3-trifluoro-2-methoxy-2-phenylpropionate 
• 135560-60-0 ((1R,2R,4R,5S,6S)-6-Bromo-5-phenylselanyl-bicyclo[2.2.1]hept-2-yl)-methanol 
• 135560-59-7 ((1S,2S,4S,5S,6S)-5-Bromo-6-phenylselanyl-bicyclo[2.2.1]hept-2-yl)-methanol 

Relevant articles and documents

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).

High Tg sulfonated insertion polynorbornene ionomers prepared by catalytic insertion polymerization

A simple method to synthesize high Tg sulfonated ionomers based on catalytic insertion polynorbornene is reported. Copolymers of norbornene and 5-methyl alcohol norbornene (endo:exo = 82:18) or 5-methyl bromide norbornene (endo:exo = 86:14) as well as terpolymers of norbornene, 5-methyl alcohol norbornene and 5-hexyl norbornene are prepared using a cationic Pd catalyst. These copolymers are then thioacetylated. Using hydrogen peroxide as oxidant, a sulfonated polynorbornene is obtained. Ionomers containing as much as 30 mol% SO3H and with Tgs above 200 °C are obtained in a four-step procedure of overall 40-75% yield.