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 (1S,2S,4S)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid 
• 120-74-1 endo-norbornenecarboxylic acid 
• 10138-32-6 ethyl bicyclo[2.2.1]hept-5-ene-2-carboxylate 
• 4835-96-5 (-)-menthyl acrylate 
• 542-92-7 cyclopenta-1,3-diene 
• 96303-89-8 2-exo-acryloyloxy-N,N-dicyclohexylbornane-10-sulfonamide 
• 94594-91-9 acrylcamphorsultam 
• 89156-14-9 Acrylic acid (1S,2R,4R)-1-benzenesulfonylmethyl-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester 
• 96304-11-9 Acrylic acid (1S,2R,4R)-7,7-dimethyl-1-(naphthalene-1-sulfonylmethyl)-bicyclo[2.2.1]hept-2-yl ester 
• 96304-12-0 Acrylic acid (1S,2R,4R)-7,7-dimethyl-1-(naphthalene-2-sulfonylmethyl)-bicyclo[2.2.1]hept-2-yl ester 
• 96304-14-2 Acrylic acid (1S,2R,4R)-7,7-dimethyl-1-(2,4,6-trimethyl-benzenesulfonylmethyl)-bicyclo[2.2.1]hept-2-yl ester 
• 96304-13-1 Acrylic acid (1S,2R,4R)-7,7-dimethyl-1-(phenanthrene-9-sulfonylmethyl)-bicyclo[2.2.1]hept-2-yl ester 
• 72526-00-2 (-)-8-phenylmenthyl acrylate 
• 85718-79-2 (1S,2S,4S)-Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid (1R,2S,3R,4S)-3-(2,2-dimethyl-propoxy)-4,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester 

Downstream Products

• 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 
• 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 
• 135560-61-1 ((1R,2R,4R,5S,6S)-6-Chloro-5-phenylsulfanyl-bicyclo[2.2.1]hept-2-yl)-methanol 
• 135583-61-8 ((1S,2S,4S,5S,6S)-5-Chloro-6-phenylsulfanyl-bicyclo[2.2.1]hept-2-yl)-methanol 
• 37138-47-9 5-[Methoxy-(4-methoxy-phenyl)-methoxymethyl]-bicyclo[2.2.1]hept-2-ene 
• 37003-18-2 C₂₄H₃₀O₃ 
• 37005-78-0 4-Amino-benzoic acid bicyclo[2.2.1]hept-5-en-2-ylmethyl ester 
• 211758-35-9 bicyclo[2.2.1]hept-5-ene-2-methyl benzoate 
• 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 

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.

Selective hydrogenation of unsaturated carbonyls by Ni-Fe-based alloy catalysts

Ni-Fe alloy catalysts prepared by a simple hydrothermal method and subsequent H2 treatment exhibited the greatest activity and selectivity for the hydrogenation of biomass-derived furfural to furfuryl alcohol among the examined second metals, such as Al, Ga, In, Co, and Ti. This work reveals that the alloying of Ni and Fe is a key factor in achieving highly selective hydrogenation of the CO moiety in unsaturated carbonyl substrates. We found that decreasing the temperature of H2 treatment (i.e. decreasing the crystallite size), e.g. Ni-Fe(2)HT-573 K (TOF = 952 h-1), increased the activity compared to that over Ni-Fe(2)HT-673 (TOF = 375 h-1) for furfural hydrogenation. This result suggests that a low-coordinated Ni-Fe alloy was imperative for the catalytic cycle. Moreover, the effect of the metal/support interface was critical; despite the high catalytic performance of Ni-Fe/TiO2, Ni-Fe/Al2O3, and Ni-Fe/CeO2, Ni-Fe supported on SiO2, taeniolite, and hydrotalcite catalysts were ineffective. Vibrational studies using FT-IR measurement confirmed that furfural was physically adsorbed on the surface of the Ni-Fe alloy catalyst via an η1(O) configuration. The synthetic scope of the Ni-Fe catalytic system was very broad; various types of unsaturated carbonyls, such as unsaturated aromatics, unconjugated aliphatics, and a large substituent, were selectively converted into the corresponding unsaturated alcohols.