16996-12-6

Basic information

• Product Name: 2,3-epoxygeranial
• Synonyms: 2,3-epoxygeranial
• CAS NO: 16996-12-6
• Molecular Weight: 168.236
• Mol File: 16996-12-6.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2,3-epoxygeranial(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-epoxygeranial(16996-12-6)
• EPA Substance Registry System: 2,3-epoxygeranial(16996-12-6)

Safety Data

• Hazardous Substances Data: 16996-12-6(Hazardous Substances Data)

Upstream product

• 106-24-1 Geraniol 
• 5392-40-5 (E/Z)-3,7-dimethyl-2,6-octadienal 
• 106-25-2 Nerol 

Downstream Products

• 114289-06-4 Methyl-{(R)-1-[(2S,3S)-3-methyl-3-(4-methyl-pent-3-enyl)-oxiranyl]-allyloxy}-diphenyl-silane 
• 114289-06-4 Methyl-{(S)-1-[(2S,3S)-3-methyl-3-(4-methyl-pent-3-enyl)-oxiranyl]-allyloxy}-diphenyl-silane 
• 82188-73-6 (2S,3S)-2,3-epoxygeraniol 
• 50727-94-1 (2R,3R)-3-methyl-3-(4-methyl-3-pentenyl)oxiranemethanol 
• 50340-32-4 2-methyl-2-(4-methyl-pent-3-enyl)-oxirane 
• 110-93-0 6-Methyl-hept-5-en-2-on 
• 678159-56-3 (1R,2R,3R,6R)-6-isopropenyl-3-methoxy-3-methylcyclohexane-1,2-diol 
• 678159-56-3 (1R,2R,3S,6R)-6-isopropenyl-3-methoxy-3-methylcyclohexane-1,2-diol 
• 50727-94-1 [3-methyl-3-(4-methylpent-3-enyl)oxiran-2-yl]methanol 
• 78-70-6 3,7-dimethylocta-1,6-dien-3-ol 

Relevant articles and documents

A Highly Selective Na2WO4-Catalyzed Oxidation of Terpenic Alcohols by Hydrogen Peroxide

Sodium tungstate was found to be an active and highly selective catalyst to oxidation of various primary or secondary origin renewable alcohols by hydrogen peroxide as green oxidant. Borneol, nerol, geraniol and β-citronellol were efficiently and selectively converted to respective carbonyl derivatives by hydrogen peroxide. ATR/FT-IR measurements confirmed that Na2W(O2)4 was the specie active catalytically. The role of the main reaction variables, including temperature, reactants and catalyst concentration, solvent, and nature of substrate were also assessed. In addition to use a green oxidant, this simple and environmentally friendly catalyst system did not require additive to control pH, molecular sieves or phase transfer catalyst. Graphical Abstract: [Figure not available: see fulltext.].

Oxidation catalysis of Nb(salan) complexes: Asymmetric epoxidation of allylic alcohols using aqueous hydrogen peroxide as an oxidant

Several optically active Nb(salan) complexes were synthesized, and their oxidation catalysis was examined. A dimeric μ-oxo Nb(salan) complex that was prepared from Nb(OiPr)5 and a salan ligand was found to catalyze the asymmetric epoxidation of allylic alcohols using a urea-hydrogen peroxide adduct as an oxidant with good enantioselectivity. However, subsequent studies of the time course of this epoxidation and of the relationship between the ee of the ligand and the ee of the product indicated that the μ-oxo dimer dissociates into a monomeric species prior to epoxidation. Moreover, monomeric Nb(salan) complexes prepared in situ from Nb(OiPr)5 and salan ligands followed by water treatment were found to catalyze the epoxidation of allylic alcohols better using aqueous hydrogen peroxide in CHCl3/brine or toluene/brine solution with high enantioselectivity ranging from 83 to 95% ee, except for the reaction of cinnamyl alcohol that showed a moderate ee of 74%. This is the first example of the highly enantioselective epoxidation of allylic alcohols using aqueous hydrogen peroxide as an oxidant.