24157-82-2

Basic information

• Product Name: 1,1'-(2,6-Naphthylene)bis(1-methylethanol)
• Synonyms: 1,1'-(2,6-Naphthylene)bis(1-methylethanol);2,2'-(2,6-Naphthalenediyl)bis(2-propanol);2,6-Bis(1-hydroxy-1-methylethyl)naphthalene;α,α,α',α'-Tetramethylnaphthalene-2,6-dimethanol
• CAS NO: 24157-82-2
• Molecular Formula: C16H20 O2
• Molecular Weight: 244.33
• Mol File: 24157-82-2.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 415.6±25.0 °C(Predicted)
• Appearance: /
• Density: 1.116±0.06 g/cm3(Predicted)
• PKA: 14.18±0.29(Predicted)
• CAS DataBase Reference: 1,1'-(2,6-Naphthylene)bis(1-methylethanol)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1'-(2,6-Naphthylene)bis(1-methylethanol)(24157-82-2)
• EPA Substance Registry System: 1,1'-(2,6-Naphthylene)bis(1-methylethanol)(24157-82-2)

Safety Data

• Hazardous Substances Data: 24157-82-2(Hazardous Substances Data)

Upstream product

• 83922-21-8 2-(2-hydroxy-2-methylethyl)-6-(2-methylethyl)naphthalene 
• 96783-79-8 2,6-bis(1-hydroperoxy-1-methylethyl)naphthalene 
• 105443-43-4 2-(1-hydroperoxy-1-methylethyl)-6-(1-methylethyl)naphthalene 
• 24157-81-1 2,6-diisopropylnaphthalene 

Downstream Products

• 581-43-1 2.6-dihydroxynaphthalene 

Relevant articles and documents

Substituent effects on 13C and 1H chemical shifts in 2-isopropyl- and 2,6-diisopropylnaphthalene and their oxidation products

13C and 1H spectral assignments were made for three 2-substituted- and six 2,6-disubstituted naphthalenes with isopropyl, 2-hydroxy-2-methylethyl and 2-hydroperoxy-2-methylethyl substituents by the use of proton-proton decoupling, 2D H,H-COSY and 2D C,H-COSY techniques. The downhill simplex method was used for calculations of the best set of 13C and 1H incremental shifts. An excellent additivity of substituent effects was found for both, the 13C and 1H spectra of 2,6-disubstituted naphthalenes. Copyright

Solvent and temperature effects in the free radical aerobic oxidation of alkyl and acyl aromatics catalysed by transition metal salts and N-hydroxyphthalimide: New processes for the synthesis of p-hydroxybenzoic acid, diphenols, and dienes for liquid crystals and cross-linked polymers

The aerobic oxidation of 4,4′-diisopropyldiphenyl and 2,6-diisopropylnaphthalene, catalysed by N-hydroxyphthalimide and Co(II) salts, leads to the corresponding tertiary benzyl alcohols with high conversion and selectivity under mild conditions (temperature 30-60°C and atmospheric pressure). Solvent and temperature effects, as resulting from the pioneering work of C. Walling, and more recently from the conclusive resolution of K. U. Ingold and co-workers on a quantitative kinetic basis, strongly affect the selectivity of the aerobic oxidation. This is related to the ratio between the rate of β-scission of the alkoxyl radical, which leads to acetophenone derivatives, and the rate of hydrogen atom abstraction, leading to tertiary benzyl alcohols. These latter are efficiently converted either to diphenols for the production of liquid crystals, by reaction with H2O2, or to dienes, useful as cross-linking agents, by dehydration. The aerobic oxidation of p-hydroxyacetophenone catalysed by Mn(NO3)2 and Co(NO3)2 leads with high selectivity to p-hydroxybenzoic acid, a useful monomer for liquid crystals.