Pentaerythritol
From Wikipedia, the free encyclopedia
Pentaerythritol is a polyol used in the fabrication of PETN, alkyd resins, varnishes, PVC stabilizers, tall oil esters, olefin antioxidants, and pentaerythritol triacrylate.
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[edit] Properties and description
It is a white, crystalline odorless solid, with melting point 260.5 °C and boiling point 276 °C at 30 mm Hg. It is also known under names Hercules P 6, monopentaerythritol, tetramethylolmethane, THME, PETP, pentaerythrite, Pentek, Hercules Aqualon improved technical PE-200.
Its CAS number is [115-77-5] [1] and its SMILES structure is OCC(CO)(CO)CO. Solubility : One gram dissolve in 18 ml water at15oC. Soluble in ethanol, glycerol, ethylene glycol, formamide. Insoluble in acetone, benzene, paraffin, ether, carbon tetrachloride.
[edit] Preparation
It can be prepared by condensation of acetaldehyde and formaldehyde in a basic environment. The process occurs by successive aldol condensations followed a Cannizzaro reaction. The result contains dipentaerythritol and tripentaerythritol as impurities.[1]
CH3CHO + 4 CH2O + 1/2 Ca(OH)2 -> C(CH2OH)4 + 1/2 (HCOO)2Ca
[edit] External links
[edit] References
- ^ M. S. Peters, J. A. Quinn (1955). "Pentaerythritol Production Yields". Industrial & Engineering Chemistry 47 (9): 1710-1713.
- S. F. Marrian (1948). "The Chemical Reactions of Pentaerythritol and its Derivatives". Chemical Reviews 43 (1): 149-202.