Neopentyl glycol

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Neopentyl glycol[1]
Neopentyl glycol
Neopentyl glycol molecule
Identifiers
CAS number 126-30-7 YesY
ChemSpider 13835293 N
Jmol-3D images Image 1
Properties
Molecular formula C5H12O2
Molar mass 104.148 g/mol
Melting point 129.13 °C (264.43 °F; 402.28 K)
Boiling point 208 °C (406 °F; 481 K)
Solubility in water soluble in water
Solubility soluble in benzene, chloroform, very soluble in ethanol, diethyl ether
Thermochemistry
Std enthalpy of
formation
ΔfHo298
-551.2 kJ•mol−1
Hazards
Flash point 129 °C (264 °F; 402 K)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 N (verify) (what is: YesY/N?)
Infobox references

Neopentyl glycol (IUPAC name 2,2-dimethyl-1,3-propanediol) is an organic chemical compound. It is used in the synthesis of polyesters, paints, lubricants, and plasticizers. When used in the manufacture of polyesters, it enhances the stability of the product towards heat, light, and water. By esterification reaction with fatty or carboxylic acids, synthetic lubricating esters with reduced potential for oxidation or hydrolysis, compared to natural esters, can be produced.

Reactions[edit]

Neopentyl glycol is synthesized industrially by the aldol reaction of formaldehyde and isobutyraldehyde. This creates the intermediate hydroxypivaldehyde, which can be converted to neopentyl glycol with either excess formaldehyde or catalytic hydrogenation of the aldehyde group to an alcohol group.[2]

References[edit]

  1. ^ Lide, David R. (1998), Handbook of Chemistry and Physics (87 ed.), Boca Raton, FL: CRC Press, pp. 3‑228, 5‑42, 16‑22, ISBN 0-8493-0594-2 
  2. ^ Weissermel, Klaus; Arpe, Hans-Jürgen; Lindley, Charlet R. (2003), Industrial Organic Chemistry (4 ed.), Wiley-VCH, pp. 214–215, ISBN 978-3-527-30578-0, retrieved 2009-07-20