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Methanediol, also known as formaldehyde monohydrate or methylene glycol, is an organic compound with chemical formula CH2(OH)2. It is the simplest geminal diol, and formally the second simplest carbohydrate (after formaldehyde).

Skeletal formula of methanediol with some explicit hydrogens added
Spacefill model of methanediol
Ball and stick model of the methanediol
IUPAC name
Other names
  • Formald hydrate
  • Formaldehyde monohydrate
  • Methylene glycol
3D model (JSmol)
Abbreviations MADOL
ECHA InfoCard 100.006.673
EC Number
  • 207-339-5
Molar mass 48.041 g·mol−1
Appearance Colourless liquid
Density 1.199 g cm−3
Boiling point 194 °C (381 °F; 467 K) at 101 kPa
Vapor pressure 16.1 Pa
Acidity (pKa) 13.29[2]
Flash point 99.753 °C (211.555 °F; 372.903 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Methanediol is a product of the hydration of formaldehyde H2C=O, and predominates in water solution: the equilibrium constant being about 103,[3] and in a 5% by weight solution of formaldehyde in water, 80% is in the methanediol form. The dianion, methane-1,1-diolate, is believed to be an intermediate in the crossed Cannizzaro reaction.

The compound is of some relevance to astrochemistry.[4]


Methanediol, rather than formaldehyde, is listed as one of the main ingredients of "Brazilian blowout", a hair-straightening formula marketed in the US. The equilibrium with formaldehyde has caused concern since formaldehyde in hair straighteners is a health hazard,[5][6]

See alsoEdit


  1. ^ "Methanediol - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 26 March 2005. Identification and Related Records. Retrieved 20 October 2011.
  2. ^ Bell, R. P.; McTigue, P. T. (1960). "603. Kinetics of the aldol condensation of acetaldehyde". Journal of the Chemical Society (Resumed): 2983. doi:10.1039/JR9600002983.
  3. ^ Eric V. Anslyn, Dennis A. Dougherty (2006), Modern physical organic chemistry. University Science Books. ISBN 1-891389-31-9. 1095 pages
  4. ^ A theoretical study of the conversion of gas phase methanediol to formaldehyde Kent DR, Widicus SL, Blake GA, Goddard WA The Journal of Chemical Physics -- September 8, 2003 -- Volume 119, Issue 10, pp. 5117-5120 doi:10.1063/1.1596392
  5. ^
  6. ^ SpecialChem. "Industry News".