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1,9-Nonanediol

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1,9-Nonanediol
Names
Preferred IUPAC name 1,9-Nonanediol
Other names 1,9-Dihydroxynonane
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.021.380 Edit this at Wikidata
EC Number
  • 223-517-5
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C9H20O2/c10-8-6-4-2-1-3-5-7-9-11/h10-11H,1-9H2Key: ALVZNPYWJMLXKV-UHFFFAOYSA-N
SMILES
  • C(CCCCO)CCCCO
Properties
Chemical formula C9H20O2
Molar mass 160.25 g/mol
Appearance White solid
Melting point 46.4 °C (115.5 °F; 319.5 K)
Boiling point 173 °C (343 °F; 446 K) at 20 mmHg
Thermochemistry
Std enthalpy of
formation (ΔfH298) 		-657.6 kJ/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

1,9-Nonanediol, also known as nonamethylene glycol, is a diol with the molecular formula HO(CH2)9OH. It is a colorless solid, which is sparingly soluble in water but readily soluble in ethanol.

1,9-nonanediol can be produced by isomerization of allyl alcohol. It can also be obtained by reacting methyl oleate with triethylsilyl hydrotrioxide and lithium aluminum hydride.

1,9-Nonanediol is used as a monomer in the synthesis of some polymers. It is also used as an intermediate in the manufacturing of aromatic chemicals and in the pharmaceutical industry.

See also

References

  1. ^ Haynes, William M., ed. (2016). CRC Handbook of Chemistry and Physics (97th ed.). CRC Press. p. 3.420. ISBN 9781498754293.
  2. Haynes, William M., ed. (2016). CRC Handbook of Chemistry and Physics (97th ed.). CRC Press. p. 5.30. ISBN 9781498754293.
  3. Tsuji, J. (2002). Transition Metal Reagents and Catalysts: Innovations in Organic Synthesis. Wiley. p. 183. ISBN 978-0-471-56027-2.
  4. Fuchs, P.L. (2011). Reagents for Silicon-Mediated Organic Synthesis. Handbook of Reagents for Organic Synthesis. Wiley. p. 514. ISBN 978-0-470-71023-4.
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