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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
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.021.380 Edit this at Wikidata
EC Number
  • 223-517-5
UNII
  • InChI=1S/C9H20O2/c10-8-6-4-2-1-3-5-7-9-11/h10-11H,1-9H2 ☒N
    Key: ALVZNPYWJMLXKV-UHFFFAOYSA-N ☒N
  • C(CCCCO)CCCCO
Properties
C9H20O2
Molar mass 160.25 g/mol
Appearance White solid
Melting point 46.4 °C (115.5 °F; 319.5 K)[1]
Boiling point 173 °C (343 °F; 446 K) at 20 mmHg
Thermochemistry[2]
-657.6 kJ/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

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]

1,9-nonanediol can be produced by isomerization of allyl alcohol.[3] It can also be obtained by reacting methyl oleate with triethylsilyl hydrotrioxide and lithium aluminum hydride.[4]

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

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References

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  1. ^ a b 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.