1,9-Nonanediol

1,9-Nonanediol
Names
	Preferred IUPAC name 1,9-Nonanediol
	Other names 1,9-Dihydroxynonane
Identifiers
CAS Number	3937-56-2 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:167089 ;
ChemSpider	18685 ;
ECHA InfoCard	100.021.380
EC Number	223-517-5;
PubChem CID	19835;
UNII	N4385C65C6 ;
CompTox Dashboard (EPA)	DTXSID5063237 ;
	InChI InChI=1S/C9H20O2/c10-8-6-4-2-1-3-5-7-9-11/h10-11H,1-9H2 Key: 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 (ΔfH⦵298)	-657.6 kJ/mol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

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.

References

^ ^a ^b Haynes, William M., ed. (2016). CRC Handbook of Chemistry and Physics (97th ed.). CRC Press. p. 3.420. ISBN 9781498754293.
^ Haynes, William M., ed. (2016). CRC Handbook of Chemistry and Physics (97th ed.). CRC Press. p. 5.30. ISBN 9781498754293.
^ Tsuji, J. (2002). Transition Metal Reagents and Catalysts: Innovations in Organic Synthesis. Wiley. p. 183. ISBN 978-0-471-56027-2.
^ 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.

[crc-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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See also

References