1,9-Nonanediol

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| Verifiedfields = changed

| Watchedfields = changed

| verifiedrevid = 424674445

| ImageFile = 1,9-Nonanediol.svg

| ImageFile1 = 1,9-Nonanediol powder.jpg

| PIN = 1,9-Nonanediol

| OtherNames = 1,9-Dihydroxynonane

|Section1={{Chembox Identifiers

| CASNo_Ref = {{cascite|correct|??}}

| CASNo=3937-56-2

| Beilstein =

| ChEBI_Ref = {{ebicite|correct|EBI}}

| ChEBI = 167089

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 18685

| EINECS=223-517-5

| Gmelin =

| KEGG_Ref = {{keggcite|correct|kegg}}

| KEGG =

| PubChem=19835

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = N4385C65C6

| SMILES=C(CCCCO)CCCCO

| InChI =

| InChIKey =

| StdInChI_Ref = {{stdinchicite|changed|chemspider}}

| StdInChI = 1S/C9H20O2/c10-8-6-4-2-1-3-5-7-9-11/h10-11H,1-9H2

| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}

| StdInChIKey = ALVZNPYWJMLXKV-UHFFFAOYSA-N

| RTECS =

| MeSHName =

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|Section2={{Chembox Properties

| C=9 | H=20 | O=2

| MolarMass = 160.25 g/mol

| Appearance = White solid

| MeltingPtC=46.4

| MeltingPt_ref = {{cite book |ref=Haynes| editor= Haynes, William M. | date = 2016| title = CRC Handbook of Chemistry and Physics | edition = 97th | publisher = CRC Press | isbn = 9781498754293|page=3.420}}

| BoilingPtC = 173

| BoilingPt_notes = at 20 mmHg

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|Section3={{Chembox Thermochemistry

| Thermochemistry_ref ={{cite book |ref=Haynes| editor= Haynes, William M. | date = 2016| title = CRC Handbook of Chemistry and Physics | edition = 97th | publisher = CRC Press | isbn = 9781498754293|page=5.30}}

| DeltaHform = -657.6 kJ/mol

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1,9-Nonanediol, also known as nonamethylene glycol, is a diol with the molecular formula HO(CH{{sub|2}}){{sub|9}}OH. 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.{{cite book | last=Tsuji | first=J. | title=Transition Metal Reagents and Catalysts: Innovations in Organic Synthesis | publisher=Wiley | year=2002 | isbn=978-0-471-56027-2 | page=183}} It can also be obtained by reacting methyl oleate with triethylsilyl hydrotrioxide and lithium aluminum hydride.{{cite book | last=Fuchs | first=P.L. | title=Reagents for Silicon-Mediated Organic Synthesis | publisher=Wiley | series=Handbook of Reagents for Organic Synthesis | year=2011 | isbn=978-0-470-71023-4 | page=514}}

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

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Category:Monomers

Category:Alkanediols