Decanal

{{hatnote|"Decanal" is also an adjective referring to a person with the title of Dean (Christianity) or Dean (education).}}

{{chembox

| Watchedfields = changed

| verifiedrevid = 444205967

| ImageFile_Ref = {{chemboximage|correct|??}}

| ImageFile = Decanal structure.png

| ImageSize = 240px

| PIN = Decanal

| OtherNames = Decyl aldehyde, caprinaldehyde

|Section1={{Chembox Identifiers

| ChEMBL = 2228377

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

| ChemSpiderID = 7883

| EC_number = 203-957-4

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

| UNII = 31Z90Q7KQJ

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

| KEGG = C12307

| CASNo_Ref = {{cascite|correct|CAS}}

| CASNo = 112-31-2

| PubChem = 8175

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

| ChEBI = 31457

| InChIKey = KSMVZQYAVGTKIV-UHFFFAOYAQ

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 1S/C10H20O/c1-2-3-4-5-6-7-8-9-10-11/h10H,2-9H2,1H3

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = KSMVZQYAVGTKIV-UHFFFAOYSA-N

| SMILES = O=CCCCCCCCCC

| InChI = 1/C10H20O/c1-2-3-4-5-6-7-8-9-10-11/h10H,2-9H2,1H3

}}

|Section2={{Chembox Properties

| C=10 | H=20 | O=1

| Appearance = Colorless liquid

| Density = 0.83 g/mL

| MeltingPtC = 7

| BoilingPtC = 207 to 209

| BoilingPt_notes =

| Solubility =

}}

|Section7={{Chembox Hazards

| GHSPictograms = {{GHS07}}

| GHSSignalWord = Warning

| HPhrases = {{H-phrases|315|319|412}}

| PPhrases = {{P-phrases|264|273|280|302+352|305+351+338|321|332+313|337+313|362|501}}

| MainHazards =

| FlashPtC = 85

| AutoignitionPtC = 200

| NFPA-H = 2

| NFPA-F = 2

| NFPA-I = 0

| ExternalSDS = [https://www.fishersci.com/store/msds?partNumber=AAA11656AE&productDescription=DECANAL%2C+98%25+%28ASSAY%29+100ML&vendorId=VN00024248&countryCode=US&language=en Fisher Scientific]

| LD50 = 3730 mg/kg (rat, oral)
5040 mg/kg (rabbit, dermal)

}}

|Section8={{Chembox Related

| OtherCompounds = 2-Decanone

}}

}}

Decanal is an organic compound with the chemical formula {{chem2|CH3(CH2)8CHO}}. A colorless oil, it is classified as an aldehyde.{{Ullmann | author = Christian Kohlpaintner, Markus Schulte, Jürgen Falbe, Peter Lappe, Jürgen Weber, Guido D. Frey | title = Aldehydes, Aliphatic | doi = 10.1002/14356007.a01_321.pub3}}

Occurrence

Decanal occurs naturally in citrus, along with octanal, citral, and sinensal, in buckwheat,{{cite journal

| vauthors =Janes D, Kantar D, Kreft S, Prosen H

| title =Identification of buckwheat (Fagopyrum esculentum Moench) aroma compounds with GC-MS

| journal =Food Chemistry

| volume =112

| issue =

| pages =120–124

| year =2008

| doi =10.1016/j.foodchem.2008.05.048

}}

and in coriander essential oil.{{cite journal | doi = 10.5586/aa.2013.006| title = Essential oil composition of the coriander (Coriandrum sativum L.) herb depending on the development stage| journal = Acta Agrobotanica| volume = 66| pages = 53–60| year = 2013| last1 = Nurzyńska-Wierdak| first1 = Renata| doi-access = free| url = http://pdfs.semanticscholar.org/3cc4/3c4bfe3aa0f62318765b7ba5c98dad58c481.pdf}} It is used in fragrances and flavoring.{{cite book | author = Rychlik, Schieberle & Grosch | title = Compilation of Odor Thresholds, Odor Qualities and Retention Indices of Key Food Odorants | location = Lichtenbergstraße, Germany | date = 1998}}

== Preparation ==

Decanal can be prepared by oxidation of the related alcohol decanol.{{OrgSynth | author = R. W. Ratcliffe | title = Oxidation with the Chromium Trioxide-Pridine Complex Prepared in situ: 1- Decanal | collvol = 6 | collvolpages = 373| year = 1988 | prep = CV6P0373}}

Safety

For safety information see the MSDS.{{Cite web |url=http://physchem.ox.ac.uk/MSDS/DE/n-decanal.html |title=Safety (MSDS) data for n-decanal |access-date=2007-12-01 |archive-url=https://web.archive.org/web/20040520103859/http://physchem.ox.ac.uk/MSDS/DE/n-decanal.html |archive-date=2004-05-20 |url-status=dead }}

References