2-Nonenal
{{chembox
| Watchedfields = changed
| verifiedrevid = 477215034
| ImageFile = 2-Nonenal.png
| ImageSize = 240
| ImageAlt = Skeletal formula of 2-nonenal
| ImageFile1 = 2-Nonenal-3D-balls.png
| ImageSize1 = 230
| ImageAlt1 = Ball-and-stick model of the 2-nonenal molecule
| PIN = Non-2-enal
| OtherNames =
|Section1={{Chembox Identifiers
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 18829-56-6
| CASNo_Comment = (trans)
| CASNo1_Ref = {{cascite|correct|??}}
| CASNo1 = 60784-31-8
| CASNo1_Comment = (cis)
| CASNo2_Ref = {{cascite|correct|??}}
| CASNo2 = 2463-53-8
| CASNo2_Comment = (cis/trans mixture)
| ChEBI = 142592
| PubChem = 5283335
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 450072
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 4446456
| EC_number = 242-609-6
| EC_number_Comment = (trans)
| EC_number2 = 219-562-5
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 8VEO649985
| UNII_Comment = (trans)
| UNII1_Ref = {{fdacite|correct|FDA}}
| UNII1 = ARM1W3309Z
| UNII1_Comment = (cis)
| UNII2_Ref = {{fdacite|correct|FDA}}
| UNII2 = 93C6BZW2TV
| UNII2_Comment = (cis/trans mixture)
| InChI = 1/C9H16O/c1-2-3-4-5-6-7-8-9-10/h7-9H,2-6H2,1H3/b8-7+
| InChIKey = BSAIUMLZVGUGKX-BQYQJAHWBS
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C9H16O/c1-2-3-4-5-6-7-8-9-10/h7-9H,2-6H2,1H3/b8-7+
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = BSAIUMLZVGUGKX-BQYQJAHWSA-N
| SMILES = O=C/C=C/CCCCCC
}}
|Section2={{Chembox Properties
| C=9 | H=16 | O=1
| Appearance = Colorless liquid
| Density =
| MeltingPt =
| BoilingPtC = 188.00 to 190.00
| BoilingPt_notes = at 760.00 mmHg
| Solubility =
}}
|Section3={{Chembox Hazards
| ExternalSDS = [https://fscimage.fishersci.com/msds/31390.htm External MSDS]
| NFPA-H = 1 | NFPA-F = 2 | NFPA-R = 0
| FlashPtC = 79
| GHSPictograms = {{GHS07}}
| GHSSignalWord = Warning
| HPhrases = {{H-phrases|315}}
| PPhrases = {{P-phrases|264|280|302+352|321|332+313|362}}
| AutoignitionPtC =
}}
}}
2-Nonenal is an unsaturated aldehyde. The colorless liquid is an important aroma component of aged beer{{cite journal | last1 = Santos |first1 = J. R. | last2 = Carneiro | first2 = J. R. | last3 = Guido | first3 = L. F. | last4 = Almeida | first4 = P. J. | last5 = Rodrigues | first5 = J. A. | last6 = Barros | first6 = A. A. | title = Determination of E-2-nonenal by high-performance liquid chromatography with UV detection - Assay for the evaluation of beer ageing | journal = Journal of Chromatography A | year = 2008 | volume = 985 | issue = 1–2 | pages = 395–402 | doi = 10.1016/S0021-9673(02)01396-1 |pmid = 12580508 }} and buckwheat, and is insoluble in water.{{cite journal |author1=Janeš, D. |author2=Kantar, D. |author3=Kreft, S. |author4=Prosen, H. | title = Identification of buckwheat (Fagopyrum esculentum Moench) aroma compounds with GC-MS | journal = Food Chemistry | year = 2008 | volume = 112 | issue = 1 | pages = 120–4 | doi = 10.1016/j.foodchem.2008.05.048 }}
Odor characteristics
The odor of this substance is perceived as orris, fat and cucumber.{{ cite web | url = http://www.flavornet.org/info/60784-31-8.html | title = 2-nonenal CAS 60784-31-8 | publisher = Flavornet }} Its odor has been associated with human body odor alterations during aging.{{ cite journal |author1=Haze, S. |author2=Gozu, Y. |author3=Nakamura, S. |author4=Kohno, Y. |author5=Sawano, K. |author6=Ohta, H. |author7=Yamazaki, K. | title = 2-Nonenal Newly Found in Human Body Odor Tends to Increase with Aging | journal = Journal of Investigative Dermatology | year = 2001 | volume = 116 | issue = 4 | pages = 520–4 | doi = 10.1046/j.0022-202x.2001.01287.x | pmid = 11286617 | doi-access = free }}
References
{{reflist}}
Further reading
- {{ cite journal | last1 = Morrison | first1 = G. C. | last2 = Nazaroff | first2 = W. W. | title = Ozone interactions with carpet: secondary emissions of aldehydes | journal = Environmental Science & Technology | year = 2002 | volume = 36 | issue = 10 | pages = 2185–92 | pmid = 12038828 | doi=10.1021/es0113089| bibcode = 2002EnST...36.2185M }}
{{DEFAULTSORT:Nonenal, 2-}}