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{{lowercasetitle}}
{{chembox {{chembox
| Verifiedfields = changed
| verifiedrevid = 443857463
| Watchedfields = changed
| verifiedrevid = 443858673
| Name = α-Hexylcinnamaldehyde
| ImageFile = Hexyl cinnamaldehyde.png | ImageFile = Hexyl cinnamaldehyde.png
| IUPACName = 2-Benzylideneoctanal
| ImageSize =
| OtherNames = Hexyl cinnamal<br>2-(Phenylmethylidene)octanal
| IUPACName = (''2E'')-2-benzylideneoctanal
|Section1={{Chembox Identifiers
| OtherNames =
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| Section1 = {{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 1267362 | ChemSpiderID = 1267362
| InChI = 1/C15H20O/c1-2-3-4-6-11-15(13-16)12-14-9-7-5-8-10-14/h5,7-10,12-13H,2-4,6,11H2,1H3/b15-12+ | InChI = 1/C15H20O/c1-2-3-4-6-11-15(13-16)12-14-9-7-5-8-10-14/h5,7-10,12-13H,2-4,6,11H2,1H3/b15-12+
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = GUUHFMWKWLOQMM-NTCAYCPXSA-N | StdInChIKey = GUUHFMWKWLOQMM-NTCAYCPXSA-N
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 101-86-0 | CASNo = 101-86-0
| PubChem = 1550884
| ChEBI_Ref = {{ebicite|correct|EBI}} | CASNo1_Ref = {{cascite|correct|CAS}}
| CASNo1 = 165184-98-5
| CASNo1_Comment = (2E)
| CASNo2_Ref = {{cascite|correct|CAS}}
| CASNo2 = 364364-06-7
| CASNo2_Comment = (2Z)
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 7X6O37OK2I
| UNII1_Ref = {{fdacite|correct|FDA}}
| UNII1 = E9947QRR9O
| UNII1_Comment = (2E)
| UNII2_Ref = {{fdacite|correct|FDA}}
| UNII2 = H2WS93I0OP
| UNII2_Comment = (2Z)
| PubChem = 1550884
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 55365 | ChEBI = 55365
| SMILES = O=C\C(=C\c1ccccc1)CCCCCC | SMILES = O=C\C(=C\c1ccccc1)CCCCCC
}} }}
| Section2 = {{Chembox Properties |Section2={{Chembox Properties
| C=15|H=20|O=1 | C=15 | H=20 | O=1
| Appearance =
| MolarMass = 216.319 g/mol
| Density = 0.95 g/mL
| Appearance =
| Density = | MeltingPt =
| MeltingPt = | BoilingPtC = 308
| Solubility = 2.75 mg/L<ref name=goodscents>, thegoodscentscompany.com</ref>
| BoilingPt =
| Solubility = Insoluble
}} }}
| Section3 = {{Chembox Related |Section3={{Chembox Related
| Function = alkyl aldehydes | OtherFunction_label = alkyl aldehydes
| OtherFunctn = ]<br /> | OtherFunction = ]<br />]<br />]
]<br />
]
}} }}
}} }}


'''Hexyl ]''', or '''hexyl cinnamal''', is a common additive in perfume and cosmetic industry as aroma substance. It is found naturally in the ] of ]. '''α-Hexylcinnamaldehyde''' ('''hexyl cinnamal''') is a common additive in the ] and ] as ]. It is found naturally in the ] of ]. It is a pale yellow to yellow liquid to solid, which is nearly insoluble in water but soluble in oils. The commercial material often contains low levels of 2,6-di-tert-butyl-4-methoxyphenol as a stabilizer. It is a derivative of ] with a ] substituent.


One supplier reported that its hexyl cinnamaldehyde (or "hexyl cinnamic aldehyde") contained at least 90% ] isomer.<ref>{{cite web |title=Hexyl Cinnamic Aldehyde |url=http://www.iff.com/Ingredients.nsf/0/8A7C28F4050F32428025699300390223 |archive-url=https://web.archive.org/web/20100513221012/http://www.iff.com/Ingredients.nsf/0/8A7C28F4050F32428025699300390223 |archive-date=2010-05-13 |publisher=International Flavors & Fragrances Inc. |date=2010}}</ref>
==Properties==
It is a pale yellow to yellow clear liquid to solid, which is insoluble in water but soluble in oils.


==Toxicity== ==Synthesis==
Hexyl cinnamaldehyde is a class B allergen according to ] classification. It is also an irritant in concentrations higher than recommended. Hexyl cinnamaldehyde is typically produced via crossed-] of ] and ].

==Safety==
Hexyl cinnamaldehyde is known to cause contact allergies in some individuals but the rate of incidence is low, with ]s indicating ~0.1% of people to be susceptible.<ref name="SchnuchUter2007">{{cite journal|last1=Schnuch|first1=Axel|last2=Uter|first2=Wolfgang|last3=Geier|first3=Johannes|last4=Lessmann|first4=Holger|last5=Frosch|first5=Peter J|title=Sensitization to 26 fragrances to be labelled according to current European regulation.|journal=Contact Dermatitis|volume=57|issue=1|year=2007|pages=1–10|issn=0105-1873|doi=10.1111/j.1600-0536.2007.01088.x|pmid=17577350|doi-access=free}}</ref><ref name="FroschPirker2005">{{cite journal|last1=Frosch|first1=Peter J.|last2=Pirker|first2=Claudia|last3=Rastogi|first3=Suresh C.|last4=Andersen|first4=Klaus E.|last5=Bruze|first5=Magnus|last6=Svedman|first6=Cecilia|last7=Goossens|first7=An|last8=White|first8=Ian R.|last9=Uter|first9=Wolfgang|last10=Arnau|first10=Elena Gimenez|last11=Lepoittevin|first11=Jean-Pierre|last12=Menne|first12=Torkil|last13=Johansen|first13=Jeanne Duus|title=Patch testing with a new fragrance mix detects additional patients sensitive to perfumes and missed by the current fragrance mix|journal=Contact Dermatitis|volume=52|issue=4|year=2005|pages=207–215|issn=0105-1873|doi=10.1111/j.0105-1873.2005.00565.x|pmid=15859993 |s2cid=20219911 }}</ref>


==References== ==References==
{{Reflist}}
*
*
* (data sheet, 3-D Java applet showing the molecule.)


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] ]

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