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Updating {{chembox}} (no changed fields - added verified revid - updated 'UNII_Ref', 'ChemSpiderID_Ref') per Chem/Drugbox validation (report errors or [[u
m top: Chembox: fix unknown parameters, replaced: | RPhrases = | → | HPhrases = |, | SPhrases = | → | PPhrases = | GHS_ref = |, | EUClass = | → | (2)
 
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{{chembox
{{chembox
| Verifiedfields = changed
| verifiedrevid = 353635405
| Watchedfields = changed
| Reference= <ref>''CRC Handbook of Chemistry and Physics'', 60th Edition, 1980</ref>
| verifiedrevid = 398729456
| ImageFile = Undecanol.png
| Reference = <ref>''CRC Handbook of Chemistry and Physics'', 60th Edition, 1980</ref>
| ImageFile = Undecanol.svg
| ImageSize = 220px
| ImageSize = 220px
| ImageName = Skeletal formula
| ImageName = Skeletal formula
| ImageFile1 = 1-Undecanol-3D-vdW.png
| ImageFile1 = 1-Undecanol-3D-vdW.png
| ImageName1 = Space-filling formula
| ImageName1 = Space-filling formula
| IUPACName = Undecan-1-ol
| PIN = Undecan-1-ol
| OtherNames = Undecanol, 1-Undecanol, Undecyl alcohol, 1-Hendecanol
| OtherNames = Undecanol, 1-Undecanol, Undecyl alcohol, 1-Hendecanol
| Section1 = {{Chembox Identifiers
|Section1={{Chembox Identifiers
| Abbreviations =
| Abbreviations =
| CASNo_Ref = {{cascite}}
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 112-42-5
| CASNo = 112-42-5
| EINECS =
| EINECS =
| PubChem = 8184
| PubChem = 8184
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| SMILES = OCCCCCCCCC
| InChI =
| ChEMBL = 444525
| UNII_Ref = {{fdacite|changed|FDA}}
| RTECS =
| UNII = 06MJ0P28T3
| MeSHName =
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChEBI =
| ChemSpiderID = 7892
| SMILES = OCCCCCCCCCCC
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C11H24O/c1-2-3-4-5-6-7-8-9-10-11-12/h12H,2-11H2,1H3
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = KJIOQYGWTQBHNH-UHFFFAOYSA-N
| RTECS =
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| ChEBI_Ref = {{ebicite|changed|EBI}}
| ChEBI = 87499
| KEGG_Ref = {{keggcite|correct|kegg}}
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| KEGG =
}}
| ATCCode_prefix =
|Section2={{Chembox Properties
| ATCCode_suffix =
| ATC_Supplemental =}}
| Section2 = {{Chembox Properties
| Formula = C<sub>11</sub>H<sub>24</sub>O
| Formula = C<sub>11</sub>H<sub>24</sub>O
| MolarMass = 172.31 g/mol
| MolarMass = 172.31 g/mol
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| Density = 0.8298 g/mL
| Density = 0.8298 g/mL
| MeltingPtC = 19
| MeltingPtC = 19
| Melting_notes =
| MeltingPt_notes =
| BoilingPtC = 243
| BoilingPtC = 243
| Boiling_notes =
| BoilingPt_notes =
| Solubility = Insoluble
| Solubility = Insoluble
| SolubleOther = Soluble
| SolubleOther = Soluble
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| pKa =
| pKa =
| pKb = }}
| pKb = }}
| Section7 = {{Chembox Hazards
|Section6={{Chembox Pharmacology
| EUClass =
| ATCCode_prefix =
| EUIndex =
| ATCCode_suffix =
| ATC_Supplemental =
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|Section7={{Chembox Hazards
| MainHazards =
| MainHazards =
| NFPA-H =
| NFPA-H =
| NFPA-F =
| NFPA-F =
| NFPA-R =
| NFPA-R =
| NFPA-O =
| NFPA-S =
| RPhrases =
| HPhrases =
| SPhrases =
| PPhrases =
| RSPhrases =
| GHS_ref =
| FlashPt = >82°C
| FlashPt = >82&nbsp;°C
| Autoignition =
| AutoignitionPt =
| ExploLimits =
| ExploLimits =
| PEL = }}
| PEL = }}
}}
}}


'''Undecanol''', also known by its [[IUPAC]] name '''1-undecanol''' or '''undecan-1-ol''', and by its trivial names '''undecyl alcohol''' and '''hendecanol''', is a [[fatty alcohol]]. Undecanol is a colorless, water insoluble liquid of melting point 19 °C and boiling point 243 °C.
'''Undecanol''', also known by its [[IUPAC]] name '''1-undecanol''' or '''undecan-1-ol''', and by its trivial names '''undecyl alcohol''' and '''hendecanol''', is a [[fatty alcohol]]. Undecanol is a colorless, water-insoluble liquid of melting point 19&nbsp;°C and boiling point 243&nbsp;°C.


==Industrial uses and production==
==Industrial uses and production==


It has a floral citrus like odor, and a fatty taste and is used as a flavoring ingredient in foods. It is commonly produced by the reduction of [[1-undecanal]], the analogous aldehyde.<ref>{{cite book
It has a floral citrus like odor, and a fatty taste and is used as a flavoring ingredient in foods. It is commonly produced by the reduction of [[undecanal]], the analogous aldehyde.<ref name=Burdock>{{cite book
| last = Burdock
|last = Burdock
| first = George A.
|first = George A.
|title = Encyclopedia of Food and Color Additives
| authorlink =
|publisher = CRC Press
| coauthors =
|year = 1997
| title = Encyclopedia of Food and Color Additives
|pages = 2879
| publisher = CRC Press
|url = http://www.crcpress.com/shopping_cart/products/product_detail.asp?sku=9416&af=W1129
| date = 1997
|archive-url = https://archive.today/20130110183715/http://www.crcpress.com/shopping_cart/products/product_detail.asp?sku=9416&af=W1129
| location =
|url-status = dead
| pages = 2879
|archive-date = 2013-01-10
| url = http://www.crcpress.com/shopping_cart/products/product_detail.asp?sku=9416&af=W1129
|isbn = 978-0-8493-9416-4
| doi =
}}</ref>
| id =
| isbn = 9780849394164}}</ref>


==Natural occurrence==
==Natural occurrence==


1-Undecanol is found naturally in many foods such as fruits (including [[apple]]s and [[banana]]s), [[butter]], [[Egg (food)|eggs]] and cooked [[pork]].<ref>{{cite book
1-Undecanol is found naturally in many foods such as fruits (including [[apple]]s and [[banana]]s), [[butter]], [[Egg (food)|eggs]] and cooked [[pork]].<ref name=Burdock/>
| last = Burdock
| first = George A.
| authorlink =
| coauthors =
| title = Encyclopedia of Food and Color Additives
| publisher = CRC Press
| date = 1997
| location =
| pages = 2879
| url = http://www.crcpress.com/shopping_cart/products/product_detail.asp?sku=9416&af=W1129
| doi =
| id =
| isbn = 9780849394164}}</ref>


==Toxicity==
==Toxicity==
Undecanol can irritate the skin, eyes and lungs. Ingestion can be harmful, with the approximate toxicity of [[ethanol]].<ref>MSDS Safety Sheet [http://msds.chem.ox.ac.uk/UN/1-undecanol.html]</ref>
Undecanol can irritate the skin, eyes and lungs. Ingestion can be harmful, with the approximate toxicity of [[ethanol]].<ref>[http://msds.chem.ox.ac.uk/UN/1-undecanol.html MSDS Safety Sheet]</ref>


==References==
==References==
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[[Category:Fatty alcohols]]
[[Category:Fatty alcohols]]
[[Category:Primary alcohols]]

[[de:1-Undecanol]]
[[Category:Alkanols]]
[[ru:Ундеканол]]