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{{chembox
{{chembox
| Verifiedfields = changed
| verifiedrevid = 400377351
| Watchedfields = changed
|ImageFile=Melissic acid.svg
| verifiedrevid = 434945288
|ImageSize=300
|IUPACName=triacontanoic acid
| ImageFile=Melissic acid.svg
| ImageSize=300
|OtherNames=
| PIN=Triacontanoic acid
| OtherNames=
|Section1={{Chembox Identifiers
|Section1={{Chembox Identifiers
| CASNo_Ref = {{cascite|correct|??}}
| CASNo=506-50-3
| CASNo=506-50-3
| PubChem=10471
| UNII_Ref = {{fdacite|correct|FDA}}
| SMILES= CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC(=O)O}}
| UNII = HLT2OTQ105
| PubChem=10471
| SMILES= CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC(=O)O
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 10039
| InChI = 1/C30H60O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30(31)32/h2-29H2,1H3,(H,31,32)
| InChIKey = VHOCUJPBKOZGJD-UHFFFAOYAR
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C30H60O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30(31)32/h2-29H2,1H3,(H,31,32)
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = VHOCUJPBKOZGJD-UHFFFAOYSA-N
}}
|Section2={{Chembox Properties
|Section2={{Chembox Properties
| Formula=C<sub>30</sub>H<sub>60</sub>O<sub>2</sub>
| Formula=C<sub>30</sub>H<sub>60</sub>O<sub>2</sub>
| MolarMass=452.46 g/mol
| MolarMass=452.46 g/mol
| Appearance=
| Appearance=
| Density=
| Density=
| MeltingPt=
| MeltingPt=
| BoilingPt=
| BoilingPt=
| Solubility= }}
| Solubility= }}
|Section3={{Chembox Hazards
|Section3={{Chembox Hazards
| MainHazards=
| MainHazards=
| FlashPt=
| FlashPt=
| Autoignition= }}
| AutoignitionPt = }}
}}
}}
'''Melissic acid''' (or '''triacontanoic acid''') is a [[saturated fat|saturated fatty acid]].
'''Melissic acid''' (or '''triacontanoic acid''') is the organic compound with the formula CH<sub>3</sub>(CH<sub>2</sub>)<sub>28</sub>CO<sub>2</sub>H. It is classified as a [[very long chain fatty acid]], a subset of [[saturated fat|saturated fatty acid]]s. It is a white solid that is soluble in organic solvents. Melissic acid gets its name from the [[Greek language|Greek]] word [[melissa]] meaning bee, since it was found in [[beeswax]].

==History==
Melissic acid was named as such because Melissa is derived from a [[Greek language|Greek]] word meaning bee, owing to the abundance of nectar in the flowers which attracts bees.


==Synthesis==
==Synthesis==
''n''-Triacontanoic acid was synthesized by Bleyberg and Ulrich (1931) and by Mrs. Robinson.<ref name='Chibnall'>{{cite journal | title = The isolation of n-triacontanol from lucerne wax | journal = Biochemical Journal | year = 1933 | first = Albert Charles | last = Chibnall | coauthors = Ernest Frank Williams, Alfred Louis Latner, Stephen Harvey Piper | volume = 27 | issue = 6 | pages = 1885–1888| pmid = 16745314 | accessdate = 2010-05-16 | pmc = 1253114}}</ref>
''n''-Triacontanoic acid was synthesized by Bleyberg and Ulrich (1931) and by G.M. Robinson.<ref name='Chibnall'>{{cite journal | title = The isolation of n-triacontanol from lucerne wax | journal = Biochemical Journal | year = 1933 | first = Albert Charles | last = Chibnall |author2=Ernest Frank Williams |author3=Alfred Louis Latner |author4=Stephen Harvey Piper | volume = 27 | issue = 6 | pages = 1885–1888| doi = 10.1042/bj0271885 | pmid = 16745314 | pmc = 1253114}}</ref>


==Self-assembly==
==Self-assembly==
Triacontanoic acid and triacontanamide (CH<sub>3</sub>(CH2)<sub>28</sub>-CONHI) can be self-assembled.<ref name='Weinbach 1993'>{{cite journal | title = Self-assembled Langmuir monolayers and trilayers at the air-formamide interface | journal = Journal of Physical Chemistry | date = May 1993 | first = Susan P. | last = Weinbach | coauthors = Kristian Kjaer, Jens Als-Nielsen, Meir Lahav, Leslie Leiserowitz | volume = 97 | issue = 20 | pages = 5200–5203| doi = 10.1021/j100122a003 | accessdate = 2010-05-16}}</ref>
Triacontanoic acid and triacontanamide (CH<sub>3</sub>(CH<sub>2</sub>)<sub>28</sub>-CONH<sub>2</sub>) can be self-assembled.<ref name='Weinbach 1993'>{{cite journal | title = Self-assembled Langmuir monolayers and trilayers at the air-formamide interface | journal = Journal of Physical Chemistry | date = May 1993 | first = Susan P. | last = Weinbach |author2=Kristian Kjaer |author3=Jens Als-Nielsen |author4=Meir Lahav |author5=Leslie Leiserowitz | volume = 97 | issue = 20 | pages = 5200–5203| doi = 10.1021/j100122a003}}</ref>


==See also==
==See also==
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[[Category:Fatty acids]]
[[Category:Fatty acids]]
[[Category:Alkanoic acids]]


{{organic-compound-stub}}

[[de:Melissinsäure]]
[[lv:Melisīnskābe]]
[[pt:Ácido melíssico]]