Tridecylic acid: Difference between revisions

| verifiedrevid = 404908662

| ImageFile = Tridecylic acid.svg

| ImageSize =

| ImageName = Skeletal formula of tridecylic acid

| ImageFile1 = Tridecylic-acid-3D-balls.png

| ImageSize1 =

| ImageName1 = Ball-and-sitck model of tridecylic acid

| PIN = Tridecanoic acid

| OtherNames = C13:0 ([[Lipid number]]s)

|Section1={{Chembox Identifiers

| Abbreviations =

| CASNo = 638-53-9

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

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

| UNII = 19936LIY2V

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

| ChemSpiderID2 = 12013

| EINECS = 211-341-1

| ChEMBL = 107874

| PubChem = 12530

| ChemSpiderID = 12013

| SMILES = O=C(O)CCCCCCCCCCCC

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

| StdInChIKey = SZHOJFHSIKHZHA-UHFFFAOYSA-N

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

| StdInChI = 1S/C13H26O2/c1-2-3-4-5-6-7-8-9-10-11-12-13(14)15/h2-12H2,1H3,(H,14,15)

| RTECS = YD3850000

}}

|Section2={{Chembox Properties

| C=13 | H=26 | O=2

| Appearance = White crystals or powder

| Odor = Waxy-type

| MeltingPtC = 41.5

| MeltingPt_ref = <ref name=crc>{{CRC90}}</ref>

| BoilingPtC = 236

| BoilingPt_notes = <br> at 100 mmHg<br> {{convert|140|C|F K}}<br> at 1 mmHg<ref name=crc />

| Density = 0.983 g/cm³ (37 °C)<ref name=adb /><br> 0.8458 g/cm³ (80 °C)<ref name=crc />

| Solubility = 21 mg/L (0 °C)<br> 33 mg/L (20 °C)<br> 38 mg/L (30 °C)<br> 53 mg/L (60 °C)<ref name=sioc>{{cite book|last = Seidell|first = Atherton|last2 = Linke|first2 = William F.|year = 1940|title = Solubilities of Inorganic and Organic Compounds|publisher = D. Van Nostrand Company|place = New York|edition = 3rd|url = http://babel.hathitrust.org/cgi/pt?id=mdp.39015082385801;view=1up;seq=764|page = 756}}</ref>

| SolubleOther = Soluble in [[ethanol|alcohol]], [[diethyl ether|ether]], [[acetic acid|CH₃COOH]]<ref name=crc />

| Solubility1 = 7.52 g/100 g (0 °C)<br> 78.6 g/100 g (20 °C)<br> 316 g/100 g (30 °C)<br> 8.23 kg/100 g (40 °C)<ref name=sioc />

| Solvent1 = acetone

| Solubility2 = 12.6 g/100 g (0 °C)<br> 148 g/100 g (20 °C)<br> 515 g/100 g (30 °C)<ref name=sioc />

| Solvent2 = methanol

| Solubility3 = 42.4 g/100 g (10 °C)<br> 117 g/100 g (20 °C)<br> 354 g/100 g (30 °C)<ref name=sioc />

| Solvent3 = benzene

| Solubility4 = 10.1 g/100 g (0 °C)<br> 70 g/100 g (20 °C)<br> 281 g/100 g (30 °C)<ref name=sioc />

| Solvent4 = ethyl acetate

| RefractIndex = 1.4286 (50 °C)<ref name=crc />

| VaporPressure = 0.01 kPa (109 °C)<br> 0.47 kPa (160 °C)<br> 3.21 kPa (200 °C)<ref name=nist /><br> 100 kPa (311.5 °C)<ref name=crc />

| Viscosity = 0.583 cP (120 °C)<br> 0.3991 cP (160 °C)<br> 0.2934 cP (200 °C)<ref name=trp>{{cite book|last = Yaws|first = Carl L.|year = 2009|title = Transport Properties of Chemicals and Hydrocarbons|publisher = William Andrew Inc.|place = New York|url = https://books.google.com/books?id=NbvExWe30YsC&pg=PA174|page = 174|isbn = 978-0-8155-2039-9}}</ref>

}}

|Section3={{Chembox Structure

| CrystalStruct = [[monoclinic crystal system|Monoclinic]] (37 °C)<ref name=adb>{{cite web|url = http://www.rsc.org/suppdata/nj/b3/b307208h/b307208h.pdf|title = On the crystal structures and melting point alternation of the n-alkyl carboxylic acids|last = Bond|first = Andrew D.|website=rsc.org|publisher = Royal Society of Chemistry|accessdate = 2014-06-15|year = 2003}}</ref>

| SpaceGroup = C2/c<ref name=adb />

| PointGroup =

| LattConst_a = 59.88&nbsp;Å

| LattConst_b = 4.9425&nbsp;Å

| LattConst_c = 9.8118&nbsp;Å<ref name=adb />

| LattConst_alpha =

| LattConst_beta = 93.8

| LattConst_gamma =

}}

|Section4={{Chembox Thermochemistry

| DeltaHc = 8024.2 kJ/mol (liquid)<ref name=nist>{{nist|name=Tridecanoic acid| id= C638539|accessdate=2014-06-17|mask=FFFF|units=SI}}</ref>

| HeatCapacity = 387.6 J/mol·K<ref name=nist />

| DeltaHf = −807.2 kJ/mol (liquid)<ref name=nist />

}}

|Section7={{Chembox Hazards

| MainHazards = Irritant

| GHSPictograms = {{GHS07}}<ref name="sigma">{{Sigma-Aldrich| id= w433600|name=Tridecanoic acid|accessdate=2014-06-17}}</ref>

| GHSSignalWord = Warning

| HPhrases = {{H-phrases|315|319|335}}<ref name="sigma" />

| PPhrases = {{P-phrases|261|305+351+338}}<ref name="sigma" />

| FlashPtC = 113

| FlashPt_ref = <ref name="sigma" />

| NFPA-H = 2

| NFPA-F = 1

| NFPA-R = 0

| NFPA_ref = <ref name=fca />

| LD50 = 130 mg/kg (mice, intravenous)<ref name=fca>{{cite web|url = https://www.fishersci.ca/viewmsds.do?catNo=AC139520250|title = MSDS of n-Tridecanoic acid|website=fishersci.ca|accessdate = 2014-06-17|publisher = Fisher Scientific}}</ref>

}}

|Section8={{Chembox Related

| OtherFunction_label =

| OtherAnions =

| OtherCations =

| OtherCompounds = [[Dodecanoic acid]], [[Tetradecanoic acid]]

| OtherFunction =

}}

'''Tridecylic acid''', or '''tridecanoic acid''', is the [[organic compound]] with the formula {{chem2|CH3(CH2)11CO2H}}. It is a 13-[[carbon]] [[saturated fatty acid]]. It is a white solid.

A laboratory preparation involves [[permanganate]] oxidation of [[1-Tetradecene|1-tetradecene]] ({{chem2|CH3(CH2)12CH\dCH2}}).<ref>{{cite journal |doi=10.15227/orgsyn.060.0011 |title=Carboxylic Acids from the Oxidation of Terminal Alkenes by Permanganate: Nonadecanoic Acid |journal=Organic Syntheses |year=1981 |volume=60 |page=11 |vauthors=Lee DG, Lamb SE, Chang VS}}</ref>

==References==

{{reflist}}

{{Fatty acids}}

[[Category:Alkanoic acids]]

{{organic-compound-stub}}