Undecane: Difference between revisions

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	{{Chembox		{{Chembox
	\| Verifiedfields = changed
	\| Watchedfields = changed		\| Watchedfields = changed
	\| verifiedrevid = ~~414192822~~		\| verifiedrevid = 470619567
	\| ImageFile = Undecane-2D-Skeletal.svg		\| ImageFile = Undecane-2D-Skeletal.svg
	\| ImageFile_Ref = {{chemboximage\|correct\|??}}		\| ImageFile_Ref = {{chemboximage\|correct\|??}}
			\| ImageSize = 255
⚫	\| ~~ImageName~~ = ~~Skeletal~~ formula of undecane
			\| ImageClass = skin-invert
⚫	\| ImageFile1 = ~~Undecane-3D-balls~~.png
		⚫	\| ImageAlt = Structural formula of undecane
		⚫	\| ImageFile1 = UndecaneFull.png
	\| ImageFile1_Ref = {{chemboximage\|correct\|??}}		\| ImageFile1_Ref = {{chemboximage\|correct\|??}}
			\| ImageSize1 = 255
⚫	\| ~~ImageName1~~ = Ball and stick model of undecane
			\| ImageClass1 = skin-invert
⚫	\| ~~IUPACName~~ = Undecane<ref>{{Cite web\|title=undecane - Compound Summary\|url=~~http~~://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=14257&loc=ec_rcs\|work=PubChem Compound\|publisher=National Center for Biotechnology Information\|~~accessdate~~=5 January 2012\|location=USA\|date=16 September 2004\|at=Identification and Related Records}}</ref>
			\| ImageAlt1 = Skeletal formula of undecane with all implicit carbons shown, and all explicit hydrogens added
⚫	\| Section1 = {{Chembox Identifiers
			\| ImageFile2 = Undecane 3D ball.png
	\| CASNo = 1120-21-4
	\| ~~CASNo_Ref~~ = {{~~cascite~~\|correct\|~~CAS~~}}		\| ImageFile2_Ref = {{chemboximage\|correct\|??}}
	\| ~~PubChem~~ = ~~14257~~		\| ImageSize2 = 255
		⚫	\| ImageAlt2 = Ball-and-stick model of the undecane molecule
	\| PubChem_ref = {{Pubchemcite\|correct\|Pubchem}}
		⚫	\| PIN = Undecane<ref>{{Cite web\|title=undecane - Compound Summary\|url=https://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=14257&loc=ec_rcs\|work=PubChem Compound\|publisher=National Center for Biotechnology Information\|access-date=5 January 2012\|location=USA\|date=16 September 2004\|at=Identification and Related Records}}</ref>
	\| ChemSpiderID = 13619
		⚫	\|Section1={{Chembox Identifiers
⚫	\| ChemSpiderID_Ref = {{chemspidercite\|correct\|chemspider}}
	\| ~~UNII~~ = ~~JV0QT00NUE~~		\| CASNo = 1120-21-4
	\| ~~UNII_Ref~~ = {{~~fdacite~~\|~~changed~~\|~~FDA~~}}		\| CASNo_Ref = {{cascite\|correct\|CAS}}
	\| ~~EINECS~~ = ~~214-300-6~~		\| PubChem = 14257
	\| ~~UNNumber~~ = ~~2330~~		\| ChemSpiderID = 13619
		⚫	\| ChemSpiderID_Ref = {{chemspidercite\|correct\|chemspider}}
	\| MeSHName = undecane
	\| ~~ChEBI~~ = ~~46342~~		\| UNII = JV0QT00NUE
	\| ~~ChEBI_Ref~~ = {{~~ebicite~~\|~~changed~~\|~~EBI~~}}		\| UNII_Ref = {{fdacite\|correct\|FDA}}
	\| ~~ChEMBL~~ = ~~132474~~		\| EINECS = 214-300-6
			\| UNNumber = 2330
⚫	\| ~~ChEMBL_Ref~~ = {{ebicite\|correct\|EBI}}
	\| ~~RTECS~~ = ~~YQ1525000~~		\| MeSHName = undecane
	\| ~~Beilstein~~ = ~~1697099~~		\| ChEBI = 46342
		⚫	\| ChEBI_Ref = {{ebicite\|correct\|EBI}}
⚫	\| SMILES = CCCCCCCCCCC
			\| ChEMBL = 132474
⚫	\| StdInChI = 1S/C11H24/c1-3-5-7-9-11-10-8-6-4-2/h3-11H2,1-2H3
	\| ~~StdInChI_Ref~~ = {{~~stdinchicite~~\|correct\|~~chemspider~~}}		\| ChEMBL_Ref = {{ebicite\|correct\|EBI}}
			\| RTECS = YQ1525000
⚫	\| StdInChIKey = RSJKGSCJYJTIGS-UHFFFAOYSA-N
			\| Beilstein = 1697099
⚫	\| StdInChIKey_Ref = {{stdinchicite\|correct\|chemspider}}
		⚫	\| SMILES = CCCCCCCCCCC
		⚫	\| StdInChI = 1S/C11H24/c1-3-5-7-9-11-10-8-6-4-2/h3-11H2,1-2H3
			\| StdInChI_Ref = {{stdinchicite\|correct\|chemspider}}
		⚫	\| StdInChIKey = RSJKGSCJYJTIGS-UHFFFAOYSA-N
		⚫	\| StdInChIKey_Ref = {{stdinchicite\|correct\|chemspider}}
	}}		}}
	\| Section2 = {{Chembox Properties		\|Section2={{Chembox Properties
	\| C = 11		\| C=11 \| H=24
		⚫	\| Appearance = Colorless liquid
⚫	\| H = 24
			\| Odor = Gasoline-like to Odorless
	\| ExactMass = 156.187800768 g mol<sup>−1</sup>
		⚫	\| Density = 740 g/L
⚫	\| Appearance = Colorless~~, transparent~~ liquid
	\| ~~Odor~~ = ~~Petrolic~~		\| MeltingPtC = -26
			\| BoilingPtC = 196
⚫	\| Density = 740 ~~mg mL<sup>−1<~~/~~sup>~~
	\| ~~MeltingPtKL~~ = ~~246~~.6		\| LogP = 6.312
			\| VaporPressure = 55 Pa (at 25 °C)<ref name="Yaws">{{cite book \|last1=Yaws \|first1=Carl L.\|title= Chemical Properties Handbook\|year= 1999\|publisher= McGraw-Hill\|location= New York\|isbn= 0-07-073401-1\|pages= 159–179}}</ref>
	\| MeltingPtKH = 248.2
			\| HenryConstant = 5.4 nmol Pa<sup>−1</sup> kg<sup>−1</sup>
	\| BoilingPtKL = 466
	\| ~~BoilingPtKH~~ = ~~470~~		\| RefractIndex = 1.417
			\| MagSus = -131.84·10<sup>−6</sup> cm<sup>3</sup>/mol
	\| LogP = 6.312
	\| VaporPressure = <50 Pa (at 20 °C)
	\| RefractIndex = 1.417
	}}		}}
	\| Section3 = {{Chembox Thermochemistry		\|Section3={{Chembox Thermochemistry
	\| DeltaHf = −329.8–−324.6 kJ mol<sup>−1</sup>		\| DeltaHf = −329.8–−324.6 kJ mol<sup>−1</sup>
	\| DeltaHc = −7.4339–−7.4287 MJ mol<sup>−1</sup>		\| DeltaHc = −7.4339–−7.4287 MJ mol<sup>−1</sup>
	\| Entropy = 458.15 J K<sup>−1</sup> mol<sup>−1</sup>		\| Entropy = 458.15 J K<sup>−1</sup> mol<sup>−1</sup>
	\| HeatCapacity = 345.05 J K<sup>−1</sup> mol<sup>−1</sup>		\| HeatCapacity = 345.05 J K<sup>−1</sup> mol<sup>−1</sup>
	}}		}}
	\| Section4 = {{Chembox Hazards		\|Section4={{Chembox Hazards
	\| GHSPictograms = {{GHS ~~skull and crossbones~~}}{{GHS health hazard}}		\| GHSPictograms = {{GHS flame}} {{GHS health hazard}}
	\| GHSSignalWord = '''DANGER'''		\| GHSSignalWord = '''DANGER'''
	\| HPhrases = {{H-phrases\|304\|315\|319\|331\|335}}		\| HPhrases = {{H-phrases\|304\|315\|319\|331\|335}}
	\| PPhrases = {{P-phrases\|261\|301+310\|305+351+338\|311\|331}}		\| PPhrases = {{P-phrases\|261\|301+310\|305+351+338\|311\|331}}
			\| FlashPtC = 60.0
	\| EUClass = {{Hazchem Xn}}
		⚫	\| NFPA-H = 3
	\| RPhrases = {{R36/37/38}}, {{R65}}
			\| NFPA-F = 2
	\| SPhrases = {{S26}}, {{S36}}
	\| ~~FlashPt~~ = ~~62 °C~~		\| NFPA-I = 0
			\| AutoignitionPtC = 240
			\| LD50 = > 2000 mg/kg (rat, oral)<br> > 5000 mg/kg (rat, dermal)
			\| LC50 = > 20 mg/L (rat, 8 hours)
			\| ExternalSDS =
	}}		}}
	\| Section5 = {{Chembox Related		\|Section5={{Chembox Related
			\| OtherFunction_label = alkanes
	\| Functn = ]s
	\| ~~OtherFunctn~~ = {{Unbulleted list\|]\|]}}		\| OtherFunction = {{Unbulleted list\|]\|]}}
	}}		}}
	}}		}}
⚫	'''Undecane''' (also known as '''hendecane''') is a liquid ] ] with the ] CH<sub>3</sub>(CH<sub>2</sub>)<sub>9</sub>CH<sub>3</sub>. It is used as a mild sex attractant for various types of ] and ]es, and an alert signal for a variety of ].<ref>Hölldobler B, Wilson EO (1990). ''The Ants~~''.~~ ]. ~~ISBN~~ 0-674-04075-9, p. 287</ref> It has 159 ]s.

		⚫	'''Undecane''' (also known as '''hendecane''') is a liquid ] ] with the ] CH<sub>3</sub>(CH<sub>2</sub>)<sub>9</sub>CH<sub>3</sub>. It is used as a mild sex attractant for various types of ] and ]es, and an alert signal for a variety of ].<ref>{{cite book \| author = Hölldobler B, Wilson EO \| date = 1990 \| title = The Ants \| publisher = Harvard University Press \| isbn = 0-674-04075-9 \| page = 287 }}</ref> It has 159 ]s.<ref>{{Cite journal \| doi = 10.6084/M9.FIGSHARE.24309724\| date = 2023\| last1 = Stoermer\| first1 = Martin\| title = Undecane Isomers \| journal = Figshare}}</ref>
⚫	Undecane may also be used as an internal standard in gas chromatography when working with other hydrocarbons. Since the boiling point of undecane (196°C) is well known, it may be used as a comparison for retention times in a gas chromatograph for molecules whose structure has been freshly elucidated. For example, if one is working with a 50 m crosslinked methyl silicone capillary column with an oven temperature increasing slowly, beginning around 60°C, an 11-carbon molecule like undecane may be used as an internal standard to be compared with the retention times of other 10-, 11-, or 12- carbon molecules, depending on their structures.

		⚫	Undecane may also be used as an internal standard in gas chromatography when working with other hydrocarbons. Since the boiling point of undecane (196 °C) is well known, it may be used as a comparison for retention times in a gas chromatograph for molecules whose structure has been freshly elucidated. For example, if one is working with a 50 m crosslinked methyl silicone capillary column with an oven temperature increasing slowly, beginning around 60 °C, an 11-carbon molecule like undecane may be used as an internal standard to be compared with the retention times of other 10-, 11-, or 12- carbon molecules, depending on their structures.

	==See also==		==See also==
	* ]		* ]
			* ]
	* ]		* ]

	==References==		==References==
	{{Reflist}}		{{Reflist}}

	==External links==		==External links==
	* at Dr. Duke's Phytochemical and Ethnobotanical Databases		* at Dr. Duke's Phytochemical and Ethnobotanical Databases
		⚫	{{Hydrocarbon-stub}}
	{{alkanes}}

⚫	{{~~hydrocarbon~~-stub}}
			{{Alkanes}}
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Latest revision as of 23:49, 16 December 2024

Undecane
Names



Preferred IUPAC name Undecane
Identifiers
CAS Number	1120-21-4
3D model (JSmol)	Interactive image
Beilstein Reference	1697099
ChEBI	CHEBI:46342
ChEMBL	ChEMBL132474
ChemSpider	13619
ECHA InfoCard	100.013.001
EC Number	214-300-6
MeSH	undecane
PubChem CID	14257
RTECS number	YQ1525000
UNII	JV0QT00NUE
UN number	2330
CompTox Dashboard (EPA)	DTXSID9021689
InChI InChI=1S/C11H24/c1-3-5-7-9-11-10-8-6-4-2/h3-11H2,1-2H3Key: RSJKGSCJYJTIGS-UHFFFAOYSA-N
SMILES CCCCCCCCCCC
Properties
Chemical formula	C₁₁H₂₄
Molar mass	156.313 g·mol
Appearance	Colorless liquid
Odor	Gasoline-like to Odorless
Density	740 g/L
Melting point	−26 °C (−15 °F; 247 K)
Boiling point	196 °C (385 °F; 469 K)
log P	6.312
Vapor pressure	55 Pa (at 25 °C)
Henry's law constant (k_H)	5.4 nmol Pa kg
Magnetic susceptibility (χ)	-131.84·10 cm/mol
Refractive index (n_D)	1.417
Thermochemistry
Heat capacity (C)	345.05 J K mol
Std molar entropy (S₂₉₈)	458.15 J K mol
Std enthalpy of formation (Δ_fH₂₉₈)	−329.8–−324.6 kJ mol
Std enthalpy of combustion (Δ_cH₂₉₈)	−7.4339–−7.4287 MJ mol
Hazards
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H304, H315, H319, H331, H335
Precautionary statements	P261, P301+P310, P305+P351+P338, P311, P331
NFPA 704 (fire diamond)	3 2 0
Flash point	60.0 °C (140.0 °F; 333.1 K)
Autoignition temperature	240 °C (464 °F; 513 K)
Lethal dose or concentration (LD, LC):
LD₅₀ (median dose)	> 2000 mg/kg (rat, oral) > 5000 mg/kg (rat, dermal)
LC₅₀ (median concentration)	> 20 mg/L (rat, 8 hours)
Safety data sheet (SDS)	Fisher Scientific
Related compounds
Related alkanes	Decane Dodecane
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Y verify (what is ?) Infobox references

Chemical compound

Undecane (also known as hendecane) is a liquid alkane hydrocarbon with the chemical formula CH₃(CH₂)₉CH₃. It is used as a mild sex attractant for various types of moths and cockroaches, and an alert signal for a variety of ants. It has 159 isomers.

Undecane may also be used as an internal standard in gas chromatography when working with other hydrocarbons. Since the boiling point of undecane (196 °C) is well known, it may be used as a comparison for retention times in a gas chromatograph for molecules whose structure has been freshly elucidated. For example, if one is working with a 50 m crosslinked methyl silicone capillary column with an oven temperature increasing slowly, beginning around 60 °C, an 11-carbon molecule like undecane may be used as an internal standard to be compared with the retention times of other 10-, 11-, or 12- carbon molecules, depending on their structures.

References

"undecane - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 16 September 2004. Identification and Related Records. Retrieved 5 January 2012.
Yaws, Carl L. (1999). Chemical Properties Handbook. New York: McGraw-Hill. pp. 159–179. ISBN 0-07-073401-1.
Hölldobler B, Wilson EO (1990). The Ants. Harvard University Press. p. 287. ISBN 0-674-04075-9.
Stoermer, Martin (2023). "Undecane Isomers". Figshare. doi:10.6084/M9.FIGSHARE.24309724.

External links

Undecane at Dr. Duke's Phytochemical and Ethnobotanical Databases

This article about a hydrocarbon is a stub. You can help Misplaced Pages by expanding it.

v t e Alkanes
Methane (CH₄) Ethane (C₂H₆) Propane (C₃H₈) Butane (C₄H₁₀) Pentane (C₅H₁₂) Hexane (C₆H₁₄) Heptane (C₇H₁₆) Octane (C₈H₁₈) Nonane (C₉H₂₀) Decane (C₁₀H₂₂) Undecane (C₁₁H₂₄) Dodecane (C₁₂H₂₆) Tridecane (C₁₃H₂₈) Tetradecane (C₁₄H₃₀) Pentadecane (C₁₅H₃₂) Hexadecane / Cetane (C₁₆H₃₄) Heptadecane (C₁₇H₃₆) Octadecane (C₁₈H₃₈) Nonadecane (C₁₉H₄₀) Icosane (C₂₀H₄₂) Heneicosane (C₂₁H₄₄) Tetracosane (C₂₄H₅₀) Nonacosane (C₂₉H₆₀) Hentriacontane (C₃₁H₆₄)
Higher alkanes List of alkanes

Alkanes

Methane (CH₄)
Ethane (C₂H₆)
Propane (C₃H₈)
Butane (C₄H₁₀)
Pentane (C₅H₁₂)
Hexane (C₆H₁₄)
Heptane (C₇H₁₆)
Octane (C₈H₁₈)
Nonane (C₉H₂₀)
Decane (C₁₀H₂₂)
Undecane (C₁₁H₂₄)
Dodecane (C₁₂H₂₆)
Tridecane (C₁₃H₂₈)
Tetradecane (C₁₄H₃₀)
Pentadecane (C₁₅H₃₂)
Hexadecane / Cetane (C₁₆H₃₄)
Heptadecane (C₁₇H₃₆)
Octadecane (C₁₈H₃₈)
Nonadecane (C₁₉H₄₀)
Icosane (C₂₀H₄₂)
Heneicosane (C₂₁H₄₄)
Tetracosane (C₂₄H₅₀)
Nonacosane (C₂₉H₆₀)
Hentriacontane (C₃₁H₆₄)

Categories:

Latest revision as of 23:49, 16 December 2024

See also

References

External links