Capric acid

Decanoic acid
Names
	Preferred IUPAC name Decanoic acid
	Other names Caprinic acid; Caprynic acid; Decoic acid; Decylic acid; ; 1-Nonanecarboxylic acid; ; C10:0 (Lipid numbers)
Identifiers
CAS Number	334-48-5 ; 1002-62-6 (sodium salt) ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:30813 ;
ChEMBL	ChEMBL107498 ;
ChemSpider	2863 ;
DrugBank	DB03600 ;
ECHA InfoCard	100.005.798
EC Number	206-376-4;
IUPHAR/BPS	5532;
KEGG	C01571 ;
PubChem CID	2969;
RTECS number	HD9100000;
UNII	4G9EDB6V73 ; 4I820XKV2A (sodium salt) ;
CompTox Dashboard (EPA)	DTXSID9021554 ;
	InChI InChI=1S/C10H20O2/c1-2-3-4-5-6-7-8-9-10(11)12/h2-9H2,1H3,(H,11,12) Key: GHVNFZFCNZKVNT-UHFFFAOYSA-N ; InChI=1/C10H20O2/c1-2-3-4-5-6-7-8-9-10(11)12/h2-9H2,1H3,(H,11,12) Key: GHVNFZFCNZKVNT-UHFFFAOYAC;
	SMILES O=C(O)CCCCCCCCC;
Properties
Chemical formula	C10H20O2
Molar mass	172.268 g·mol−1
Appearance	White crystals
Odor	Strong rancid and unpleasant
Density	0.893 g/cm3 (25 °C); 0.8884 g/cm3 (35.05 °C); 0.8773 g/cm3 (50.17 °C)
Melting point	31.6 °C (88.9 °F; 304.8 K)
Boiling point	268.7 °C (515.7 °F; 541.8 K)
Solubility in water	0.015 g/100 mL (20 °C)
Solubility	Soluble in alcohol, ether, CHCl3, C6H6, CS2, acetone
log P	4.09
Vapor pressure	4.88·10−5 kPa (25 °C); 0.1 kPa (108 °C); 2.03 kPa (160 °C)
Acidity (pKa)	4.9
Thermal conductivity	0.372 W/m·K (solid); 0.141 W/m·K (liquid)
Refractive index (nD)	1.4288 (40 °C)
Viscosity	4.327 cP (50 °C); 2.88 cP (70 °C)
Structure
Crystal structure	Monoclinic (−3.15 °C)
Space group	P21/c
Lattice constant	a = 23.1 Å, b = 4.973 Å, c = 9.716 Å α = 90°, β = 91.28°, γ = 90°
Thermochemistry
Heat capacity (C)	475.59 J/mol·K
Std enthalpy of; formation (ΔfH⦵298)	−713.7 kJ/mol
Std enthalpy of; combustion (ΔcH⦵298)	6079.3 kJ/mol
Hazards
	Occupational safety and health (OHS/OSH):
Main hazards	Medium toxicity
Ingestion hazards	May be toxic
Inhalation hazards	May cause irritation
Skin hazards	May be toxic on contact
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
Precautionary statements	P261, P305+P351+P338
NFPA 704 (fire diamond)	2 1 0
Flash point	110 °C (230 °F; 383 K)
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	10 g/kg (rats, oral)
Safety data sheet (SDS)	External MSDS
Related compounds
Related fatty acids	Nonanoic acid, Undecanoic acid
Related compounds	Decanol; Decanal
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Capric acid, also known as decanoic acid or decylic acid, is a saturated fatty acid, medium-chain fatty acid (MCFA), and carboxylic acid. Its formula is CH₃(CH₂)₈COOH. Salts and esters of decanoic acid are called caprates or decanoates. The term capric acid is derived from the Latin "caper / capra" (goat) because the sweaty, unpleasant smell of the compound is reminiscent of goats.^[9]

^ ^a ^b ^c ^d ^e CID 2969 from PubChem
^ ^a ^b ^c ^d ^e ^f Sigma-Aldrich Co., Decanoic acid. Retrieved on 2014-06-15.
^ ^a ^b ^c Mezaki, Reiji; Mochizuki, Masafumi; Ogawa, Kohei (2000). Engineering Data on Mixing (1st ed.). Elsevier Science B.V. p. 278. ISBN 978-0-444-82802-6.
^ ^a ^b ^c ^d ^e ^f Lide, David R., ed. (2009). CRC Handbook of Chemistry and Physics (90th ed.). Boca Raton, Florida: CRC Press. ISBN 978-1-4200-9084-0.
^ ^a ^b ^c n-Decanoic acid in Linstrom, Peter J.; Mallard, William G. (eds.); NIST Chemistry WebBook, NIST Standard Reference Database Number 69, National Institute of Standards and Technology, Gaithersburg (MD) (retrieved 2014-06-15)
^ Beare-Rogers, J. L.; Dieffenbacher, A.; Holm, J.V. (1 January 2001). "Lexicon of lipid nutrition (IUPAC Technical Report)". Pure and Applied Chemistry. 73 (4): 685–744. doi:10.1351/pac200173040685. S2CID 84492006.
^ ^a ^b ^c D. Bond, Andrew (2004). "On the crystal structures and melting point alternation of the n -alkyl carboxylic acids". New Journal of Chemistry. 28 (1): 104–114. doi:10.1039/B307208H.
^ ^a ^b Cite error: The named reference cheml was invoked but never defined (see the help page).
^ "capri-, capr- +". Archived from the original on 2017-12-23. Retrieved 2012-09-28.

[pubchem-1] CID 2969 from PubChem

[sigma-2] ^ ^a ^b ^c ^d ^e ^f Sigma-Aldrich Co., Decanoic acid. Retrieved on 2014-06-15.

[edm-3] Mezaki, Reiji; Mochizuki, Masafumi; Ogawa, Kohei (2000). Engineering Data on Mixing (1st ed.). Elsevier Science B.V. p. 278. ISBN 978-0-444-82802-6.

[clcl-4] ^ ^a ^b ^c ^d ^e ^f Lide, David R., ed. (2009). CRC Handbook of Chemistry and Physics (90th ed.). Boca Raton, Florida: CRC Press. ISBN 978-1-4200-9084-0.

[nist-5] -Decanoic acid in Linstrom, Peter J.; Mallard, William G. (eds.); NIST Chemistry WebBook, NIST Standard Reference Database Number 69, National Institute of Standards and Technology, Gaithersburg (MD) (retrieved 2014-06-15)

[lexicon-6] Beare-Rogers, J. L.; Dieffenbacher, A.; Holm, J.V. (1 January 2001). "Lexicon of lipid nutrition (IUPAC Technical Report)". Pure and Applied Chemistry. 73 (4): 685–744. doi:10.1351/pac200173040685. S2CID 84492006.

[adb-7] D. Bond, Andrew (2004). "On the crystal structures and melting point alternation of the n -alkyl carboxylic acids". New Journal of Chemistry. 28 (1): 104–114. doi:10.1039/B307208H.

[cheml-8] Cite error: The named reference cheml was invoked but never defined (see the help page).

[9] "capri-, capr- +". Archived from the original on 2017-12-23. Retrieved 2012-09-28.

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