Capric acid

Structural formula
General
Surname	Capric acid
other names	Decanoic acid; n -decanoic acid; n -decylic acid; Nonanecarboxylic acid; Cow acid (outdated); Goat acid (obsolete); Goat acid (obsolete); CAPRIC ACID ( INCI ) ;
Molecular formula	C 10 H 20 O 2
Brief description	colorless, rancid smelling solid
External identifiers / databases
EC number	206-376-4
ECHA InfoCard	100,005,798
PubChem	2969
ChemSpider	2863
DrugBank	DB03600
Wikidata	Q422613
properties
Molar mass	172.27 g mol −1
Physical state	firmly
density	0.8858 g cm −3 (40 ° C)
Melting point	31.4 ° C
boiling point	268-270 ° C
Vapor pressure	5.4 · 10 −2 Pa (298 K)
solubility	very bad in water (150 mg l −1 at 20 ° C); soluble in many organic solvents and dilute nitric acid ;
Refractive index	1.4288 (40 ° C)
safety instructions
GHS hazard labeling from Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary Caution
H and P phrases	H: 315-319-412
	P: 305 + 351 + 338
Toxicological data	10,000 mg kg −1 ( LD 50 , rat , oral )
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

The capric acid (decanoic acid also) is the saturated fatty acid , which extends from the alkane n - decane derived. Like caproic acid and caprylic acid , the name is derived from capra , the Latin word for goat .

properties

Capric acid is a white solid that melts just above room temperature . The acid has a "goat-like" smell, which has contributed to its naming ( Latin capra the goat) and the historical trivial names "goat acid" and "goat acid". Decanoic acid is readily soluble in organic solvents such as alcohols ( methanol , ethanol ) or ethers . It only dissolves poorly in water (0.15 g / l), but better with deprotonation / salt formation in alkaline solutions . Their salts are called caprinates or decanoates.

It is flammable . The aqueous solution reacts slightly acidic . Due to its acidic effect, it can irritate the eyes , the respiratory system and the skin , but it is completely non-toxic.

Manufacturing

Decanoic acid can be obtained in the laboratory by oxidation of n - decanol .

Occurrence and extraction

Capric acid occurs bound in triglycerides in various seed oils in high concentration, in various species of cochlea ( Cuphea spp.) And elm family ( Ulmus spp.) And in laurel family (Lauraceae) z. B. in seeds of the camphor tree ( Cinnamonum camphora ). It also occurs in palm and coconut oil and in the fat of goat's milk . The acid can be obtained industrially from these fats. It is also found in various essential oils such as: B. in lemongrass oil , chamomile oil and hop oil .

use

Capric acid, and above all its derivatives (e.g. triglycerides containing capric acid ), are contained in cosmetics .

Web links

Wiktionary: Capric acid - explanations of meanings, word origins, synonyms, translations

Individual evidence

↑ Rudolph Böttger : Tabular overview of the specific weights of the body . 1837, p. 25 ( full text / preview in Google book search).
^ Eugen Pierer : Pierer's Universal Lexicon . tape 9 , 1857, pp. 882 ( full text ).
↑ Chevreul: About the causes of the differences in soap with regard to hardness, softness and smell, and about a new group of organic acids. In: Polytechnisches Journal . 11, 1823, p. 428.
^ Eugen Pierer: Pierer's Universal Lexicon . tape 19 , 1857, pp. 612 ( full text ).
↑ Entry on CAPRIC ACID in the CosIng database of the EU Commission, accessed on May 22, 2020.
↑ ^a ^b entry on decanoic acid. In: Römpp Online . Georg Thieme Verlag, accessed on September 30, 2014.
↑ ^a ^b ^c David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Physical Constants of Organic Compounds, pp. 3-134.
↑ ^a ^b ^c ^d ^e Entry on decanoic acid in the GESTIS substance database of the IFA , accessed on January 8, 2018(JavaScript required) .
↑ CD Cappa, ER Lovejoy, AR Ravishankara: Evaporation Rates and Vapor Pressures of the Even-Numbered C ₈ −C ₁₈ Monocarboxylic Acids. In: J. Phys. Chem. A. 112 (17), 2008, pp. 3959-3964, doi : 10.1021 / jp710586m .
↑ Entry on Decanoic acid in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
^ J. Franz Simon: Handbook of applied medicinal chemistry . 1st part. Forster, 1840, p. 436 ( limited preview in Google Book search).
^ J. Franz Mandl: Handbuch der Pharmaceutischen Chemie in relation to the new Austrian military and civil pharmacopoeia . Gerold, 1841, p. 395 ( limited preview in Google Book search).
^ ^A ^b ^c Mary Eagleson: Concise Encyclopedia Chemistry . Walter de Gruyter, 1994, ISBN 978-3-11-011451-5 , p. 663 ( limited preview in Google Book search).
↑ George A. Burdock: Fenaroli's Handbook of Flavor Ingredients . Fifth ed.CRC Press, 2004, ISBN 978-1-4200-3787-6 , pp. 395 ( limited preview in Google Book search).
↑ Decanoic acid at PlantFA Database, accessed November 7, 2017.
↑ Fred Winter: Fragrances and Perfuming Technology. Springer, 1933, ISBN 978-3-7091-5674-2 , p. 109.

[1] Rudolph Böttger : Tabular overview of the specific weights of the body . 1837, p. 25 ( full text / preview in Google book search).

[2] Eugen Pierer : Pierer's Universal Lexicon . tape 9 , 1857, pp. 882 ( full text ).

[3] Chevreul: About the causes of the differences in soap with regard to hardness, softness and smell, and about a new group of organic acids. In: Polytechnisches Journal . 11, 1823, p. 428.

[4] Eugen Pierer: Pierer's Universal Lexicon . tape 19 , 1857, pp. 612 ( full text ).

[CosIng-5] Entry on CAPRIC ACID in the CosIng database of the EU Commission, accessed on May 22, 2020.

[roempp-6] try on decanoic acid. In: Römpp Online . Georg Thieme Verlag, accessed on September 30, 2014.

[CRC90_3_134-7] David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Physical Constants of Organic Compounds, pp. 3-134.

[GESTIS-8] Entry on decanoic acid in the GESTIS substance database of the IFA , accessed on January 8, 2018(JavaScript required) .

[Cappa-9] CD Cappa, ER Lovejoy, AR Ravishankara: Evaporation Rates and Vapor Pressures of the Even-Numbered C ₈ −C ₁₈ Monocarboxylic Acids. In: J. Phys. Chem. A. 112 (17), 2008, pp. 3959-3964, doi : 10.1021 / jp710586m .

[CLP_100.005.798-10] Entry on Decanoic acid in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .

[Franz_Simon-11] J. Franz Simon: Handbook of applied medicinal chemistry . 1st part. Forster, 1840, p. 436 ( limited preview in Google Book search).

[Franz_Mandl-12] J. Franz Mandl: Handbuch der Pharmaceutischen Chemie in relation to the new Austrian military and civil pharmacopoeia . Gerold, 1841, p. 395 ( limited preview in Google Book search).

[Mary_Eagleson-13] A ^b ^c Mary Eagleson: Concise Encyclopedia Chemistry . Walter de Gruyter, 1994, ISBN 978-3-11-011451-5 , p. 663 ( limited preview in Google Book search).

[George_A._Burdock-14] George A. Burdock: Fenaroli's Handbook of Flavor Ingredients . Fifth ed.CRC Press, 2004, ISBN 978-1-4200-3787-6 , pp. 395 ( limited preview in Google Book search).

[15] Decanoic acid at PlantFA Database, accessed November 7, 2017.

[16] Fred Winter: Fragrances and Perfuming Technology. Springer, 1933, ISBN 978-3-7091-5674-2 , p. 109.