Decanoic acid

Decanoic acid
Decanoic acid
Identifiers
CAS number 334-48-5 YesY
PubChem 2969
ChemSpider 2863 YesY
UNII 4G9EDB6V73 YesY
DrugBank DB03838
KEGG C01571 YesY
ChEBI CHEBI:30813 YesY
ChEMBL CHEMBL107498 YesY
Jmol-3D images Image 1
Properties
Molecular formula C10H20O2
Molar mass 172.26 g/mol
Appearance White crystals with strong smell
Density 0.893 g/cm3, ?
Melting point

31.6 °C (304.8 K) [2]

Boiling point

269 °C (542 K)

Solubility in water immiscible
Hazards
MSDS External MSDS
R-phrases R36 R38
S-phrases S24 S25 S26 S36 S37 S39
Main hazards Medium toxicity
May cause respiratory irritation
May be toxic on ingestion
May be toxic on skin contact
Related compounds
Related fatty acids Caprylic acid
Lauric acid
Related compounds Decanol
Decanal
 YesY (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Decanoic acid, or capric acid, is a saturated fatty acid. Its formula is CH3(CH2)8COOH. Salts and esters of decanoic acid are called decanoates. The term capric acid arises from the Latin "capric" which pertains to goats due to their olfactory similarities.[3]

Capric acid occurs naturally in coconut oil and palm kernel oil, as well as in the milk of various mammals and to a lesser extent in other animal fats.[2]

It is used in organic synthesis and industrially in the manufacture of perfumes, lubricants, greases, rubber, dyes, plastics, food additives and pharmaceuticals.[4]

Two other acids are named after goats: caproic (C6) and caprylic (C8). Along with decanoic acid, these total 15% in goat milk fat.

Contents

Production

Decanoic acid can be prepared from oxidation of primary alcohol decanol, by using chromium trioxide (CrO3) oxidant under acidic conditions in an acetone solvent. This will give decanoic acid in up to 93% yield.[5]

Pharmaceuticals

Decanoate salts and esters of various drugs are available. Since decanoic acid is a fatty acid, forming a salt or ester with a drug will increase its lipophilicity and its affinity for fatty tissue. Since distribution of a drug from fatty tissue is usually slow, one may develop a long-acting injectable form of a drug (called a Depot injection) by using its decanoate form. Some examples of drugs available as a decanoate ester or salt include nandrolone, fluphenazine, bromperidol, haloperidol and vanoxerine.

Use

Manufacturing of esters for artificial fruit flavors and perfumes. Also as an intermediate in chemical syntheses.

References

  1. ^ http://www.sigmaaldrich.com/catalog/ProductDetail.do?N4=W236403%7CALDRICH&N5=Product%20No.%7CBRAND_KEY&F=SPEC
  2. ^ a b "Lexicon of lipid nutrition (IUPAC Technical Report)". Pure and Applied Chemistry 73 (4): 685–744. 2001. doi:10.1351/pac200173040685. http://iupac.org/publications/pac/73/4/0685/. 
  3. ^ http://www.wordinfo.info/words/index/info/view_unit/371
  4. ^ http://www.chemicalland21.com/industrialchem/organic/CAPRIC%20ACID.htm
  5. ^ John McMurry (2008). Organic Chemistry 7th edition. Thompson - Brooks/Cole.  Page 624

Wikimedia Foundation. 2010.

Игры ⚽ Поможем написать реферат

Look at other dictionaries:

  • decanoic acid — Capric Cap ric, a. [L. caper goat.] (Chem.) Of or pertaining to capric acid or its derivatives. [1913 Webster] {Capric acid} (also called {decanoic acid}), {C9H19.CO.OH}, {Caprylic acid} (also called {octanoic acid}), {C7H15.CO2.H}, and {Caproic… …   The Collaborative International Dictionary of English

  • decanoic acid — dekano rūgštis statusas T sritis chemija formulė H(CH₂)₉COOH atitikmenys: angl. capric acid; decanoic acid rus. декановая кислота; каприновая кислота …   Chemijos terminų aiškinamasis žodynas

  • decanoic acid — noun a fatty acid found in animal oils and fats; has an unpleasant smell resembling goats • Syn: ↑capric acid • Hypernyms: ↑saturated fatty acid * * * |dekə|nōik noun Etymology: International Scientific Vocabulary decane + oic …   Useful english dictionary

  • decanoic acid — dec·a·no·ic acid .dek ə .nō ik n CAPRIC ACID * * * dec·a·no·ic ac·id (dek″ə noґik) capric acid …   Medical dictionary

  • decanoic acid — /dek euh noh ik, dek /, Chem. See capric acid. [DECANE + O + IC] * * * …   Universalium

  • decanoic acid — noun capric acid …   Wiktionary

  • n-decanoic acid — SYN: n capric acid …   Medical dictionary

  • decanoic — adjective Of or pertaining to decanoic acid or its derivatives; capric …   Wiktionary

  • capric acid — noun a fatty acid found in animal oils and fats; has an unpleasant smell resembling goats • Syn: ↑decanoic acid • Hypernyms: ↑saturated fatty acid * * * noun Etymology: International Scientific Vocabulary capri + ic; from …   Useful english dictionary

  • Carboxylic acid — Structure of a carboxylic acid Carboxylate ion …   Wikipedia

Share the article and excerpts

Direct link
Do a right-click on the link above
and select “Copy Link”