Camphoric acid

Camphoric acid

Chembox new
Name = Camphoric acid
ImageFile = Camphoric_acid.png ImageName = Camphoric acid
IUPACName = (1R,3S)-1,2,2-trimethylcyclopentane-1,3-dicarboxylic acid
Section1 = Chembox Identifiers
SMILES = O=C(O) [C@] 1(C)CC [C@H] (C(O)=O)C1(C)C
Section2 = Chembox Properties
Formula = C10H16O4
MolarMass = 200.23 g/mol
Density = 1.21 g/cm3
MeltingPt = 183-187 °C
BoilingPt =

Camphoric acid, C10H16O4 or in Latin form Acidum camphoricum, is a white crystallisable substance obtained from the oxidation of camphor, it exists in three optically different forms; dextrorotatory one is obtained by the oxidation of dextrorotatory camphor and used in pharmaceuticals.

History

Acidum camphoricum was studied and isolated for the first time by French pharmacist Nicolas Vauquelin in the early 1800s but it wasn't until September of 1874 that Dutch chemist Jacobus H. van 't Hoff proposed the first suggestion for its molecular structure and optical properties. In 1904 Finnish chemist Gustav Komppa became the first to succeed in manufacturing camphor from this acid.

Chemical properties and isolation

Camphoric acid may be prepared by oxidising camphor with nitric acid.

Pharmaceutical uses

This acid has a mild camphor action; it is not very toxic and can be used in very large doses, up to 4 grammes (60 grains), without serious effects; it is supposed to paralyse the nerve-endings in the sweat glands, and is used in the night-sweats of phthisis.It does not affect other secretions as does atropine, nor irritate the stomach like agaric acid. Camphoric acid is also employed in solution, 0.2 to 5.0 percent by weight or volume, with sufficient alcohol, as a local antiseptic to the nose, throat, and bladder, among other uses, is usually administered as a powder, or in cachets, but may also be given in mixtures suspended with compound powder of tragacanth, or dissolved by the addition of diluted alcohol or a flavouring tincture. When used as an antihydrotic the dose should be given two or three hours before bedtime.

References

*cite web|title=Acidum camphoricum|work=The British Pharmaceutical Codex|url=http://www.henriettesherbal.com/eclectic/bpc1911/acidum-camp.html|accessmonthday=September 4 |accessyear=2005
*cite web|title=Camphoric acid|work=Science and Technology|url=http://www.probertencyclopaedia.com/cgi-bin/res.pl?keyword=Camphoric+Acid&offset=0|accessmonthday=September 4 |accessyear=2005
*cite web|title=Camphoric acid|work=Taiwan Tekho Camphor Co|url=http://www.camphor.com.tw/t-list.htm|accessmonthday=September 4 |accessyear=2005
*cite journal|author=Jacobus Henricus van 't Hoff|year=1874|title=A suggestion looking to the extension into space of the structural formulas at present used in chemistry. And a note upon the relation between the optical activity and the chemical constitution of organic compounds|journal=Archives neerlandaises des sciences exactes et naturelles|volume=9|pages=445–454


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  • Camphoric acid — Camphoric Cam*phor ic, a. [Cf. F. camphorique.] (Chem.) Of, pertaining to, or derived from, camphor. [1913 Webster] {Camphoric acid}, a white crystallizable substance, {C10H16O4}, obtained from the oxidation of camphor. [1913 Webster] Note: Other …   The Collaborative International Dictionary of English

  • camphoric acid — n a white crystalline acid C10H16O2 existing in three optically different forms esp the dextrorotatory form obtained by the oxidation of dextrorotatory camphor and used in pharmaceuticals …   Medical dictionary

  • camphoric acid — kamparo rūgštis statusas T sritis chemija formulė (CH₃)₃C₅H₅(COOH)₂ atitikmenys: angl. camphoric acid rus. камфорная кислота ryšiai: sinonimas – 1,2,2 trimetil 1,3 ciklopentandikarboksirūgštis …   Chemijos terminų aiškinamasis žodynas

  • camphoric acid — noun : a white crystalline acid C5H5(CH3)3(COOH)2 existing in three optically different forms, especially the dextrorotatory form obtained by the oxidation of dextrorotatory camphor and used in pharmaceuticals; cis 1,2,2 trimethyl 1,3… …   Useful english dictionary

  • Camphoric — Cam*phor ic, a. [Cf. F. camphorique.] (Chem.) Of, pertaining to, or derived from, camphor. [1913 Webster] {Camphoric acid}, a white crystallizable substance, {C10H16O4}, obtained from the oxidation of camphor. [1913 Webster] Note: Other acids of… …   The Collaborative International Dictionary of English

  • campholytic acid — |kam(p)fə|lid.ik noun Etymology: camph + electrolytic; from the acid s having been first obtained by electrolysis : either of two unsaturated acids C8H13COOH distinguished as α and β and made indirectly from camphoric acid …   Useful english dictionary

  • camphoronic acid — | ̷ ̷ ̷ ̷ |ränik noun Etymology: International Scientific Vocabulary camphor + one (from Greek ōnē, suffix denoting a female descendant) + ic : a crystalline tribasic acid C6H11(COOH)3 obtained by the oxidation of camphor or camphoric acid …   Useful english dictionary

  • C10H16O4 — Camphoric Cam*phor ic, a. [Cf. F. camphorique.] (Chem.) Of, pertaining to, or derived from, camphor. [1913 Webster] {Camphoric acid}, a white crystallizable substance, {C10H16O4}, obtained from the oxidation of camphor. [1913 Webster] Note: Other …   The Collaborative International Dictionary of English

  • C10H18O2 — Camphoric Cam*phor ic, a. [Cf. F. camphorique.] (Chem.) Of, pertaining to, or derived from, camphor. [1913 Webster] {Camphoric acid}, a white crystallizable substance, {C10H16O4}, obtained from the oxidation of camphor. [1913 Webster] Note: Other …   The Collaborative International Dictionary of English

  • C9H12O5 — Camphoric Cam*phor ic, a. [Cf. F. camphorique.] (Chem.) Of, pertaining to, or derived from, camphor. [1913 Webster] {Camphoric acid}, a white crystallizable substance, {C10H16O4}, obtained from the oxidation of camphor. [1913 Webster] Note: Other …   The Collaborative International Dictionary of English

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