Camphoric acid (original) (raw)
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Camphoric acid
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| Names | |
| IUPAC name (1_R_,3_S_)-1,2,2-trimethylcyclopentane-1,3-dicarboxylic acid | |
| Identifiers | |
| CAS Number | 560-09-8 (1S,3R)  Y124-83-4 (+) i.e., (1R,3S) D-Camphoric acid Y |
| 3D model (JSmol) | Interactive imageInteractive image |
| ChEMBL | ChEMBL1205405  N |
| ChemSpider | 20198 Y |
| ECHA InfoCard | 100.241.243  |
| EC Number | 811-021-7 |
| PubChem CID | 21491 |
| UNII | 62F72U898F (1S,3R) YW77RM1CSD5 (+) i.e., (1R,3S) D-Camphoric acid Y |
| CompTox Dashboard (EPA) | DTXSID60870483 DTXSID80204569, DTXSID60870483 |
| InChI InChI=1S/C10H16O4/c1-9(2)6(7(11)12)4-5-10(9,3)8(13)14/h6H,4-5H2,1-3H3,(H,11,12)(H,13,14) YKey: LSPHULWDVZXLIL-UHFFFAOYSA-N YInChI=1/C10H16O4/c1-9(2)6(7(11)12)4-5-10(9,3)8(13)14/h6H,4-5H2,1-3H3,(H,11,12)(H,13,14)/t6-,10+/m0/s1Key: LSPHULWDVZXLIL-QUBYGPBYBHInChI=1/C10H16O4/c1-9(2)6(7(11)12)4-5-10(9,3)8(13)14/h6H,4-5H2,1-3H3,(H,11,12)(H,13,14)Key: LSPHULWDVZXLIL-UHFFFAOYAD |
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| SMILES O=C(O)[C@]1(CC[C@@H](C(=O)O)C1(C)C)CO=C(O)C1CCC(C(=O)O)(C)C1(C)C | |
| Properties | |
| Chemical formula | C10H16O4 |
| Molar mass | 200.234 g·mol−1 |
| Density | 1.21 g/cm3 |
| Melting point | 183–187 °C (361–369 °F; 456–460 K) |
| Magnetic susceptibility (χ) | -129.0·10−6 cm3/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).  N verify (what is YN ?) Infobox references |
Chemical compound
Camphoric acid, C10H16O4[_citation needed_] or in Latin form Acidum camphoricum, is a white crystallisable substance obtained from the oxidation of camphor. It exists in three optically different forms; the dextrorotatory one is obtained by the oxidation of dextrorotatory camphor and is used in pharmaceuticals.
Acidum camphoricum was studied and isolated for the first time by French pharmacist Nicolas Vauquelin in the early 19th century,[1] but it wasn't until September 1874 that Dutch chemist Jacobus H. van 't Hoff proposed the first suggestion for its molecular structure and optical properties. Haller and Blanc synthesized camphor from camphoric acid. In 1904, Finnish chemist Gustav Komppa became the first to succeed in manufacturing synthetic camphoric acid from diethyl oxalate and 3,3-dimethylpentanoic acid, and thus proving the structure of camphor.
Chemical properties and isolation
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Camphoric acid may be prepared by oxidising camphor with nitric acid.
- ^ "Nicolas-Louis Vauquelin | Discoverer, Elements, Chemistry | Britannica". www.britannica.com. 10 November 2023. Retrieved 2023-11-10.
- "Acidum camphoricum". British Pharmaceutical Codex. Retrieved September 4, 2005.
- "Camphoric acid". Science and Technology. Archived from the original on November 13, 2006. Retrieved September 4, 2005.
- "Camphoric acid". Taiwan Tekho Camphor Co. Retrieved September 4, 2005.
- Jacobus Henricus van 't Hoff (1874). "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". Archives Neerlandaises des Sciences Exactes et Naturelles. 9: 445–454.