D-(+)-Camphoric acid
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D-(+)-Camphoric acid
structure -
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CAS No:
124-83-4
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Formula:
C10H16O4
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Chemical Name:
D-(+)-Camphoric acid
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Synonyms:
(1R,3S)-(+)-CAMPHORIC ACID;(1R,3S)-CAMPHORIC ACID;(1R,3S)-1,2,2-TRIMETHYL-1,3-CYCLOPENTANEDICARBOXYLIC ACID;(+)-CAMPHORIC ACID;1,3-Cyclopentanedicarboxylic acid, 1,2,2-trimethyl-, (1R-cis)-;D-caMphor acid;D(+)-CaMphoric acid, 99% 100GR;(1R,3S)-1,2,2-triMethylcyclopentane-1,3-dicarboxylic acid
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CAS No:
Description
white to light yellow crystal powde
ChEBI: ()-Camphoric acid is a dicarboxylic acid.
Camphoric acid is a diacid, generally prepared by the oxidation of terpene (+)-camphor. It can be used as a chirality inducing agent in some organic reactions.
Purify the acid by re-precipitation from an alkaline solution by HCl, filter it off, and recrystallise it from water several times, rejecting the first crop. It forms leaflets from EtOH and Me2CO and H2O and is insoluble in CHCl3. Its solubility in H2O is 0.8% at 25o and 10% at 100o, 50% in EtOH and 5% in ethylene glycol. The (±)-acid has m 202-203o. The (+)-1-methyl ester has m 86o (from pet ether) [] 20 +45o (c 4, EtOH), and the (+)-3-methyl ester has m 77o (from pet ether) []17.5 +53.9o (c 3, EtOH). [Rupe & Thommen Helv Chim Acta 30 933
Characteristics
74.6
1.59810
White Crystalline Powder
1.1860
186-189 °C
297.96°C (rough estimate)
156.7±19.7 °C
1.4459 (estimate)
0.8 g/100 mL
Keep container closed when not in use. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
0.000119mmHg at 25°C
46.5 º (c=10, C2H5OH)
pK1: 4.57;pK2: 5.10 (25°C)
Sealed in dry,Room Temperature
Safety Information
NONH for all modes of transport
2
Xn
24/25
Xn
+4°C
Stable under normal temperatures and pressures.
22
D-(+)-Camphoric acid Use and Manufacturing
(1R,3S)-Camphoric Acid is used primarily as a reagent in syntheses of crystalline structures. It is used in the preparation of polymeric transition metal dipyridylamine D-camphorate complexes.
(1R,3S)-(+)-Camphoric acid may be used in the preparation (1R,2S,3R,5S)-2,3-dibenzyl-1,8,8-trimethyl-3-thianiumbicyclo[3.2.1]octane perchlorate. It reacts with uranyl nitrate in pyridine(py) or py/methanol(MeOH) to form novel uranyl-organic assemblages.
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