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D-(+)-Camphoric acid

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D-(+)-Camphoric acid Basic information

Product Name:
D-(+)-Camphoric acid
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
CAS:
124-83-4
MF:
C10H16O4
MW:
200.23
EINECS:
204-715-0
Product Categories:
  • Bicyclic Monoterpenes
  • Biochemistry
  • for Resolution of Bases
  • Optical Resolution
  • Synthetic Organic Chemistry
  • Terpenes
  • Pharmaceutical Intermediates
  • FINE Chemical & INTERMEDIATES
  • Miscellaneous Natural Products
  • chiral
  • Chiral Compound
Mol File:
124-83-4.mol
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D-(+)-Camphoric acid Chemical Properties

Melting point:
186-189 °C
alpha 
46.5 º (c=10, C2H5OH)
Boiling point:
297.96°C (rough estimate)
Density 
1.1860
refractive index 
1.4459 (estimate)
storage temp. 
Sealed in dry,Room Temperature
solubility 
DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly)
form 
Crystalline Powder
pka
pK1: 4.57;pK2: 5.10 (25°C)
color 
White
optical activity
[α]20/D 46°, c = 1 in ethanol
Water Solubility 
0.8 g/100 mL
Merck 
14,1733
BRN 
2050204
CAS DataBase Reference
124-83-4(CAS DataBase Reference)
NIST Chemistry Reference
D-camphoric acid(124-83-4)
EPA Substance Registry System
1,3-Cyclopentanedicarboxylic acid, 1,2,2-trimethyl-, (1R,3S)- (124-83-4)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22
Safety Statements 
24/25
WGK Germany 
2
TSCA 
Yes
HS Code 
29172090

MSDS

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D-(+)-Camphoric acid Usage And Synthesis

Chemical Properties

white to light yellow crystal powde

Uses

D-(+)-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.

Uses

(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.

Definition

ChEBI: (?)-Camphoric acid is a dicarboxylic acid.

General Description

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.

storage

+4°C

Purification Methods

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

D-(+)-Camphoric acid Preparation Products And Raw materials

Raw materials

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