124-83-4 Usage
Description
D-(+)-Camphoric acid, a diacid derived from the oxidation of terpene (+)-camphor, is a white to light yellow crystalline powder. It serves as a chirality inducing agent in various organic reactions and is known for its unique properties in synthesizing crystalline structures.
Uses
Used in Chemical Synthesis:
D-(+)-Camphoric acid is used as a reagent in the synthesis of crystalline structures, particularly for the preparation of polymeric transition metal dipyridylamine D-camphorate complexes. Its ability to induce chirality makes it a valuable component in creating enantioselective reactions and producing chiral compounds.
Used in Organic Chemistry:
(1R,3S)-(+)-Camphoric acid, a specific isomer of D-(+)-camphoric acid, may be utilized in the preparation of complex organic compounds, such as (1R,2S,3R,5S)-2,3-dibenzyl-1,8,8-trimethyl-3-thianiumbicyclo[3.2.1]octane perchlorate. This showcases its versatility in organic synthesis and the formation of intricate molecular structures.
Used in Inorganic Chemistry:
D-(+)-Camphoric acid also finds application in inorganic chemistry, as it reacts with uranyl nitrate in pyridine (py) or py/methanol (MeOH) to form novel uranyl-organic assemblages. This highlights its potential in creating new inorganic materials with unique properties and potential applications.
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
Check Digit Verification of cas no
The CAS Registry Mumber 124-83-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,2 and 4 respectively; the second part has 2 digits, 8 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 124-83:
(5*1)+(4*2)+(3*4)+(2*8)+(1*3)=44
44 % 10 = 4
So 124-83-4 is a valid CAS Registry Number.
InChI:InChI=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)/p-2/t6-,10+/m1/s1
124-83-4Relevant articles and documents
Asymmetric ring-opening of cyclohexene oxide with mercaptan (thiophenols) catalyzed by chiral Schiff base/Ti(OPr-i)4 or (-)-(S)-binaphthol/Ti(OPr-i)4
Zhou, Zhenghong,Li, Zhaoming,Li, Kangying,Yang, Zhuohong,Zhao, Guofeng,Wang, Lixin,Zhou, Qilin,Tang, Chuchi
, p. 1771 - 1779 (2003)
New chiral Schiff base ligands 1-4 were synthesized starting from (+)-camphor and (+)-1-(4-nitrophenyl)-2-amino-1,3-propanediol, and their application in asymmetric ring-opening of cyclohexene oxide using mercaptan (thiophenols) as nucleophiles was investigated. The aymmetric ring-opening of cylohexene oxide catalyzed respectively by chiral Schiff bases 1-4/Ti(OPr-i)4 and (-)-(S)-1,1′-binaphthalene-2,2′-diol 5/Ti(OPr-i)4 complex afforded the corresponding chiral β-hydroxysulfides 6-10 in lower to good yield with lower to moderate ee values. Moreover, the using of (-)-(S)-1,1′-binaphthalene-2,2′-diol as ligand led to better chiral induction effect.
An unexpected reaction of camphor with sodium metal
Khanvilkar, Aditya N.,Gupta, Riddhi,Bedekar, Ashutosh V.
, p. 1327 - 1331 (2015/11/10)
Reaction of camphor with sodium metal at elevated temperature in refluxing THF or toluene, furnishes an unexpected product. The product has been identified by spectral analysis and its structure confirmed by single crystal X-ray diffraction study. A preliminary mechanistic explanation has been suggested to explain this reaction.
METHOD FOR PREPARING AN OPTICALLY ACTIVE AMLODIPINE
-
Page/Page column 5-6, (2008/06/13)
-
