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C409

Sigma-Aldrich

(1R,3S)-(+)-Camphoric acid

99%

Sinónimos:

(+)-Camphoric acid, (1R,3S)-1,2,2-Trimethyl-1,3-cyclopentanedicarboxylic acid

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About This Item

Fórmula empírica (notación de Hill):
C10H16O4
Número de CAS:
124-83-4
Peso molecular:
200.23
Beilstein/REAXYS Number:
2050204
EC Number:
204-715-0
MDL number:
MFCD00001375
UNSPSC Code:
51113400
PubChem Substance ID:
24892576
NACRES:
NA.22

Quality Level

200

assay

99%

form

powder

optical activity

[α]20/D 46°, c = 1 in ethanol

mp

183-186 °C (lit.)

SMILES string

CC1(C)[C@H](CC[C@@]1(C)C(O)=O)C(O)=O

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)/t6-,10+/m1/s1

InChI key

LSPHULWDVZXLIL-LDWIPMOCSA-N

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.

Application

(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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

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Synthesis, characterization, and water-degradation of biorenewable polyesters derived from natural camphoric acid
Nsengiyumva O and Miller SA
Green Chemistry, 21(5), 973-978 (2019)
Solvothermal Synthesis and Crystal Structure of Uranyl Complexes with 1, 1-Cyclobutanedicarboxylic and (1R, 3S)-(+)-Camphoric Acids-Novel Chiral Uranyl-Organic Frameworks.
Thuery P.
European Journal of Inorganic Chemistry, 2006(18), 3646-3651 (2006)
Spontaneous resolution to absolute chiral induction: pseudo-kagome type homochiral Zn (II)/Co (II) coordination polymers with achiral precursors
Bisht KK and Suresh E
Journal of the American Chemical Society, 135(42), 15690-15693 (2013)
Preparation of optically active epoxides via sulfur ylides. Origin of the chiral induction.
Breau L and Durst T.
Tetrahedron Asymmetry, 2(5), 367-370 (1991)
Carine Robert et al.
Nature communications, 2, 586-586 (2011-12-14)
The vast majority of commodity materials are obtained from petrochemical feedstocks. These resources will plausibly be depleted within the next 100 years, and the peak in global oil production is estimated to occur within the next few decades. In this

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