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Merck

C409

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

99%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C10H16O4
CAS Number:
124-83-4
Molecular Weight:
200.23
UNSPSC Code:
51113400
NACRES:
NA.22
PubChem Substance ID:
24892576
EC Number:
204-715-0
Beilstein/REAXYS Number:
2050204
MDL number:
MFCD00001375
Assay:
99%
Form:
powder

Key Documents

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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

SMILES string

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

assay

99%

form

powder

optical activity

[α]20/D 46°, c = 1 in ethanol

mp

183-186 °C (lit.)

Quality Level

200

Related Categories

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

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

C409-5G: + C409-100G: + C409-500G: + C409-VAR: + C409-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
MKBC7260
MKBC7259
MKBC7258
03816LD
07124ED

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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)
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)
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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