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33610

Sigma-Aldrich

(+)-2,3-Dibenzoyl-D-tartaric acid

≥99.0% (T)

Synonym(s):

(+)-O,O′-Dibenzoyl-D-tartaric acid, D-Tartaric acid 2,3-dibenzoate

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About This Item

Linear Formula:
[C6H5CO2CH(CO2H)]2
CAS Number:
Molecular Weight:
358.30
Beilstein:
2227343
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.22

Assay

≥99.0% (T)

form

powder

optical activity

[α]20/D +117±2°, c = 5% in ethanol

impurities

≤1% water

mp

145-155 °C
154-156 °C (lit.)

functional group

carboxylic acid
ester
phenyl

storage temp.

2-8°C

SMILES string

OC(=O)[C@@H](OC(=O)c1ccccc1)[C@H](OC(=O)c2ccccc2)C(O)=O

InChI

1S/C18H14O8/c19-15(20)13(25-17(23)11-7-3-1-4-8-11)14(16(21)22)26-18(24)12-9-5-2-6-10-12/h1-10,13-14H,(H,19,20)(H,21,22)/t13-,14-/m0/s1

InChI key

YONLFQNRGZXBBF-KBPBESRZSA-N

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General description

(+)-2,3-Dibenzoyl-D-tartaric acid is an acidic chiral resolving reagent for the resolution of bases.

Other Notes

Reagent for the resolution of bases

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Practical continuous resolution of a-amino-e-caprolactam by diastereomeric salt formation using a single resolving agent with a solvent switch method.
Sakai K, et al.
Tetrahedron Asymmetry, 14(23), 3713-3718 (2003)
M.R. Caira et al.
Tetrahedron Asymmetry, 10, 2175-2175 (1999)
S. Collina et al.
Tetrahedron Asymmetry, 10, 2387-2387 (1999)
Mirjan M van Timmeren et al.
Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association, 20(11), 2349-2357 (2005-09-08)
Non-esterified fatty acids (NEFA) carried on albumin may have a causal role in the development of chronic proteinuria-induced nephropathy. To investigate whether NEFA aggravate renal structural damage, we studied the effects of NEFA addition to delipidated bovine serum albumin (BSA)
P.H. Boyle
Quart. Rev., 25, 323-323 (1971)

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