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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:
17026-42-5
Molecular Weight:
358.30
Beilstein:
2227343
EC Number:
241-097-1
MDL number:
MFCD00063222
UNSPSC Code:
12352106
PubChem Substance ID:
57648791
NACRES:
NA.22

Quality Level

100

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.)

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
P.H. Boyle
Quart. Rev., 25, 323-323 (1971)
Jianghong An et al.
Journal of medicinal chemistry, 52(9), 2667-2672 (2009-05-08)
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