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Sigma-Aldrich

(−)-O,O′-Dibenzoyl-L-tartaric acid monohydrate

≥99.0% (T)

Synonym(s):

(-)-Dibenzoyl-L-tartaric Acid Monohydrate

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About This Item

Empirical Formula (Hill Notation):
C18H14O8 · H2O
CAS Number:
62708-56-9
Molecular Weight:
376.31
Beilstein:
4065263
MDL number:
MFCD00149119
UNSPSC Code:
12352108
PubChem Substance ID:
57648869
NACRES:
NA.22

Quality Level

200

Assay

≥99.0% (T)

form

powder

optical activity

[α]20/D −110±3°, c = 5% in ethanol

mp

88-89 °C (lit.)

SMILES string

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

InChI

1S/C18H14O8.H2O/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);1H2/t13-,14-;/m1./s1

InChI key

DXDIHODZARUBLA-DTPOWOMPSA-N

Related Categories

General description

(-)-O,O′-Dibenzoyl-L-tartaric acid monohydrate may be used as a chiral resolving agent for the resolution of racemic bioactive compounds such as (±)-3-(3-hydroxyphenyl)-N-(1-propyl)-piperidine and (±)-2-(5,6-dimethoxy-1,2,3,4-tetrahydro-1-naphthyl)-imidazoline to isolate the corresponding (-)-enantiomeric forms.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Precautionary Statements

P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2

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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An efficient and inexpensive resolution of the potent dopaminergic substance 3-(3-Hydroxyphenyl)-N-(1-propyl)-piperidine (?)-3-PPP.
Law H, et al.
Tetrahedron Asymmetry, 2(10), 989-992 (1991)
Conformationally defined adrenergic agents. 5. Resolution, absolute configuration, and pharmacological characterization of the enantiomers of 2-(5, 6-dihydroxy-1, 2, 3, 4-tetrahydro-1-naphthyl) imidazoline: a potent agonist at. alpha.-adrenoceptors.
DeBernardis JF, et al.
Journal of Medicinal Chemistry, 30(6), 1011-1017 (1987)

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