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Merck
CN

33622

(−)-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

Key Documents

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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.)

functional group

carboxylic acid
ester
phenyl

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

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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Certificates of Analysis (COA)

Lot/Batch Number
WXBF7559V
BCCG7242
BCBZ1209
BCBV2326
BCBT2174

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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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