(-)-Dibenzoyl-L-tartaric acid monohydrate
Synonym(s):(-)-Dibenzoyl-L -tartaric Acid Monohydrate
- CAS NO.：62708-56-9
- Empirical Formula: C18H16O9
- Molecular Weight: 376.31
- MDL number: MFCD00149119
- EINECS: 613-072-9
- SAFETY DATA SHEET (SDS)
- Update Date: 2026-01-13 11:23:46
What is (-)-Dibenzoyl-L-tartaric acid monohydrate?
Chemical properties
white to light yellow crystal powde
The Uses of (-)-Dibenzoyl-L-tartaric acid monohydrate
(-)-Dibenzoyl-L-tartaric acid is used as an intermediate in pharmaceutical and agro chemical industries. It is used as chiral auxiliary in organic synthesis and as a resolution agent in the synthesis of rameleton.
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.
Purification Methods
Crystallise the acid from water (18g from 400 mL boiling H2O) and stir vigorously while cooling in order to obtain crystals; otherwise an oil will separate which solidifies on cooling. Dry it in a vacuum desiccator over KOH/H2SO4 (yield 16.4g) as monohydrate, m 88-89o. It crystallises from xylene as the anhydrous acid, m 173o (150-153o). It does not crystallise from *C6H6, toluene, *C6H6/pet ether (oil), or CHCl3/pet ether. [Butler & Cretcher J Am Chem Soc 55 2605 1933, Acs et al. Tetrahedron 41 2465 1985, R(+) Beilstein 9 IV 557, S(-) Beilstein 9 III 870.]
Properties of (-)-Dibenzoyl-L-tartaric acid monohydrate
| Melting point: | 88-89 °C(lit.) |
| alpha | -115 º (c=5, ethanol) |
| refractive index | -108.5 ° (C=1, EtOH) |
| storage temp. | Store below +30°C. |
| form | Powder |
| color | White |
| optical activity | [α]20/D 110±3°, c = 5% in ethanol |
| Water Solubility | SOLUBLE |
| BRN | 4065263 |
| InChI | InChI=1/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-;/s3 |
| CAS DataBase Reference | 62708-56-9(CAS DataBase Reference) |
Safety information for (-)-Dibenzoyl-L-tartaric acid monohydrate
| Signal word | Warning |
| Pictogram(s) |
 Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H319:Serious eye damage/eye irritation |
| Precautionary Statement Codes |
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for (-)-Dibenzoyl-L-tartaric acid monohydrate
| InChIKey | DXDIHODZARUBLA-DTPOWOMPSA-N |
| SMILES | [C@@H](C(=O)O)(OC(=O)C1C=CC=CC=1)[C@H](C(=O)O)OC(=O)C1C=CC=CC=1.O |&1:0,13,r| |
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