| Identification | More | [Name]
(-)-Dibenzoyl-L-tartaric acid monohydrate | [CAS]
62708-56-9 | [Synonyms]
(-)-2,3-DIBENZOYL-L-TARTARIC ACID MONOHYDRATE
(2R,3R)-(-)-DIBENZOYL-L-TARTARIC ACID MONOHYDRATE
(2R,3R)-(-)-DI-O-BENZOYL-TARTARIC ACID MONOHYDRATE
(2R,3R)-(-)-O,O'-DIBENZOYLTARTARIC ACID MONOHYDRATE
(-)-DIBENZOYL-L-TARTARIC ACID H2O
(-)-DIBENZOYL-L-TARTARIC ACID MONOHYDRATE
DIBENZOYL-L-(-)-TARTARIC ACID MONOHYDRATE
DIBENZOYL-L-TARTARIC ACID MONOHYDRATE
DI-O-BENZOYL-L-TARTARIC ACID
L-DBTA
L(-)-DIBENZOYL-L-TARTARIC ACID MONOHYDRATE
L(-)-DIBENZOYL-L-TARTATIC ACID MONOHYDRATE
L-TARTARIC ACID 2,3-DIBENZOYL ESTER MONOHYDRATE
(-)-O,O'-DIBENZOYL-L-TARTARIC ACID HYDRATE
(-)-O,O'-DIBENZOYL-L-TARTARIC ACID MONOHYDRATE
Dibenzoyl-L-tartricacid monohydrate
L-(-)-DBTA H2O
L-(-)-DBTA.2H2O
(-)-O,Oibenzoyl-L-TartaricAcidMonohydrate
O,O'-Dibenzoyl-d-Tartaric acid Anhydrous | [EINECS(EC#)]
220-374-0 | [Molecular Formula]
C18H16O9 | [MDL Number]
MFCD00149119 | [Molecular Weight]
376.31 | [MOL File]
62708-56-9.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powde | [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 | [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| | [CAS DataBase Reference]
62708-56-9(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36:Irritating to the eyes. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [RTECS ]
WW8070000 | [F ]
3 | [TSCA ]
Yes | [HS Code ]
29181990 |
| Hazard Information | Back Directory | [Chemical Properties]
white to light yellow crystal powde | [Uses]
(-)-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.] |
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