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62708-56-9

62708-56-9 Structure

62708-56-9 Structure
IdentificationMore
[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 PropertiesBack 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 Rotation]

[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 DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H319
[Precautionary statements ]

P305+P351+P338
[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
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Eye Irrit. 2
Hazard InformationBack 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.
[Synthesis]

(1) take 1 portion of L-tartaric acid and appropriate amount of organic solvent into the reactor by weight, add 0.1-0.001 portion of catalyst to the reactor under stirring condition, after that, add 1~3 portions of benzoyl chloride to the reactor at a

[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.]
Spectrum DetailBack Directory
[Spectrum Detail]

(-)-Dibenzoyl-L-tartaric acid monohydrate(62708-56-9)1HNMR
(-)-Dibenzoyl-L-tartaric acid monohydrate(62708-56-9)FT-IR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

(-)-Dibenzoyl-L-tartaric acid monohydrate, 98%(62708-56-9)
[Alfa Aesar]

(-)-Dibenzoyl-L-tartaric acid monohydrate, 98+%(62708-56-9)
[Sigma Aldrich]

62708-56-9(sigmaaldrich)
[TCI AMERICA]

(-)-Dibenzoyl-L-tartaric Acid  Monohydrate,>98.0%(T)(62708-56-9)
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