(-)-Dibenzoyl-L-tartaric acid monohydrate
- Product Name
- (-)-Dibenzoyl-L-tartaric acid monohydrate
- CAS No.
- 62708-56-9
- Chemical Name
- (-)-Dibenzoyl-L-tartaric acid monohydrate
- Synonyms
- L-DBTA;DIBENZOYL-L-TARTARIC ACID MONOHYDRATE;L-(-)-DBTA H2O;L-(-)-DBTA.2H2O;(-)-O,O'-DibenzoyL;(-)-Dibenzoyl-L-tart;-tartaric acid monohydrate;L-tartaric acid monohydrate;DI-O-BENZOYL-L-TARTARIC ACID;dibenzoyl tartaric monohydrate
- CBNumber
- CB6310345
- Molecular Formula
- C18H16O9
- Formula Weight
- 376.31
- MOL File
- 62708-56-9.mol
(-)-Dibenzoyl-L-tartaric acid monohydrate Property
- 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
- Hazard Codes
- Xi
- Risk Statements
- 36
- Safety Statements
- 26-36-37/39
- WGK Germany
- 3
- RTECS
- WW8070000
- F
- 3
- TSCA
- Yes
- HS Code
- 29181990
- Storage Class
- 11 - Combustible Solids
- Hazard Classifications
- Eye Irrit. 2
N-Bromosuccinimide Price
- Product number
- 33622
- Product name
- (?)-O,O′-Dibenzoyl-L-tartaric acid monohydrate
- Purity
- ≥99.0% (T)
- Packaging
- 100g
- Price
- $37
- Updated
- 2025/07/31
- Product number
- 33622
- Product name
- (?)-O,O′-Dibenzoyl-L-tartaric acid monohydrate
- Purity
- ≥99.0% (T)
- Packaging
- 500g
- Price
- $129
- Updated
- 2025/07/31
- Product number
- D1354
- Product name
- (-)-Dibenzoyl-L-tartaric Acid Monohydrate
- Purity
- >98.0%(T)
- Packaging
- 25g
- Price
- $80
- Updated
- 2025/07/31
- Product number
- D1354
- Product name
- (-)-Dibenzoyl-L-tartaric Acid Monohydrate
- Purity
- >98.0%(T)
- Packaging
- 500g
- Price
- $787
- Updated
- 2025/07/31
- Product number
- D422815
- Product name
- (-)-Dibenzoyl-L-tartaric Acid Monohydrate
- Packaging
- 5g
- Price
- $60
- Updated
- 2021/12/16
(-)-Dibenzoyl-L-tartaric acid monohydrate Chemical Properties,Usage,Production
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 drop acceleration rate of 1-10 mL/min, and then continue the reaction for 4h after the drop is completed, and then, transfer the reaction mixture into a centrifuge for centrifugal separation. Centrifugal separation was carried out to obtain solid L-(-)-dibenzoyltartaric anhydride, standby; said catalyst was copper sulfate or ferrous sulfate;
(2) L-(-)-dibenzoyltartaric anhydride prepared in step (1) was put into the reaction kettle, to which was added an equal weight of toluene and water, and heated and refluxed at 100 ?? for 2-4h, and after that, it cooled down to the ambient temperature, and the resulting mixture was transferred to the centrifuge for the reaction, and then, the mixture was transferred to the centrifuge for the reaction, and then the reaction was continued for 4h. The mixture was transferred to a centrifuge for centrifugal separation to obtain solid L-(-)-dibenzoyltartaric acid.
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.]
(-)-Dibenzoyl-L-tartaric acid monohydrate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from (-)-Dibenzoyl-L-tartaric acid monohydrate manufacturers
- Product
- (-)-Dibenzoyl-L-tartaric acid monohydrate 62708-56-9
- Price
- US $100.00-75.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 5000
- Release date
- 2024-08-14
- Product
- (-)-Dibenzoyl-L-tartaric acid monohydrate 62708-56-9
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 20tons
- Release date
- 2024-10-30
- Product
- (-)-Dibenzoyl-L-tartaric acid monohydrate 62708-56-9
- Price
- US $3.00-0.20/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2024-03-26