| Identification | More | [Name]
2,3-Di-O-para-toluoyl-D-tartaric acid | [CAS]
32634-68-7 | [Synonyms]
2,3-Di-O-para-toluoyl-D-tartaric acid
(2S,3S)-2,3-BIS-(4-METHYL-BENZOYLOXY)-SUCCINIC ACID
(2S,3S)-(+)-DI-O-4-TOLUOYL-TARTARIC ACID
D-(+)-DI-P-TOLUOYL TARTARIC ACID
D-DTTA
(+)-DI-1,4-TOLUOYL-D-TARTARIC ACID
DI-(4-METHYL)BENZOYL-D-TARTARIC ACID
DI-O-4-TOLUOYL-D-TARTARIC ACID
(+)-DI-O,O'-P-TOLUYL-D-TARTARIC ACID
(+)-DI-P-TOLUOYL-D-TARTARIC ACID
DI-P-TOLUOYL-D-TARTARIC ACID
(+)-DI-P-TOLUOYL-D-TRATARIC ACID
D-PTTA
D-(+)-TARTARIC ACID DI-4-TOLUOYL ESTER
D-(+)-TARTARIC ACID-O,O'-DI-P-TOLUOYL ESTER
(+)-DTTA
L-(-)-DI-P-TOLUOYL-D-TARTARIC ACID
(+)-O,O'-DI-P-TOLUOYL-D-TARTARIC ACID
O,O'-DI-P-TOLUOYL-D-TARTARIC ACID
O,O'-DI-TOLUOYL-D-(+)-TARTARIC ACID | [EINECS(EC#)]
251-132-2 | [Molecular Formula]
C20H18O8 | [MDL Number]
MFCD00008552 | [Molecular Weight]
386.35 | [MOL File]
32634-68-7.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powde | [Melting point ]
169-171 °C(lit.)
| [alpha ]
136 º (c=1, EtOH) | [Boiling point ]
432.57°C (rough estimate) | [density ]
1.3084 (rough estimate) | [vapor pressure ]
0Pa@25°C | [refractive index ]
139 ° (C=1, EtOH) | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
DMSO (Slightly), Ethanol (Sparingly), Methanol (Slightly) | [form ]
Solid | [pka]
1.46±0.25(Predicted) | [color ]
White to Off-White | [Optical Rotation]
[α]19/D +138°, c = 1 in ethanol | [Water Solubility ]
112.55mg/L@25°C | [BRN ]
3225584 | [InChI]
1S/C20H18O8/c1-11-3-7-13(8-4-11)19(25)27-15(17(21)22)16(18(23)24)28-20(26)14-9-5-12(2)6-10-14/h3-10,15-16H,1-2H3,(H,21,22)(H,23,24)/t15-,16-/m0/s1 | [InChIKey]
CMIBUZBMZCBCAT-HOTGVXAUSA-N | [SMILES]
Cc1ccc(cc1)C(=O)O[C@@H]([C@H](OC(=O)c2ccc(C)cc2)C(O)=O)C(O)=O | [LogP]
2.97 at 25℃ | [CAS DataBase Reference]
32634-68-7(CAS DataBase Reference) | [NIST Chemistry Reference]
(+)-Di-o-4-toluoyl-d-tartaric acid(32634-68-7) | [EPA Substance Registry System]
32634-68-7(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S36/37:Wear suitable protective clothing and gloves .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [F ]
3-10 | [TSCA ]
T | [HS Code ]
29181300 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2 |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Butanedioic acid, 2,3-bis[(4-methylbenzoyl)oxy]-, (2S,3S)-, compd. with (2R)-2-(cyclopropylamino)cyclohexanol (1:1) (9CI)-->DI-(4-TOLUOYL)-L-TARTARIC ANHYDRIDE-->Toluene-->Water | [Preparation Products]
CARUMONAM-->DI-(4-TOLUOYL)-L-TARTARIC ANHYDRIDE-->Butanedioic acid, 2,3-bis[(4-methylbenzoyl)oxy]-, (2S,3S)-, compd. with methyl (4S)-8-fluoro-3,4-dihydro-2-[4-(3-methoxyphenyl)-1-piperazinyl]-3-[2-methoxy-5-(trifluoromethyl)phenyl]-4-quinazolineacetate (1:1) |
| Hazard Information | Back Directory | [Chemical Properties]
white to light yellow crystal powde | [Uses]
blood volume expander | [Uses]
Inhibitor of enzyme. | [Flammability and Explosibility]
Notclassified(100%) | [Synthesis]
General procedure for the synthesis of D-(+)-di-p-toluoyltartaric acid from L-(-)-p-toluoyltartaric anhydride: 150 g of D-tartaric acid and 200 mL of toluene were added to a 1000 mL three-necked flask, and 1.5 g of copper sulfate was added as a catalyst under stirring conditions. 330 g of methylbenzoyl chloride was slowly added dropwise for a controlled period of 3 hours. After the dropwise addition, the reaction was continued for 6 hours. Upon completion of the reaction, the mixture was transferred to a centrifuge for separation. Next, 495.4 g of DP-methyldibenzoyltartaric anhydride, appropriate amount of water and toluene were added to a 2000 mL three-necked flask, heated to reflux and kept for 5 hours. At the end of the reaction, it was cooled to room temperature and 374.4 g of DP-methyldibenzoyltartaric acid was isolated. The product was used for TEM test and its structure is shown in Figure 1. The purity of the finished product D-p-methyldibenzoyltartaric acid was determined to be 99.61% with an overall yield of 96.6%. | [References]
[1] Patent: CN104447338, 2016, B. Location in patent: Paragraph 0034-0036 |
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