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32634-66-5 molecular structure
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(2R,3R)-2,3-bis(4-methylbenzoyloxy)butanedioic acid

ChemBase ID: 77482
Molecular Formular: C20H18O8
Molecular Mass: 386.35212
Monoisotopic Mass: 386.10016754
SMILES and InChIs

SMILES:
O([C@H]([C@@H](OC(=O)c1ccc(cc1)C)C(=O)O)C(=O)O)C(=O)c1ccc(cc1)C
Canonical SMILES:
OC(=O)[C@@H]([C@H](C(=O)O)OC(=O)c1ccc(cc1)C)OC(=O)c1ccc(cc1)C
InChI:
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-/m1/s1
InChIKey:
CMIBUZBMZCBCAT-HZPDHXFCSA-N

Cite this record

CBID:77482 http://www.chembase.cn/molecule-77482.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2R,3R)-2,3-bis(4-methylbenzoyloxy)butanedioic acid
IUPAC Traditional name
(2R,3R)-2,3-bis(4-methylbenzoyloxy)butanedioic acid
Synonyms
(-)-O,O'-Di-p-toluoyl-L-tartaric acid
(2R,3R)-2,3-Bis[(4-methylbenzoyl)oxy]succinic acid
Di-p-toluyl-L-tartaric acid
(-)-O,O′-Di-p-toluoyl-L-tartaric acid
(2R,3R)-2,3-Bis((4-methylbenzoyl)oxy)succinic acid
Di-p-toluoyl-D-tartaric acid
Di-p-toluoyl-L-tartaric acid
二对甲苯酰基-L-酒石酸
(-)-O,O′-二对甲苯酰基-L-酒石酸
二对甲苯酰基-D-酒石酸
二对甲苯酰基-L-酒石酸
CAS Number
32634-66-5
32634-68-7
EC Number
251-132-2
251-131-7
MDL Number
MFCD00008552
MFCD00064440
Beilstein Number
3225584
2022481
PubChem SID
24867435
24863105
162042354
PubChem CID
3037000

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 2.8210018  H Acceptors
H Donor LogD (pH = 5.5) 0.7829022 
LogD (pH = 7.4) -1.8656341  Log P 4.1886425 
Molar Refractivity 95.9398 cm3 Polarizability 37.12853 Å3
Polar Surface Area 127.2 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Melting Point
166-171°C expand Show data source
169-171 °C(lit.) expand Show data source
169-171°C expand Show data source
169-171°C expand Show data source
Optical Rotation
[α]20/D -138°, c = 1 in ethanol expand Show data source
[α]20/D -139±2°, c = 1% in ethanol expand Show data source
+139 (c=1 in ethanol) expand Show data source
-139 (c=1 in ethanol) expand Show data source
Storage Warning
Irritant expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
TSCA Listed
expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Purity
≥98.0% (T) expand Show data source
97% expand Show data source
98% expand Show data source
Grade
purum expand Show data source
Linear Formula
[CH3C6H4CO2CH(CO2H)-]2 expand Show data source
Empirical Formula (Hill Notation)
C20H18O8 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 371416 external link
Application
Resolving agent for racemic amines.1,2
Packaging
25 g in poly bottle
5 g in glass bottle

REFERENCES

REFERENCES

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  • • Resolving agent for chiral bases.
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PATENTS

PATENTS

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INTERNET

INTERNET

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