454877
Diisopropyl (S)-(−)-malate
99%
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About This Item
Linear Formula:
(CH3)2CHO2CCH2CH(OH)CO2CH(CH3)2
CAS Number:
Molecular Weight:
218.25
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352108
MDL number:
Assay:
99%
InChI
1S/C10H18O5/c1-6(2)14-9(12)5-8(11)10(13)15-7(3)4/h6-8,11H,5H2,1-4H3/t8-/m0/s1
SMILES string
CC(C)OC(=O)C[C@H](O)C(=O)OC(C)C
InChI key
XYVHRFVONMVDGK-QMMMGPOBSA-N
assay
99%
optical activity
[α]20/D −13°, neat
refractive index
n20/D 1.43 (lit.)
bp
237 °C (lit.)
density
1.055 g/mL at 25 °C (lit.)
functional group
ester, hydroxyl
Application
Diisopropyl (S)-(−)-malate can be used as a starting material in the total synthesis of (−)-wikstromol, an α-hydroxylated lactone lignan found in Asian medicinal plants.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
235.4 °F - closed cup
flash_point_c
113 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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Enantioselective Synthesis of (−)-Wikstromol Using a New Approach via Malic Acid
Sefkow M
The Journal of Organic Chemistry, 66(7), 2343-2349 (2001)
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