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454877

Sigma-Aldrich

Diisopropyl (S)-(−)-malate

99%

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About This Item

Linear Formula:
(CH3)2CHO2CCH2CH(OH)CO2CH(CH3)2
CAS Number:
83541-68-8
Molecular Weight:
218.25
MDL number:
MFCD00274300
UNSPSC Code:
12352108
PubChem Substance ID:
24868986
NACRES:
NA.22

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.)

SMILES string

CC(C)OC(=O)C[C@H](O)C(=O)OC(C)C

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

InChI key

XYVHRFVONMVDGK-QMMMGPOBSA-N

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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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