Skip to Content
Merck
CN

Key Documents

View All Documentation

374318

Dimethyl (S)-(−)-malate

98%

Synonym(s):

Dimethyl (S)-2-hydroxysuccinate, Dimethyl L-malate

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

About This Item

Linear Formula:
CH3O2CCH2CH(OH)CO2CH3
CAS Number:
617-55-0
Molecular Weight:
162.14
UNSPSC Code:
12352108
NACRES:
NA.22
PubChem Substance ID:
24863298
EC Number:
432-310-0
Beilstein/REAXYS Number:
1724363
MDL number:
MFCD00066215
Assay:
98%
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Quality Segment

200

assay

98%

optical activity

[α]20/D −6.5°, neat

refractive index

n20/D 1.435 (lit.)

density

1.223 g/mL at 25 °C (lit.)

functional group

ester, hydroxyl

storage temp.

2-8°C

SMILES string

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

InChI

1S/C6H10O5/c1-10-5(8)3-4(7)6(9)11-2/h4,7H,3H2,1-2H3/t4-/m0/s1

InChI key

YSEKNCXYRGKTBJ-BYPYZUCNSA-N

Application

Dimethyl (S)-(-)-malate may be used as a starting material to synthesize (-)-tulipalin B. The selective reduction of its ester group to alcohol can be accomplished using borane-dimethyl sulfide complex (BMS) in the presence of sodium tetrahydroborate.
This chiral synthon has been used to prepare cytochrome P450 metabolites of arachidonic acid, and cyclic sulfolanes with HIV-1 protease inhibition potential.

signalword

Danger

Hazard Classifications

Eye Dam. 1 - Flam. Liq. 3 - Skin Sens. 1

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

131.0 °F

flash_point_c

55 °C

ppe

Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

It looks like we've run into a problem, but you can still download Certificates of Analysis from our Documents section.

If you need assistance, please contact Customer Support

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library