Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

309974

Sigma-Aldrich

Ethyl (S)-(+)-mandelate

99%, optical purity ee: 99% (GLC)

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
C6H5CH(OH)CO2C2H5
CAS Number:
13704-09-1
Molecular Weight:
180.20
MDL number:
MFCD00064249
UNSPSC Code:
12352108
PubChem Substance ID:
24858761
NACRES:
NA.22

Assay

99%

form

solid

optical activity

[α]21/D +134°, c = 3 in chloroform

optical purity

ee: 99% (GLC)

bp

106-107 °C/4 mmHg (lit.)

mp

32-34 °C (lit.)

functional group

ester
hydroxyl
phenyl

SMILES string

CCOC(=O)[C@@H](O)c1ccccc1

InChI

1S/C10H12O3/c1-2-13-10(12)9(11)8-6-4-3-5-7-8/h3-7,9,11H,2H2,1H3/t9-/m0/s1

InChI key

SAXHIDRUJXPDOD-VIFPVBQESA-N

Application

Ethyl (S)-(+)-mandelate can be used as a starting material for the preparation of N-benzyl 2-phenylacetamide derivatives, which are known as potent anticonvulsant agents.[1]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKBV9092V
MKBB3804
12928DW
01425CD
18827BC

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

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

Visit the Document Library

The anticonvulsant activities of functionalized N-benzyl 2-acetamidoacetamides. The importance of the 2-acetamido substituent
Choi D, et al.
Bioorganic & Medicinal Chemistry, 4(12), 2105-2114 (1996)
Asteriani R Dewanti et al.
Biochemistry, 43(7), 1883-1890 (2004-02-18)
(S)-Mandelate dehydrogenase (MDH) from Pseudomonas putida is a flavin mononucleotide (FMN)-dependent enzyme that oxidizes (S)-mandelate to benzoylformate. In this work, we show that the ethyl and methyl esters of (S)-mandelic acid are substrates for MDH. Although the binding affinity of
H Xiao et al.
Chinese journal of biotechnology, 9(1), 33-39 (1993-01-01)
Candida cyclindracea lipase (CCL) was added to "sodium dodecyl sulfonate (AS)/n-butanol/n-octane/n-octane" water-in-oil microemulsion to catalyze the hydrolysis of ethyl mandelate and the esterification of alpha-bromopropionic acid with n-butanol, respectively. The catalytic activity of CCL in the above microemulsions was higher

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service