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M54104

Sigma-Aldrich

Methyl DL-mandelate

97%

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About This Item

Fórmula lineal:
C6H5CH(OH)COOCH3
Número de CAS:
4358-87-6
Peso molecular:
166.17
Beilstein/REAXYS Number:
2047558
EC Number:
224-434-7
MDL number:
MFCD00004493
UNSPSC Code:
12352100
PubChem Substance ID:
24896997
NACRES:
NA.22

assay

97%

bp

135 °C/12 mmHg (lit.)

mp

54-56 °C (lit.)

SMILES string

COC(=O)C(O)c1ccccc1

InChI

1S/C9H10O3/c1-12-9(11)8(10)7-5-3-2-4-6-7/h2-6,8,10H,1H3

InChI key

ITATYELQCJRCCK-UHFFFAOYSA-N

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Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, type N95 (US)

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Jie-Hua Shi et al.
Journal of molecular modeling, 18(2), 803-813 (2011-05-20)
Host-guest interactions of permethylated β-cyclodextrin (PM-β-CD) with methyl mandelate enantiomers ((R/S)-MMA) were simulated using semiempirical PM3 and ONIOM (B3LYP/6-31G(d):PM3) method. The chiral recognition mechanism of (R/S)-MMA enantiomers on PM-β-CD was investigated. The binding energies for all orientations considered in this
M Y Nie et al.
Analytical sciences : the international journal of the Japan Society for Analytical Chemistry, 17(10), 1183-1187 (2002-05-07)
Enantiomer separation of mandelates and their analogs, which are important intermediates in asymmetric synthetic and pharmaceutical chemistry, was investigated by capillary gas chromatography using different cyclodextrin derivative chiral stationary phases (CD CSPs). The used cyclodextrin derivatives included permethylated beta-CD (PMBCD)
Fei Guo et al.
Applied microbiology and biotechnology, 97(8), 3355-3362 (2012-11-28)
Despite directed evolution being a practical and efficient method of improving the properties of enzymes, a trade-off between the targeted property and other essential properties often exists which hinders the efficiency of directed evolution. In our previous work, mutant CVH
Han-Ning Wei et al.
Applied biochemistry and biotechnology, 149(1), 79-88 (2008-03-20)
Microorganisms producing lipase were isolated from soil and sewage samples and screened for enantioselective resolution of (R,S)-methyl mandelate to (R)-mandelic acid. A strain designated as GXU56 was obtained and identified as Burkholderia sp. Preparing immobilized GXU56 lipase by simple adsorption
Jin-Ling Guo et al.
Bioprocess and biosystems engineering, 33(7), 797-804 (2009-12-25)
The enantioselective reduction of methyl benzoylformate to (R)-methyl mandelate, an important pharmaceutical intermediate and a versatile resolving agent, was investigated in this study. After minimizing the reaction-specific constraints (constraints dependent on the nature of the substrate and product) by preliminary
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