Ethyl (R)-(-)-Mandelate

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Names

[ Name ]:
Ethyl (R)-(-)-Mandelate

[Synonym ]:
Ethyl (2R)-hydroxy(phenyl)acetate
Benzeneacetic acid, α-hydroxy-, ethyl ester, (αS)-
Ethyl (R)-(-)-Mandelate
Ethyl (R)-(−)-mandelate
(R)-(-)-mandelic acid ethyl ester
Benzeneacetic acid, α-hydroxy-, ethyl ester, (R)-
D-(-)-Mandelic Acid Ethyl Ester
Ethyl L-(+)-Mandelate
Ethyl (2S)-hydroxy(phenyl)acetate
Ethyl (S)-(+)-mandelate
MFCD00064249
ethyl (2S)-2-hydroxy-2-phenylacetate
Benzeneacetic acid, α-hydroxy-, ethyl ester, (αR)-
L-mandelic acid ethyl ester

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
254.0±0.0 °C at 760 mmHg

[ Melting Point ]:
32-34ºC(lit.)

[ Molecular Formula ]:
C₁₀H₁₂O₃

[ Molecular Weight ]:
180.201

[ Flash Point ]:
118.1±14.5 °C

[ Exact Mass ]:
180.078644

[ PSA ]:
46.53000

[ LogP ]:
1.43

[ Vapour Pressure ]:
0.0±0.5 mmHg at 25°C

[ Index of Refraction ]:
1.528

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

Ethanol
(S)-(+)-Mandelic acid
Ethyl glyoxylate
Phenylboronic acid
Ethyl oxophenylacetate
phenylketene diethylacetal
Ethyl 2-diazo-2-phenylacetate
ethyl mandelate
(S)-2-[4-(dimethylamino)phenyl]-2-hydroxyacetic acid ethyl ester
(S)-(4-amino-phenyl)-(tert-butyl-dimethyl-silanyloxy)-acetic acid ethyl ester

DownStream

(S)-(+)-1-PHENYL-1,2-ETHANEDIOL 2-TOSYLATE
(1S)-2-Hydroxy-1,2,2-triphenylethyl acetate
(3R)-2,2,3-triphenyloxirane
1,1,2-Triphenyl-ethane-1,2-diol
Benzoin
ethyl mandelate
(3S)-2,2,3-triphenyloxirane
ETHYL ALPHA-BROMOPHENYLACETATE
(5,6-DIMETHOXYPYRIDIN-2-YL)METHANOL
2-benzyl-1,3-diphenylpropane-1,2-diol

Articles

Catalysis of the hydrolysis of ethyl mandelate and esterification of alpha-bromopropionic acid by lipase in microemulsions.

Chin. J. Biotechnol. 9(1) , 33-9, (1993)

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 esterificati...

Esters of mandelic acid as substrates for (S)-mandelate dehydrogenase from Pseudomonas putida: implications for the reaction mechanism.

Biochemistry 43(7) , 1883-90, (2004)

(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 meth...

Ethyl (R)-(-)-Mandelate
ethyl (R)-(3-benzyloxybutyrate)
Ethyl (R)-3-hydroxybutyrate
Ethyl (R)-[(1-Phenylethyl)amino]acetate
ethyl (R)-2-(phthalimidomethyl)-propanoate
ethyl (R)-4-hydroxynonanoate
N-[5-(ethylsulfonyl)-1,3,4-thiadiazol-2-yl]-2-(4-methoxyphenyl)acetamide
N-[2-(4-methoxybenzoyl)-3-methyl-1-benzofuran-5-yl]acetamide
2-(4-chlorophenoxy)-N-[(2Z)-3-methyl-5,5-dioxidotetrahydrothieno[3,4-d][1,3]thiazol-2(3H)-ylidene]acetamide
3-(3,4-dimethoxyphenyl)-N-[4-(5-methoxy-1,2-dimethyl-1H-indol-3-yl)-1,3-thiazol-2-yl]propanamide
Methyl {[6-(4-chlorobenzyl)-5-methyl-7-oxo-4,7-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-2-yl]thio}acetate
Ethyl 3-(((tert-butoxycarbonyl)amino)methyl)-1H-1,2,4-triazole-5-carboxylate
(2E)-2-[(1-ethyl-5-methoxy-1H-indol-3-yl)methylidene]-3-oxo-2,3-dihydro-1-benzofuran-6-yl 4-fluorobenzenesulfonate
(2Z)-7-(azepan-1-ylmethyl)-2-[(6-chloro-4H-1,3-benzodioxin-8-yl)methylidene]-6-hydroxy-1-benzofuran-3(2H)-one
N-(2-Furanylmethyl)tetrahydro-2-(1-methylethyl)-4-(phenylmethyl)-2H-pyran-4-acetamide
7-Bromo-4-methyl-2H-pyrido[1,2-a]pyrimidin-2-one

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