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Merck

232599

Sigma-Aldrich

Ethyl methoxyacetate

97%

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About This Item

Fórmula lineal:
CH3OCH2COOC2H5
Número de CAS:
Peso molecular:
118.13
Beilstein/REAXYS Number:
1744761
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

form

liquid

refractive index

n20/D 1.401 (lit.)

bp

44-45.5 °C/9 mmHg (lit.)

density

1.007 g/mL at 25 °C (lit.)

functional group

ester
ether

SMILES string

CCOC(=O)COC

InChI

1S/C5H10O3/c1-3-8-5(6)4-7-2/h3-4H2,1-2H3

Inchi Key

JLEKJZUYWFJPMB-UHFFFAOYSA-N

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Application

Ethyl methoxyacetate was used:
  • as acyl donor during the preparation of enantiomers of several phenylethylamines
  • as acylation reagent for the aminolysis of 1-phenylethanamine
  • in an industrial, lipase-catalysed kinetic resolution of primary amine

pictograms

Flame

signalword

Warning

hcodes

Hazard Classifications

Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

114.8 °F - closed cup

flash_point_c

46 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Ulf Hanefeld
Organic & biomolecular chemistry, 1(14), 2405-2415 (2003-09-06)
Commonly, hydrolase-catalysed reactions are used for kinetic resolutions of alcohols, amines and acids. Only a few applications in total syntheses have been described. Most of these examples are for the synthesis of amides and peptides. Here, the synthesis of all
Lourdes Muñoz et al.
Organic & biomolecular chemistry, 9(23), 8171-8177 (2011-10-06)
Both enantiomers of several phenylethylamines, structurally related to amphetamine, have been prepared in good yields and excellent enantiomeric purity by enzymatic kinetic resolution using CAL-B and ethyl methoxyacetate as the acyl donor. In the case of the 4-hydroxyderivative of amphetamine
A Basler
Mutation research, 174(1), 11-13 (1986-05-01)
Chinese hamsters were exposed to acetone, methyl ethyl ketone, ethyl acetate and 2-methoxy ethyl acetate, known to be strong inducers of aneuploidy in the yeast Saccharomyces cerevisiae. All solvents yielded negative results in the micronucleus test, whereas the vinca alkaloid
Saija Sirén et al.
Molecules (Basel, Switzerland), 25(4) (2020-02-23)
The enantiomers of aromatic 4-dibenzocyclooctynol (DIBO), used for radiolabeling and subsequent conjugation of biomolecules to form radioligands for positron emission tomography (PET), were separated by kinetic resolution using lipase A from Candida antarctica (CAL-A). In optimized conditions, (R)-DIBO [(R)-1, ee
C Saito et al.
Biotechnic & histochemistry : official publication of the Biological Stain Commission, 74(1), 40-48 (1999-04-06)
An in situ hybridization procedure resulting in both high resolution and sensitivity was established by using the removable methyl methacrylate resin, Technovit 9100. Young bicellular pollen of tobacco (Nicotiana tabacum L. SR-1) was embedded in Technovit 9100 resin and sectioned.

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