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232599

Sigma-Aldrich

Ethyl methoxyacetate

97%

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About This Item

Linear Formula:
CH3OCH2COOC2H5
CAS Number:
Molecular Weight:
118.13
Beilstein:
1744761
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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.)

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

Signal Word

Warning

Hazard Statements

Hazard Classifications

Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

114.8 °F - closed cup

Flash Point(C)

46 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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