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Sigma-Aldrich

Methyl 2-methylglycidate

99%

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Empirical Formula (Hill Notation):
C5H8O3
CAS Number:
58653-97-7
Molecular Weight:
116.12
MDL number:
MFCD00198125
PubChem Substance ID:
24866542
NACRES:
NA.22

Quality Level

100

Assay

99%

refractive index

n20/D 1.418 (lit.)

bp

62-65 °C/32 mmHg (lit.)

density

1.097 g/mL at 25 °C (lit.)

SMILES string

COC(=O)C1(C)CO1

InChI

1S/C5H8O3/c1-5(3-8-5)4(6)7-2/h3H2,1-2H3

InChI key

OSYXXQUUGMLSGE-UHFFFAOYSA-N

Related Categories

General description

Methyl 2-methylglycidate (methyl 2-methyloxirane-2-carboxylate) is an ester derived epoxide. It is reported to be formed by the reaction of methyl pyruvate with diazomethane. It is formed as an intermediate in the synthesis of 1,2,4-oxadiazole derivatives.

Application

Methyl 2-methylglycidate may be used in the synthesis of:
  • 2-methyl-2-hydroxy-1-propanol
  • 2,3-dihydroxy-2-methyl propionic acid
  • methyl 2-hydroxy-3-((4-methoxyphenyl)sulfonyl)-2-methylpropanoate

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Warning

Hazard Statements

H226 - H315 - H319 - H335

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

129.2 °F - closed cup

Flash Point(C)

54 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品

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β-Keto phosphonic esters.
Arbuzov BA, et al.
Russian Chemical Bulletin, 12(4), 604-610 (1963)
DABSO-Based, Three-Component, One-Pot Sulfone Synthesis.
Deeming AS, et al.
Organic Letters, 16(1), 150-153 (2013)
Gopal L Khatik et al.
Bioorganic & medicinal chemistry letters, 22(5), 1912-1916 (2012-02-14)
Sulfide and sulfonyl derivatives of 1,2,4-oxadiazoles were synthesized and screened by MTT assay on the prostate cancer cells, DU-145. Six compounds were identified as potential anti-prostate cancer agents with IC(50) values ranging from 0.5 to 5.1μM. These compounds exhibited good
R J Steffan et al.
Applied and environmental microbiology, 63(11), 4216-4222 (1997-11-15)
Several propane-oxidizing bacteria were tested for their ability to degrade gasoline oxygenates, including methyl tert-butyl ether (MTBE), ethyl tert-butyl ether (ETBE), and tert-amyl methyl ether (TAME). Both a laboratory strain and natural isolates were able to degrade each compound after

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