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Methyl 2-methylglycidate

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About This Item

Empirical Formula (Hill Notation):
C5H8O3
CAS Number:
58653-97-7
Molecular Weight:
116.12
NACRES:
NA.22
PubChem Substance ID:
24866542
UNSPSC Code:
12352100
MDL number:
MFCD00198125
Assay:
99%
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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.)

functional group

ester, ether

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

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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

129.2 °F - closed cup

flash_point_c

54 °C - closed cup

ppe

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Group 4: Flammable liquids + Type 2 petroleums + Hazardous rank III + Water insoluble liquid

fsl

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Certificates of Analysis (COA)

Lot/Batch Number
05308HH
08301DG
14003TR
12513MU
11907HA

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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
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