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752150

Sigma-Aldrich

Ethyl diazoacetate solution

15% in toluene

Synonym(s):

2-Diazoacetic acid ethyl ester solution

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About This Item

Empirical Formula (Hill Notation):
C4H6N2O2
CAS Number:
623-73-4
Molecular Weight:
114.10
MDL number:
MFCD00001989
UNSPSC Code:
12352100
PubChem Substance ID:
329766264
NACRES:
NA.22

form

liquid

concentration

15% in toluene

refractive index

n20/D 1.505

density

0.895 g/mL at 25 °C

functional group

ester

storage temp.

2-8°C

SMILES string

CCOC(=O)C=[N+]=[N-]

InChI

1S/C4H6N2O2/c1-2-8-4(7)3-6-5/h3H,2H2,1H3

InChI key

YVPJCJLMRRTDMQ-UHFFFAOYSA-N

General description

Ethyl diazoacetate solution is a diazo compound that is used as a reagent for the cyclopropanation of unsaturated compounds. It is used to prepare cyclopropane and cyclopropane carboxylic acid derivatives by catalytic decomposition of ethyl diazoacetate in the presence of alkenes. It is also a useful reagent for the homologation of cyclic and acyclic ketones without the formation of epoxides as byproducts.

Application

New Diazoacetate Formulations

Signal Word

Danger

Hazard Classifications

Aquatic Chronic 3 - Asp. Tox. 1 - Carc. 2 - Flam. Liq. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 2 - STOT SE 3

Target Organs

Central nervous system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

39.9 °F - closed cup

Flash Point(C)

4.4 °C - closed cup

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV5444
MKCR6268
MKCP0118
MKCK5326
MKCH6285

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Jiquan Liu et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 21(35), 12414-12420 (2015-07-17)
Heterogeneous dirhodium(II) catalysts based on environmentally benign and biocompatible cellulose nanocrystals (CNC-Rh2) as support material were obtained by ligand exchange between carboxyl groups on the CNC surface and Rh2(OOCCF3)4, as was confirmed by solid-state (19)F and (13)C NMR spectroscopy. On average

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