E22201
Ethyl diazoacetate
contains ≥13 wt. % dichloromethane
Synonym(s):
DAAE
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About This Item
Linear Formula:
N=N=CHCOOC2H5
CAS Number:
Molecular Weight:
114.10
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
107654
Form:
liquid
InChI
1S/C4H6N2O2/c1-2-8-4(7)3-6-5/h3H,2H2,1H3
SMILES string
CCOC(=O)C=[N+]=[N-]
InChI key
YVPJCJLMRRTDMQ-UHFFFAOYSA-N
form
liquid
contains
≥13 wt. % dichloromethane
Quality Level
bp
140-141 °C/720 mmHg (lit.)
mp
−22 °C (lit.)
solubility
water: slightly soluble
density
1.085 g/mL at 25 °C (lit.)
storage temp.
2-8°C
Related Categories
Application
Reagent for ruthenium-catalyzed asymmetric cyclopropanation of alkenes.
signalword
Warning
Hazard Classifications
Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 3 - Self-react. E - Skin Irrit. 2
Storage Class
5.2 - Organic peroxides and self-reacting hazardous materials
wgk
WGK 3
flash_point_f
116.6 °F - closed cup
flash_point_c
47 °C - closed cup
Regulatory Information
危险化学品
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Eva M Reingruber et al.
Journal of chromatography. A, 1255, 259-266 (2012-03-31)
Polymers, especially copolymers, are highly complex samples and, therefore, require various setups for their thorough characterization. In this work, one- and two-dimensional chromatographic approaches were applied to characterize two homopolymers and two dissimilar copolymers prepared by rhodium-mediated carbene polymerization using
Palladium-catalyzed cross-coupling of aryl or vinyl iodides with ethyl diazoacetate.
Cheng Peng et al.
Journal of the American Chemical Society, 129(28), 8708-8709 (2007-06-26)
Pierre de Frémont et al.
Chemical communications (Cambridge, England), (19)(19), 2045-2047 (2006-06-13)
A number of cationic gold(I) complexes have been synthesized and found to be stabilized by the use of N-heterocyclic carbene ligands. These species are often employed as in situ-generated reactive intermediates in gold catalyzed organic transformations. An isolated, well-defined species
Lidia Dumitrescu et al.
Organic letters, 13(4), 692-695 (2011-01-21)
The insertion reaction of diazocarbonyls to acids could be performed smoothly in fluorinated alcohols in the absence of metal catalyst. This new procedure allowed the chemoselective preparation of various functionalized compounds such as acyloxyesters, depsipeptides, and sulfonate, phosphonate, or boronate
Sun-Liang Cui et al.
Journal of the American Chemical Society, 130(41), 13526-13527 (2008-09-19)
A general and concise synthesis of functionalized indoles via domino reaction of N-aryl amides and ethyl diazoacetate has been developed. The methodology offers a great potential for the synthesis of biologically active and naturally occurring indole derivatives.
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