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Merck
CN

33501

Ethyl diazoacetate

purum

Synonym(s):

DAAE

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About This Item

Linear Formula:
N=N=CHCOOC2H5
CAS Number:
623-73-4
Molecular Weight:
114.10
EC Number:
210-810-8
UNSPSC Code:
12352100
PubChem Substance ID:
329754566
Beilstein/REAXYS Number:
107654
MDL number:
MFCD00001989

Key Documents

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InChI key

YVPJCJLMRRTDMQ-UHFFFAOYSA-N

InChI

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

SMILES string

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

grade

purum

impurities

≤10% dichloromethane

bp

140-141 °C/720 mmHg (lit.)

mp

−22 °C (lit.)

density

1.085 g/mL at 25 °C (lit.)

storage temp.

2-8°C

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Application

New Diazoacetate Formulations

Other Notes

Reagent for the cyclopropanation of olefins

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

target_organs

Central nervous system

Storage Class

4.1B - Flammable solid hazardous materials

wgk

WGK 3

flash_point_f

116.6 °F - closed cup

flash_point_c

47 °C - closed cup

ppe

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

Regulatory Information

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Ramakant Gundu et al.
Drug development and industrial pharmacy, 46(3), 343-355 (2020-01-16)
Ondansetron HCl (OSH) is a 5-HT3 receptor antagonist indicated for the prevention of nausea and vomiting associated with radiotherapy (adults: 8 mg, t.i.d) and/or chemotherapy (adults: 8 mg, b.i.d to t.i.d) and prevention of postoperative nausea and/or vomiting (adults: 8 mg, b.i.d). In
Lian-Biao Zhao et al.
The Journal of organic chemistry, 72(26), 10276-10278 (2007-11-29)
Copper-catalyzed [4 + 1] cycloaddition reaction of alpha,beta-acetylenic ketones with alpha-diazo esters offers an efficient, direct route to highly substituted furans. The reaction conditions and the scope of the process are examined, and a possible mechanism is proposed.
Ying Chen et al.
The Journal of organic chemistry, 69(7), 2431-2435 (2004-03-31)
Vitamin B(12) derivatives were found for the first time to be general and efficient catalysts for asymmetric cyclopropanation of alkenes with ethyl diazoacetate (EDA). Among several common derivatives, aquocobalamin (B(12a)) was shown to be the most effective catalyst for a
Marianne Lenes Rosenberg et al.
The Journal of organic chemistry, 76(8), 2465-2470 (2011-03-19)
The performance of recently reported highly cis-diastereoselective Rh(I) cyclopropanation catalysts has been significantly improved by a systematic study of different reaction parameters (catalyst activation, solvent, temperature, stoichiometry). The catalyst efficiency and diastereoselectivity were enhanced by changing the activating agent from
E. Wenkert
Accounts of Chemical Research, 13, 27-27 (1980)
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