00420
Ethyl acetoacetate
≥98.0% (GC)
Synonym(s):
Acetoacetic ester
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About This Item
Linear Formula:
CH3COCH2COOC2H5
CAS Number:
Molecular Weight:
130.14
UNSPSC Code:
12352100
PubChem Substance ID:
eCl@ss:
39022303
EC Number:
205-516-1
Beilstein/REAXYS Number:
385838
MDL number:
InChI key
XYIBRDXRRQCHLP-UHFFFAOYSA-N
InChI
1S/C6H10O3/c1-3-9-6(8)4-5(2)7/h3-4H2,1-2H3
SMILES string
CCOC(=O)CC(C)=O
vapor density
4.48 (vs air)
vapor pressure
1 mmHg ( 28.5 °C)
assay
≥98.0% (GC)
autoignition temp.
580 °F
expl. lim.
9.5 %
refractive index
n20/D 1.419
bp
181 °C (lit.)
mp
−43 °C (lit.)
density
1.029 g/mL at 20 °C (lit.)
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Storage Class
10 - Combustible liquids
wgk
WGK 1
flash_point_f
164.3 °F - closed cup
flash_point_c
73.5 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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Debasish Bandyopadhyay et al.
Molecules (Basel, Switzerland), 17(3), 2643-2662 (2012-03-07)
The classical Hantzsch reaction is one of the simplest and most economical methods for the synthesis of biologically important and pharmacologically useful 1,4-dihydropyridine derivatives. Bismuth nitrate pentahydrate under microwave irradiation is proven to act as a very efficient catalyst for
Junguo Xin et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 14(10), 3177-3181 (2008-02-05)
An enantioselective Biginelli reaction that proceeds by a dual-activation route has been developed by using a combined catalyst of a readily available trans-4-hydroxyproline-derived secondary amine and a Brønsted acid. Aromatic, heteroaromatic, and fused-ring aldehydes were found to be suitable substrates
Hassan Valizadeh et al.
Molecular diversity, 15(1), 233-237 (2010-07-24)
In this study, a three-component one-pot synthesis of select 5-amino-6-cyano-3-hydroxybenzo[c]coumarin compounds derived from salicylaldehydes, malononitrile, and ethyl acetoacetate is reported. The reaction is conducted on grinding over MgO at room temperature resulting in good yields.
Gui-Rong Qu et al.
Organic letters, 11(8), 1745-1748 (2009-03-20)
A novel approach to the synthesis of purines bearing functionalized carbon substituents or methyl in position 6 was developed. Under different reaction conditions, 6-halopurine derivatives could react with ethyl acetoacetate efficiently to yield 2-(purin-6-yl)acetoacetic acid ethyl esters, (purin-6-yl)acetates and 6-methylpurines
Arne T Dickschat et al.
Chemical communications (Cambridge, England), 49(22), 2195-2197 (2013-02-09)
Bifunctional mesoporous silica nanoparticles (MSNs) bearing Pd-complexes and additional basic sites were prepared and tested as cooperative active catalysts in the Tsuji-Trost allylation of ethyl acetoacetate. Functionalization of the MSNs was realized by postmodification using click-chemistry. The selectivity of mono
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