63320
Diethyl malonate
puriss., ≥99.0% (GC)
Synonym(s):
Malonic acid diethyl ester
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About This Item
Linear Formula:
CH2(COOC2H5)2
CAS Number:
Molecular Weight:
160.17
EC Number:
203-305-9
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
774687
MDL number:
InChI key
IYXGSMUGOJNHAZ-UHFFFAOYSA-N
InChI
1S/C7H12O4/c1-3-10-6(8)5-7(9)11-4-2/h3-5H2,1-2H3
SMILES string
CCOC(=O)CC(=O)OCC
vapor density
5.52 (vs air)
vapor pressure
1 mmHg ( 40 °C)
grade
puriss.
assay
≥99.0% (GC)
bp
199 °C (lit.)
mp
−51-−50 °C (lit.)
density
1.055 g/mL at 25 °C (lit.)
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signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2
Storage Class
10 - Combustible liquids
wgk
WGK 1
flash_point_f
199.4 °F - closed cup
flash_point_c
93 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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Manganese(III)-catalyzed free radical reactions on trimetallic nitride endohedral metallofullerenes.
Chunying Shu et al.
Journal of the American Chemical Society, 129(50), 15710-15717 (2007-11-22)
The first reactions of trimetallic nitride templated endohedral metallofullerenes (TNT EMFs) with carbon radicals generated from diethyl malonate catalyzed by manganese(III) acetate are reported. Two methano monoadducts, Sc3N@C80-A and Sc3N@C80-B, were isolated and characterized. Sc3N@C80-A contains two ester moieties, whereas
Alessandro Marrone et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 15(43), 11537-11550 (2009-09-25)
The condensation of dialkyl beta-diesters with various aldehydes promoted by TiCl4 has been studied by DFT approaches and experimental methods, including NMR, IR and UV/Vis spectroscopy. Various possible reaction pathways have been investigated and their energy profiles evaluated to find
Shigeyuki Yamada et al.
Organic & biomolecular chemistry, 5(9), 1442-1449 (2007-04-28)
The addition of heteroaromatic lithium reagents 2 to a THF solution of perfluorocyclopentene (1) provided preferentially the corresponding monosubstituted products 5, while the addition of 1 to 2 effectively gave the 1,2-disubstituted products 6 in good to excellent yields. The
Lian Jin Liu et al.
Nucleosides, nucleotides & nucleic acids, 30(10), 784-797 (2011-10-05)
Novel 5'-norcarbocyclic adenosine phosphonic acid analogues with 6'-electropositive moiety such as spirocyclopropane were designed and synthesized from the commercially available diethylmalonate 5. Regioselective Mitsunobu reaction proceeded in the presence of an allylic functional group at a low reaction temperature in
Hua Li et al.
Nucleosides, nucleotides & nucleic acids, 29(8), 581-590 (2010-07-28)
This article describes a very simple route for synthesizing novel lipophilic phosphonate bis(t-bu-SATE) prodrugs of acyclic cyclopentenylated nucleosides such as adenine 17 and cytosine 18. The key intermediate 6 was constructed via a ring-closing metathesis of compound 5, which could
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