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
Beilstein:
774687
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
vapor density
5.52 (vs air)
vapor pressure
1 mmHg ( 40 °C)
grade
puriss.
Assay
≥99.0% (GC)
refractive index
n20/D 1.413 (lit.)
n20/D 1.413
bp
199 °C (lit.)
mp
−51-−50 °C (lit.)
density
1.055 g/mL at 25 °C (lit.)
SMILES string
CCOC(=O)CC(=O)OCC
InChI
1S/C7H12O4/c1-3-10-6(8)5-7(9)11-4-2/h3-5H2,1-2H3
InChI key
IYXGSMUGOJNHAZ-UHFFFAOYSA-N
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Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2
Storage Class Code
10 - Combustible liquids
WGK
WGK 1
Flash Point(F)
199.4 °F - closed cup
Flash Point(C)
93 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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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
Renhua Fan et al.
The Journal of organic chemistry, 72(15), 5905-5907 (2007-06-26)
A highly efficient, one-flask tandem Knoevenagel-Michael addition reaction of sulfonimines with diethyl malonate in the presence of a catalytic amount of base affords the corresponding arylidene dimalonates in good to excellent yields.
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
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
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