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W237507

Sigma-Aldrich

Diethyl malonate

≥98%, FG

Synonym(s):

Malonic acid diethyl ester

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About This Item

Linear Formula:
CH2(COOC2H5)2
CAS Number:
105-53-3
Molecular Weight:
160.17
FEMA Number:
2375
Beilstein:
774687
EC Number:
203-305-9
Council of Europe no.:
2106
MDL number:
MFCD00009195
UNSPSC Code:
12164502
PubChem Substance ID:
24901030
Flavis number:
9.490
NACRES:
NA.21

biological source

synthetic

grade

FG
Halal

Agency

meets purity specifications of JECFA

reg. compliance

EU Regulation 1334/2008 & 178/2002
FDA 21 CFR 117
FDA 21 CFR 172.515

vapor density

5.52 (vs air)

vapor pressure

1 mmHg ( 40 °C)

Assay

≥98%

refractive index

n20/D 1.413 (lit.)

bp

199 °C (lit.)

mp

−51-−50 °C (lit.)

density

1.055 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

Organoleptic

apple; green; fruity; sweet

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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General description

Diethyl malonate is an active methylene compound that can be used as a flavoring agent in the food industry.

Application


  • Synthesis and biological activities of novel structural analogues of 2-arachidonoylglycerol, an endogenous cannabinoid receptor ligand.: This study by Suhara et al. focuses on the synthesis of novel structural analogues of 2-arachidonoylglycerol, an endogenous ligand for cannabinoid receptors. The research highlights the utilization of diethyl malonate in the synthesis process, emphasizing its importance in creating biologically active compounds with potential therapeutic applications in modulating cannabinoid receptor activity (Suhara et al., 2001).

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Encyclopedia of Food and Color Additives, 1, 818-818 (1997)
Encyclopedia of Food and Color Additives, 1, 818-818 (1997)
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
Sau Fan Yip et al.
Organic letters, 9(17), 3469-3472 (2007-07-20)
An effective method in targeting alpha-aryl malonates is reported. In the presence of a catalytic amount of 2-picolinic acid and CuI, the coupling of aryl iodides with diethyl malonate proceeds smoothly even at room temperature. The high levels of functional
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
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