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15014-25-2 - Dibenzyl malonate, 95% - Malonic acid dibenzyl ester - Propanedioic acid dibenzyl ester - A10844 - Alfa Aesar

A10844 Dibenzyl malonate, 95%

CAS Number
15014-25-2
Synonyms
Malonic acid dibenzyl ester
Propanedioic acid dibenzyl ester

Size Price ($) Quantity Availability
10g 47.28
50g 163.40
250g 576.46
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Dibenzyl malonate, 95%

MDL
MFCD00004779
EINECS
239-099-2

Chemical Properties

Formula
C17H16O4
Formula Weight
284.31
Boiling Point
188°/0.2mm
Flash Point
>110°(230°F)
Density
1.137
Refractive Index
1.5440
Solubility
Sparingly soluble in water; miscible in all proportions with ether and alcohol.

Applications

Dibenzyl malonate is used in the preparation of tetraethyl 3,3-bis(benzyloxycarbonyl)propylene bisphosphonate. It was also used in the preparation of benzyl umbelliferone-3-carboxylate via Knoevenagel condensation with 2,4-dihydroxybezaldehyde. It is a useful alternative to Diethyl­ malonate.

Notes

Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage. Incompatible with oxidizing agents.

Literature References

So-Young Park.; Hiroyuki Morimoto.; Shigeki Matsunaga.; Masakatsu Shibasaki. A novel iron (III)-PVC membrane potentiomeric sensor based on N-(2-hydroxyethyl)ethylenediamine-N,N',N"-triacetic acid. Materials Science and Engineering: C. 2008, 28, (8), 1551-1555.

Hassan Ali Zamani.; Mohammad Taghi Hamed-Mosavian.;Elham Hamidfar.; Mohammad Reza Ganjali.; Parviz Norouzi. Catalytic asymmetric Michael reactions of dibenzyl malonate to α,β-unsaturated N-acylpyrroles using a La(O-iPr)3/Ph-linked-BINOL complex. Tetrahedron Letters. 2007, 48, (16), 2815-2818.

Useful alternative to Diethyl­ malonate, A15468, since the ester groups can be removed by hydrogenolysis: J. Am. Chem. Soc., 85, 1409 (1963); J. Chem. Soc., 325 (1950).

Other References

Beilstein
1998264
Harmonized Tariff Code
2917.19
TSCA
No

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