Search
Element Search
Structure Search
Thermo Scientific Chemicals
Dibenzyl malonate, 95%
CAS: 15014-25-2 | C17H16O4 | 284.311 g/mol
Have Questions?
Change view
Catalog number A10844.30
also known as A10844-30
Price (EUR)
592,00
Each
Quantity:
250 g
Price (EUR)
592,00
Each
Chemical Identifiers
CAS15014-25-2
IUPAC Name1,3-dibenzyl propanedioate
Molecular FormulaC17H16O4
InChI KeyRYFCSKVXWRJEOB-UHFFFAOYSA-N
SMILESO=C(CC(=O)OCC1=CC=CC=C1)OCC1=CC=CC=C1
View more
Specifications
Specification Sheet
Specification SheetAppearance (Color)Clear colorless to pale yellow
Refractive Index1.5395-1.5455 @ 20?C
Assay (GC)≥94.0%
FormLiquid
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.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
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.
Solubility
Sparingly soluble in water; miscible in all proportions with ether and alcohol.
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.
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.
Solubility
Sparingly soluble in water; miscible in all proportions with ether and alcohol.
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.
RUO – Research Use Only
General 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).