DIBENZYL MALONATE

DIBENZYL MALONATE Basic information
Product Name:DIBENZYL MALONATE
Synonyms:Propanedioic acid, bis(phenylmethyl) ester;Dibenzyl malonate, tech., 90%;propanedioic acid dibenzyl ester;2,5-Dimethyl-3-Hezine-Diol;Dibenzylmalonateca;Malonic acid dibenzyl ester~Propanedioic acid dibenzyl ester;DIBENZYL MALONATE;Dibenzyl malonate,90%,tech.
CAS:15014-25-2
MF:C17H16O4
MW:284.31
EINECS:239-099-2
Product Categories:Building Blocks;C12 to C63;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks;C12 to C63;Carbonyl Compounds;Esters
Mol File:15014-25-2.mol
DIBENZYL MALONATE Structure
DIBENZYL MALONATE Chemical Properties
Boiling point 188 °C/0.2 mmHg (lit.)
density 1.137 g/mL at 25 °C (lit.)
refractive index n20/D 1.546(lit.)
Fp >230 °F
storage temp. Sealed in dry,Room Temperature
pka11.65±0.46(Predicted)
form clear liquid
color Colorless to Light yellow to Light orange
Specific Gravity1.17
Water Solubility Sparingly soluble in water; miscible in all proportions with ether and alcohol.
BRN 1998264
InChIKeyRYFCSKVXWRJEOB-UHFFFAOYSA-N
CAS DataBase Reference15014-25-2(CAS DataBase Reference)
Safety Information
Safety Statements 23-24/25
WGK Germany 3
HS Code 29171910
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
DIBENZYL MALONATE Usage And Synthesis
Chemical PropertiesCLEAR YELLOWISH LIQUID
UsesDibenzyl malonate was 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.
General DescriptionDirect asymmetric reaction of dibenzyl malonate with N-tert-butoxycarbonyl aldimines in the presence of Yb(OTf)3 and iPr-pybox (pybox = pyridine bisoxazoline) complexes has been investigated.
Purification MethodsDissolve the ester in toluene, wash it with aqueous NaHCO3, H2O, dry over MgSO4, filter, evaporate and distil it at high vacuum. [Ginsburg & Pappo J Am Chem Soc 75 1094 1953, Baker et al. J Org Chem 17 77 1952, Beilstein 6 IV 2270.]
DIBENZYL MALONATE Preparation Products And Raw materials
Raw materialsBENZYL METHYL MALONATE-->Dimethyl malonate-->Benzyl alcohol
Diisopropyl malonate Ethyl potassium malonate TERT-BUTYL ETHYL MALONATE Di-tert-Butyl malonate 1-Methoxy-2-propanol 3-tert-Butoxy-3-oxopropanoic acid Dimethyl malonate p-Cresol Maleic acid ricinoleate MALONIC ACID BIS(4-NITROBENZYL) ESTER FMOC-DL-GLA(OBZL)2-OH DIBENZYL MALONATE FMOC-L-GLA(OBZL)2-OH BOC-L-GLA(OBZL)2-OH FMOC-D-GLA(OBZL)2-OH BOC-D-GLA(OBZL)2-OH BOC-DL-GLA(OBZL)2-OH DIBENZYL MALONATE, (MALONIC ACID DIBENZYL ESTER)

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