| Identification | More | [Name]
DIBENZYL MALONATE | [CAS]
15014-25-2 | [Synonyms]
DIBENZYL MALONATE
MALONIC ACID DIBENZYL ESTER
Propanedioic acid, bis(phenylmethyl) ester
2,5-Dimethyl-3-Hezine-Diol
Dibenzylmalonateca
Malonic acid dibenzyl ester~Propanedioic acid dibenzyl ester
Dibenzyl malonate, tech., 90%
propanedioic acid dibenzyl ester
Malonic acid dibenzyl | [EINECS(EC#)]
239-099-2 | [Molecular Formula]
C17H16O4 | [MDL Number]
MFCD00004779 | [Molecular Weight]
284.31 | [MOL File]
15014-25-2.mol |
| Chemical Properties | Back Directory | [Appearance]
CLEAR YELLOWISH LIQUID | [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. ]
Refrigerator | [form ]
clear liquid | [pka]
11.65±0.46(Predicted) | [color ]
Colorless to Light yellow to Light orange | [Specific Gravity]
1.17 | [Water Solubility ]
Sparingly soluble in water; miscible in all proportions with ether and alcohol. | [BRN ]
1998264 | [InChI]
InChI=1S/C17H16O4/c18-16(20-12-14-7-3-1-4-8-14)11-17(19)21-13-15-9-5-2-6-10-15/h1-10H,11-13H2 | [InChIKey]
RYFCSKVXWRJEOB-UHFFFAOYSA-N | [SMILES]
C(OCC1=CC=CC=C1)(=O)CC(OCC1=CC=CC=C1)=O | [CAS DataBase Reference]
15014-25-2(CAS DataBase Reference) |
| Questions And Answer | Back Directory | [Preparation]
DIBENZYL MALONATE can be prepared by esterification of phenylethanol and maleic anhydride in the presence of an acid or base catalyst. |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H302-H315-H319-H335 | [Precautionary statements ]
P261-P305+P351+P338 | [Safety Statements ]
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [HS Code ]
29171910 | [Storage Class]
10 - Combustible liquids |
| Hazard Information | Back Directory | [Chemical Properties]
CLEAR YELLOWISH LIQUID | [Uses]
Dibenzyl 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 Description]
Direct 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 Methods]
Dissolve 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.] |
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