EMAIL THIS PAGE TO A FRIEND
160407 Sigma-Aldrich

Dibenzyl malonate

  • CAS Number 15014-25-2

  • Linear Formula CH2(CO2CH2C6H5)2

  • Molecular Weight 284.31

  •  Beilstein/REAXYS Number 1998264

  •  EC Number 239-099-2

  •  MDL number MFCD00004779

  •  PubChem Substance ID 24849869

  •  NACRES NA.22

Purchase

Properties

Related Categories Building Blocks, C12 to C63, Carbonyl Compounds, Chemical Synthesis, Esters,
Quality Level   100
refractive index   n20/D 1.546 (lit.)
bp   188 °C/0.2 mmHg (lit.)
density   1.137 g/mL at 25 °C (lit.)
SMILES string   O=C(CC(=O)OCc1ccccc1)OCc2ccccc2
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
InChI key   RYFCSKVXWRJEOB-UHFFFAOYSA-N

Description

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.

Application

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.

Packaging

10, 50 g in glass bottle

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
230.0 °F - closed cup
Flash Point(C) 
110 °C - closed cup

Meet Synthia - Retrosynthesis Sofware
Protocols & Articles
Peer-Reviewed Papers
15

References

Related Products

Technical Service:

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Bulk Ordering & Pricing:

Need larger quantities for your development, manufacturing or research applications?