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160407 Sigma-Aldrich

Dibenzyl malonate

  • CAS Number 15014-25-2

  • Linear Formula CH2(CO2CH2C6H5)2

  • Molecular Weight 284.31

  •  Beilstein Registry Number 1998264

  •  EC Number 239-099-2

  •  MDL number MFCD00004779

  •  PubChem Substance ID 24849869

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Properties

Related Categories Building Blocks, C12 to C63, Carbonyl Compounds, Chemical Synthesis, Esters,
InChI Key   RYFCSKVXWRJEOB-UHFFFAOYSA-N
refractive index   n20/D 1.546(lit.)
bp   188 °C/0.2 mmHg(lit.)
density   1.137 g/mL at 25 °C(lit.)

Description

Packaging

10, 50 g in glass bottle

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.

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.

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
3
Flash Point(F) 
230 °F
Flash Point(C) 
110 °C

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Protocols & Articles
Peer-Reviewed Papers
15

References

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