All Photos(2)
Linear Formula:
CH2(CO2CH2C6H5)2
CAS Number:
Molecular Weight:
284.31
Beilstein:
1998264
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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form
liquid
Quality Level
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
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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.
WGK
WGK 3
Flash Point(F)
closed cup
Flash Point(C)
closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Synthesis of bone-targeted oestrogenic compounds for the inhibition of bone resorption.
Bulman Page PC, et al.
Tetrahedron, 57(9), 1837-1847 (2001)
J D Perry et al.
Journal of applied microbiology, 101(5), 977-985 (2006-10-17)
Enzyme substrates based on 4-methylumbelliferone are widely used for the detection of Escherichia coli and enterococci in water, by detection of beta-glucuronidase and beta-glucosidase activity respectively. This study aimed to synthesize and evaluate novel umbelliferone-based substrates with improved sensitivity for
Babak Karimi et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 19(31), 10142-10145 (2013-06-22)
Go Mannich! A highly efficient and enantioselective method for the direct asymmetric reaction of dibenzyl malonate with N-tert-butoxycarbonyl aldimines in the presence of Yb(OTf)3 and iPr-pybox complexes is described (see scheme; pybox = pyridine bisoxazoline).
Prerana D Tomke et al.
Ultrasonics sonochemistry, 38, 496-502 (2017-06-22)
Poly (ethylene glutarate), poly (ethylene malonate) and poly (ethylene phthalate), were enzymatically synthesized by immobilized Candida antarctica lipase B in solvent free conditions. The synthesis of these polyesters was based on the ester-ester exchange reaction between ethylene glycol diacetate and
Riin Rebane et al.
Journal of chromatography. A, 1390, 62-70 (2015-03-12)
Derivatization is one of the most common ways for improving chromatographic separation and sensitivity for LC-ESI-MS analysis. The aim of this work was to design new derivatization reagents for LC-ESI-MS analysis of amino acids which would (1) provide good reversed
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