D91071
Diethyl benzylphosphonate
99%
Synonym(s):
(Diethoxyphosphonomethyl)benzene, Benzylphosphonic acid diethyl ester, NSC 62294
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About This Item
Linear Formula:
C6H5CH2P(O)(OC2H5)2
CAS Number:
Molecular Weight:
228.22
EC Number:
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
assay
99%
form
liquid
reaction suitability
reaction type: C-C Bond Formation
refractive index
n20/D 1.497 (lit.)
bp
106-108 °C/1 mmHg (lit.)
density
1.095 g/mL at 25 °C (lit.)
SMILES string
CCOP(=O)(Cc1ccccc1)OCC
InChI
1S/C11H17O3P/c1-3-13-15(12,14-4-2)10-11-8-6-5-7-9-11/h5-9H,3-4,10H2,1-2H3
InChI key
AIPRAPZUGUTQKX-UHFFFAOYSA-N
Application
Reactant for synthesis of:
Reactant for:
- 3,5-dihydroxy-4-isopropylstilbene for treatment of skin disorders
- Natural cytotoxic marine products of polyketide origin via intramolecular Diels-Alder reactions
- Stilbenes via on-column oxidation of vicinal diols and Horner-Emmons reactions
- Inhibitors of teh Wnt pathway for colon cancer repression using Wadsworth-Emmons reactions
- Antimalarial drug analogs against P. falciparum
Reactant for:
- Cyclization of aryl ethers, amines, and amides
- Investigating the effects of functional groups on the performance of clue organic LEDs
Storage Class
10 - Combustible liquids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves
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As a part of our ongoing investigations on passively fire protecting polymeric materials, we have been employing both reactive and additive routes involving phosphorus-containing compounds. These included inorganic and organic substances, and in the latter case, the phosphorus-bearing groups differed
Jack Saltiel et al.
Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology, 18(9), 2174-2179 (2019-05-28)
cis,trans-1,2-Dideuterio-1,4-diphenyl-1,3-butadiene (ct-DPBd2) was synthesized and its cis-trans photoisomerization in cyclohexane-d12 (C6D12) at room temperature was monitored by 1H NMR spectroscopy. The results reveal formation of only trans,trans-1,2-dideuterio-1,4-diphenyl-1,3-butadiene (tt-DPBd2). The failure to detect formation of trans,cis-1,2-dideuterio-1,4-diphenyl-1,3-butadiene (tc-DPBd2) eliminates the possibility that
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