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Safety Information

D91071

Sigma-Aldrich

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:
1080-32-6
Molecular Weight:
228.22
EC Number:
214-097-4
MDL number:
MFCD00009078
UNSPSC Code:
12352108
PubChem Substance ID:
24894251
NACRES:
NA.22

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:
  • 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 Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

D91071-BULK:
D91071-25G:
D91071-VAR:
D91071-5G:
D91071-100G:

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Certificates of Analysis (COA)

Lot/Batch Number
STBK3692
STBH6688
STBG2838V
STBD0834V
S44714

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Ananya Thomas et al.
Polymers, 12(8) (2020-08-17)
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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