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D91071

Sigma-Aldrich

Diethyl benzylphosphonate

99%

Synonym(s):

(Diethoxyphosphonomethyl)benzene, Benzylphosphonic acid diethyl ester, NSC 62294

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€88.80
100 G
€203.00

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25 G
€88.80
100 G
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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

€88.80

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Quality Level

100

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

Related Categories

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

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Certificates of Analysis (COA)

Lot/Batch Number
STBL0767
STBK3692
STBH6688
STBG2838V
STBD0834V

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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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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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