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P22389

Sigma-Aldrich

Phenyl dichlorophosphate

≥95%

Synonym(s):

Phenyl phosphodichloridate, Phenyl phosphorodichloridate, Phenyl phosphoryl dichloride

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About This Item

Linear Formula:
C6H5OP(O)Cl2
CAS Number:
Molecular Weight:
210.98
Beilstein:
511863
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level

Assay

≥95%

refractive index

n20/D 1.523 (lit.)

bp

241-243 °C (lit.)

density

1.412 g/mL at 25 °C (lit.)

SMILES string

ClP(Cl)(=O)Oc1ccccc1

InChI

1S/C6H5Cl2O2P/c7-11(8,9)10-6-4-2-1-3-5-6/h1-5H

InChI key

TXFOLHZMICYNRM-UHFFFAOYSA-N

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Application

Reagent for the preparation of phosphate diesters.[1]

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

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The Journal of Organic Chemistry, 53, 2077-2077 (1988)
Chun-Wei Kuo et al.
Molecules (Basel, Switzerland), 17(11), 13662-13672 (2012-11-22)
Upon treatment with phenyl dichlorophosphate (PhOP=OCl(2)) in acetonitrile at ambient temperature, a variety of ketoximes underwent a Beckmann rearrangement in an effective manner to afford the corresponding amides in moderate to high yields.
Xiaoming Zhou et al.
Chemosphere, 235, 163-168 (2019-07-01)
Two novel phosphorus-containing copolyesters were synthesized by direct polycondensation reaction of phenyl dichlorophosphate, 1,4-succinic acid and 1,4-butanediol using stannous chloride (SnCl2) and 4-Methylbenzenesulfonic acid as catalyst, and its chemical structures were identified by 1H and 31P nuclear magnetic resonances (1H
Yvan Ecochard et al.
Molecules (Basel, Switzerland), 24(9) (2019-05-15)
Epoxy materials have attracted attention for many applications that require fireproof performance; however, the utilization of hazardous reagents brings about potential damage to human health. Eugenol and cardanol are renewable, harmless resources (according to ECHA) that allow the achievement of
R M Dawson et al.
Analytical biochemistry, 170(2), 451-455 (1988-05-01)
An improved method for assaying carbamylated acetylcholinesterase is described which has substantial benefits over current methods. Acetylcholinesterase was carbamylated with neostigmine and diluted extensively into buffer to allow decarbamylation to occur. At various times, phenyldichlorophosphate was added to the mixture

Questions

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

    1 answer
    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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