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389560

Sigma-Aldrich

Phenylphosphonic dichloride

technical grade, 90%

Synonyme(s) :

Benzenephosphonic dichloride, Benzenephosphonyl chloride, Phenyldichlorophosphine oxide, Phenylphosphonyl dichloride, Phenylphosphoryl dichloride, P,P-Dichlorophenylphosphine oxide

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100 ML
86.90 CHF
500 ML
332.00 CHF

86.90 CHF


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100 ML
86.90 CHF
500 ML
332.00 CHF

About This Item

Formule linéaire :
C6H5POCl2
Numéro CAS:
Poids moléculaire :
194.98
Beilstein:
1072240
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352106
ID de substance PubChem :
Nomenclature NACRES :
NA.22

86.90 CHF


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Devis pour commande en gros

Qualité

technical grade

Niveau de qualité

Essai

90%

Forme

liquid

Capacité de réaction

reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling

Pertinence de la réaction

reagent type: ligand

Indice de réfraction

n20/D 1.559 (lit.)

pb

258 °C (lit.)

Pf

3 °C (lit.)

Densité

1.375 g/mL at 25 °C (lit.)

Chaîne SMILES 

ClP(Cl)(=O)c1ccccc1

InChI

1S/C6H5Cl2OP/c7-10(8,9)6-4-2-1-3-5-6/h1-5H

Clé InChI

IBDMRHDXAQZJAP-UHFFFAOYSA-N

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Application

Phenylphosphonic dichloride (PPDC) is an organophosphorus compound with flame-retardant properties.[1]
It can be used:
  • In the synthesis of PBPP (3,9-diphenyl-3,9-dioxa-2,4,8,10-tetraoxa-3,9-diphosphaspiro-5,5-undecane), another organo-phosphorus flame retardant.[2]
  • As a reactant in the synthesis of perfluoroalkyl(phenyl)phosphinic acids from perfluoroalkyl Grignard reagents.[3]
  • As a starting material for the synthesis of benzoxazine monomer containing phenylphosphine oxide which can be polymerized via ring-opening polymerization.[4]
  • As a chlorinating agent for the conversion of thienopyrimidinedione into 4,6-dichlorothienopyrimidine.[5]

Pictogrammes

CorrosionExclamation mark

Mention d'avertissement

Danger

Mentions de danger

Classification des risques

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B - STOT SE 3

Organes cibles

Respiratory system

Risques supp

Code de la classe de stockage

8A - Combustible corrosive hazardous materials

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

399.2 °F

Point d'éclair (°C)

204 °C

Équipement de protection individuelle

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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Certificats d'analyse (COA)

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Les clients ont également consulté

Thermal degradation properties of wood reacted with diethylchlorophosphate or phenylphosphonic dichloride as potential flame retardants
Ellis WD, et al.
Wood and Fiber Science, 19(4), 439-445 (2007)
A study of the reaction of perfluoroalkyl Grignard reagents with phosphoryl chloride and phenylphosphonic dichloride
Hosein AI and Caffyn AJM
Dalton Transactions, 41(43), 13504-13508 (2012)
Synthesis and applications of biscyclic phosphorus flame retardants
Hoang D and Kim J
Polymer Degradation and Stability, 93(1), 36-42 (2008)
Thienopyrimidine-based P2Y12 platelet aggregation inhibitors
Kortum SW, et al.
Bioorganic & medicinal chemistry letters, 19(20), 5919-5923 (2009)
Synthesis, characterization and thermal degradation of functional benzoxazine monomers and polymers containing phenylphosphine oxide.
Choi S-W, et al.
Polymer Degradation and Stability, 91(5), 1166-1178 (2006)

Questions

1–2 of 2 Questions  
  1. 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

      Helpful?

  2. 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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