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174602

Sigma-Aldrich

Phenyl N-phenylphosphoramidochloridate

≥99%

Synonym(s):

N-Phenylphosphoramidochloridic acid phenyl ester

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About This Item

Linear Formula:
C6H5NHP(O)(Cl)OC6H5
CAS Number:
Molecular Weight:
267.65
EC Number:
MDL number:
UNSPSC Code:
12352002
PubChem Substance ID:
NACRES:
NA.22

assay

≥99%

form

solid

reaction suitability

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

mp

132-134 °C (lit.)

SMILES string

ClP(=O)(Nc1ccccc1)Oc2ccccc2

InChI

1S/C12H11ClNO2P/c13-17(15,14-11-7-3-1-4-8-11)16-12-9-5-2-6-10-12/h1-10H,(H,14,15)

InChI key

ZUQYQPGYEFBITH-UHFFFAOYSA-N

Application

Reactant for synthesis of:
  • Resin-immobilized actinide ligands
  • Carboxylic acid anhydrides and their derivatives
  • Thiadiaminooxopyrimidine derivatives for antitumor activity
  • Polyanhydrides via dehydrative coupling agents

Reactant for:
  • One-pot conversion of pyrimidinones to pyrimidines
  • Conversion to alkyl Ph diester

Catalyst for polymerization reactions

Involved in biological studies for chymotrypsin binding and inhibition

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Inhibition of chymotrypsin by phenyl N-phenyl-phosphoramidochloridate.
J Parkin et al.
Biochemical Society transactions, 20(3), 283S-283S (1992-08-01)

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