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155764

Sigma-Aldrich

o-Phenylene phosphorochloridite

97%

Synonym(s):

2-Chloro-1,3,2-benzodioxaphosphole, o-Phenylene chlorophosphite, Chloro(1,2-phenylenedioxy)phosphine, Cyclic o-phenylene phosphorochloridite, Phosphorochloridous acid orthophenylene ester, Pyrocatechol phosphoryl chloride

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About This Item

Empirical Formula (Hill Notation):
C6H4ClO2P
CAS Number:
Molecular Weight:
174.52
Beilstein:
135455
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

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

refractive index

n20/D 1.571 (lit.)

bp

80 °C/20 mmHg (lit.)

mp

30-35 °C (lit.)

density

1.466 g/mL at 25 °C (lit.)

SMILES string

ClP1Oc2ccccc2O1

InChI

1S/C6H4ClO2P/c7-10-8-5-3-1-2-4-6(5)9-10/h1-4H

InChI key

YUJYEGDMJZHLMY-UHFFFAOYSA-N

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Application

  • Catalyst in synthesis of bakkane sesquiterpenes
  • Reactant in reversible halogen-halogen ligand substitution at room temperature, and in irreversible halogen-O substitution at higher temperatures
  • Reactant in preparation of gold(I) trimethoxybenzonitrile phosphine isolated precatalysts
  • Reactant for preparation of pyrroles by TMSOTf-catalyzed Arbuzov reaction
  • Phosphorylation agent
  • Reactant for reparation of vinyl-substituted spirophosphoranes and vinylphosphonates via Markovnikov addition

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Skin Corr. 1B

WGK

WGK 3

Flash Point(F)

230.0 °F

Flash Point(C)

110 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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