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324124

Sigma-Aldrich

2-Chloro-1,3,2-benzodioxaphosphorin-4-one

95%

Synonym(s):

SalPCl, Salicyl chlorophosphite

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About This Item

Empirical Formula (Hill Notation):
C7H4ClO3P
CAS Number:
5381-99-7
Molecular Weight:
202.53
Beilstein:
1311951
MDL number:
MFCD00013353
UNSPSC Code:
12352005
PubChem Substance ID:
24859425
NACRES:
NA.22

Assay

95%

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
reagent type: ligand

bp

127-128 °C/11 mmHg (lit.)

mp

36-40 °C (lit.)

functional group

phosphine

storage temp.

2-8°C

SMILES string

ClP1OC(=O)c2ccccc2O1

InChI

1S/C7H4ClO3P/c8-12-10-6-4-2-1-3-5(6)7(9)11-12/h1-4H

InChI key

BVOITXUNGDUXRW-UHFFFAOYSA-N

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Application

2-Chloro-1,3,2-benzodioxaphosphorin-4-one is used as a reagent:
  • In the phosphorylation and phosphitylation of alcohols.
  • In the formation of H-phosphonates which are commonly utilized in the synthesis of nucleotides.
  • To synthesize nucleoside triphosphates by treating with acyl protected nucleoside.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Supplementary Hazards

EUH014

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

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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Tetrahedron Letters, 40, 8969-8969 (1999)
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