Skip to Content
Merck
All Photos(2)

Documents

324124

Sigma-Aldrich

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

95%

Synonym(s):

SalPCl, Salicyl chlorophosphite

Sign Into View Organizational & Contract Pricing
All Photos(2)

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

Looking for similar products? Visit Product Comparison Guide

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 1

1 of 1

Tributylamine puriss. p.a., ≥99.0% (GC)

Sigma-Aldrich

90780

Tributylamine

Jacek Stawinski et al.
Accounts of chemical research, 35(11), 952-960 (2002-11-20)
The biological importance and practical significance of phosphate esters and their analogues have been the major driving forces for research in various areas of synthetic organic phosphorus chemistry. In this Account, the authors' studies on the development of a comprehensive
Byun, H.-S.; Erukulla, R. K.; Bittman, R.
The Journal of Organic Chemistry, 59, 6495-6495 (1994)
2-Chloro-4H-1, 3, 2-benzodioxaphosphorin-4-one
Ranganathan K
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2001)
Buhr, C. A.; Matteucci, M. D.; Froehler, B. C.
Tetrahedron Letters, 40, 8969-8969 (1999)
Cyclotriphosphate: A brief history, recent developments, and perspectives in synthesis
Bezold D, et al.
Chemistry?A European Journal , 26(11), 2298-2308 (2020)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service