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324124

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

95%, solid

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
NACRES:
NA.22
PubChem Substance ID:
24859425
UNSPSC Code:
12352005
MDL number:
MFCD00013353
Beilstein/REAXYS Number:
1311951
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Product Name

2-Chloro-1,3,2-benzodioxaphosphorin-4-one, 95%

Quality Level

200

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

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

signalword

Danger

hcodes

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

supp_hazards

EUH014

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
0000519547
0000519550
0000519550
0000519547
0000493340

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Cyclotriphosphate: A brief history, recent developments, and perspectives in synthesis
Bezold D, et al.
Chemistry?A European Journal , 26(11), 2298-2308 (2020)
Byun, H.-S.; Erukulla, R. K.; Bittman, R.
The Journal of Organic Chemistry, 59, 6495-6495 (1994)
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
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Global Trade Item Number

SKUGTIN
324124-5G04061833509463
324124-25G04061833509456