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391220

Sigma-Aldrich

2-Chloro-1,3,2-dioxaphospholane

97%

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Synonym(s):
Cyclic ethylene chlorophosphite, Cyclic ethylene phosphorochloridite, Ethylene chlorophosphite, Ethylene glycol chlorophosphite
Empirical Formula (Hill Notation):
C2H4ClO2P
CAS Number:
822-39-9
Molecular Weight:
126.48
Beilstein:
506179
EC Number:
212-499-4
MDL number:
MFCD00014511
UNSPSC Code:
12352005
PubChem Substance ID:
24864368
NACRES:
NA.22

Quality Level

200

Assay

97%

form

liquid

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

refractive index

n20/D 1.489 (lit.)

bp

62 °C/20 mmHg (lit.)

density

1.422 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

ClP1OCCO1

InChI

1S/C2H4ClO2P/c3-6-4-1-2-5-6/h1-2H2

InChI key

OLSFRDLMFAOSIA-UHFFFAOYSA-N

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Application

Phosphitylating agent used in the synthesis of phosphocholines and spirophosphoranes.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H314,H335

Hazard Classifications

Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

Supplementary Hazards

EUH014

WGK

WGK 3

Flash Point(F)

186.8 °F

Flash Point(C)

86 °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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Rec. Trav. Chim., 113, 293-293 (1994)
Tetrahedron Letters, 35, 5783-5783 (1994)
Xue Wan et al.
Biomolecules, 9(12) (2019-12-11)
Effective valorization of lignin is crucial to achieve a sustainable, economic and competitive biorefinery of lignocellulosic biomass. In this work, an integrated process was proposed based on a concentrated phosphoric acid plus hydrogen peroxide (PHP) pretreatment to simultaneously facilitate cellulose
Ilkoo Noh et al.
Journal of controlled release : official journal of the Controlled Release Society, 320, 283-292 (2020-01-27)
Image-guided therapy, combined with imaging and therapeutic action, forms an attractive system because it can induce outstanding effects at focused locations. However, the conventional liposomes-based system cannot figure in therapeutic or imaging roles themselves, thereby causing the disadvantage of their
Fritz Sieber et al.
Phosphorus, sulfur, and silicon and the related elements, 180(3-4), 647-657 (2006-02-24)
Elemental selenium generated by the photobleaching of selenomerocyanine dyes forms conjugates with serum albumin and serum lipoproteins that are toxic to leukemia and selected solid tumor cells but well tolerated by normal CD34-positive hematopoietic stem and progenitor cells. Serum albumin

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