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377953

Sigma-Aldrich

2-Chlor-2-oxo-1,3,2-dioxaphospholan

Synonym(e):

2-Chlor-1,3,2-dioxaphospholan-2-oxid, Ethylen-cycl.-chlorphosphat

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About This Item

Empirische Formel (Hill-System):
C2H4ClO3P
CAS-Nummer:
Molekulargewicht:
142.48
Beilstein:
606582
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22

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Form

liquid

Qualitätsniveau

Verunreinigungen

<10% 2-Chloro-1,3,2-dioxaphospholane

Brechungsindex

n20/D 1.45 (lit.)

bp

89-91 °C/0.8 mmHg (lit.)

mp (Schmelzpunkt)

12-14 °C (neat) (lit.)

Dichte

1.55 g/mL at 25 °C (lit.)

Lagertemp.

−20°C

SMILES String

ClP1(=O)OCCO1

InChI

1S/C2H4ClO3P/c3-7(4)5-1-2-6-7/h1-2H2

InChIKey

SBMUNILHNJLMBF-UHFFFAOYSA-N

Allgemeine Beschreibung

2-Chloro-1,3,2-dioxaphospholane 2-oxide (COP) is a cyclic chlorophosphate reagent[1] that can be prepared from 2-chloro-1,3,2-dioxaphospholane by reacting with molecular oxygen [2].

2-Chloro-1,3,2-dioxaphospholane 2-oxide is used in esterification reactions for cyclic phosphate synthesis, also reacts with phenyl grignard reagents. [3] [4]

Anwendung

Phosphorylating agent used in the syntheses of phosphatidylcholines.[5][6]
Reactant for:
  • Synthesis of amino-functionalized hybrid hydrocarbon/fluorocarbon double-chain phospholipid
  • Synthesis of UV-polymerizable lipids via Chabrier reaction
  • Syntheses of block copolymers of poly(aliphatic ester) with clickable polyphosphoester
  • Imprinting molecular recognition sites on multiwalled carbon nanotubes surface for electrochemical detection of insulin in real samples
  • Synthesis of a zwitterionic silane
  • Synthesis of a core-shell-corona micelle stabilized by reversible cross-linkage for intracellular drug delivery

Piktogramme

Corrosion

Signalwort

Danger

H-Sätze

Gefahreneinstufungen

Eye Dam. 1 - Skin Corr. 1B

Zusätzliche Gefahrenhinweise

Lagerklassenschlüssel

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flammpunkt (°F)

>235.4 °F - closed cup

Flammpunkt (°C)

> 113 °C - closed cup

Persönliche Schutzausrüstung

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.

Die Dokumentenbibliothek aufrufen

Synthesis and tensioactive properties of PEO-b-polyphosphate copolymers
Stephanie V et al.
Royal Society of Chemistry Advances, 5, 27330-27337 (2015)
Toward the Efficient Synthesis of New Phosphopantothenate Derivatives by Using Chlorophosphate Reagents.
Pahor J, et al.
Synthesis, 48(21), 3763-3772 (2016)
Biomimetic honeycomb-structured surfaces formed from block copolymers incorporating acryloyl phosphorylcholine.
Stenzel MH and Davis TP.
Australian Journal of Chemistry, 56(10), 1035-1038 (2003)
Louis Moreau et al.
Journal of the American Chemical Society, 130(44), 14454-14455 (2008-10-15)
Supramolecular assembly formation resulting from molecular recognition between complementary nucleolipids has been visualized in real time at the micrometer scale.
Rong Yang et al.
Journal of controlled release : official journal of the Controlled Release Society, 289, 94-101 (2018-06-23)
Chemical permeation enhancers (CPEs) can enable antibiotic flux across the tympanic membrane. Here we study whether combinations of CPEs (sodium dodecyl sulfate, limonene, and bupivacaine hydrochloride) are synergistic and whether they could increase the peak drug flux. Synergy is studied

Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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