Passa al contenuto
Merck
Tutte le immagini(1)

Documenti fondamentali

377953

Sigma-Aldrich

2-Chloro-1,3,2-dioxaphospholane 2-oxide

Sinonimo/i:

2-Chloro-2-oxo-1,3,2-dioxaphospholane, Ethylene glycol chlorophosphate

Autenticatiper visualizzare i prezzi riservati alla tua organizzazione & contrattuali

Scegli un formato

5 G
CHF 141.00

CHF 141.00


Check Cart for Availability

Richiedi un ordine bulk

Scegli un formato

Cambia visualizzazione
5 G
CHF 141.00

About This Item

Formula empirica (notazione di Hill):
C2H4ClO3P
Numero CAS:
Peso molecolare:
142.48
Beilstein:
606582
Numero CE:
Numero MDL:
Codice UNSPSC:
12352100
ID PubChem:
NACRES:
NA.22

CHF 141.00


Check Cart for Availability

Richiedi un ordine bulk

Stato

liquid

Impurezze

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

Indice di rifrazione

n20/D 1.45 (lit.)

P. ebollizione

89-91 °C/0.8 mmHg (lit.)

Punto di fusione

12-14 °C (neat) (lit.)

Densità

1.55 g/mL at 25 °C (lit.)

Temperatura di conservazione

−20°C

Stringa SMILE

ClP1(=O)OCCO1

InChI

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

Descrizione generale

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]

Applicazioni

2-Chloro-1,3,2-dioxaphospholane 2-oxide may be used in the synthesis of:
  • 2-methacryloyloxyethylphosphorylcholine[5]
  • miltefosine (hexadecylphosphocholine, MT) analogs[6]
  • phosphoric acid 2-trimethylamino-ethyl ester undec-10-enyl ester[7]
  • uridine nucleolipid, (2′,3′-O-16-hentriacontanyliden-uridine-5′-phosphocholine, PUPC)[8]
  • adenosine nucleoamphiphile, (2′,3′-O-16-hentriacontanyliden-adenosine-5′-phosphocholine, PAPC)[8]
  • structurally related phospholipids which are either conformationally restricted or flexible[9]
  • phosphatidylcholines[10][11]
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

Pittogrammi

Corrosion

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

Eye Dam. 1 - Skin Corr. 1B

Rischi supp

Codice della classe di stoccaggio

8A - Combustible corrosive hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

>235.4 °F - closed cup

Punto d’infiammabilità (°C)

> 113 °C - closed cup

Dispositivi di protezione individuale

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


Scegli una delle versioni più recenti:

Certificati d'analisi (COA)

Lot/Batch Number

Non trovi la versione di tuo interesse?

Se hai bisogno di una versione specifica, puoi cercare il certificato tramite il numero di lotto.

Possiedi già questo prodotto?

I documenti relativi ai prodotti acquistati recentemente sono disponibili nell’Archivio dei documenti.

Visita l’Archivio dei documenti

Phospholipid based polymer as drug release coating for cardiovascular device.
Xu J-P, et al.
Eur. Polymer J., 40(2), 291-298 (2004)
Journal of the American Chemical Society, 115, 6600-6600 (1993)
Zwitterionic SAMs that resist nonspecific adsorption of protein from aqueous buffer.
Holmlin RE, et al.
Langmuir, 17(9) (2001)
Journal of the Chemical Society. Perkin Transactions 1, 2521-2521 (1993)
Nucleophilic transformations of cyclic phosphate triesters
Nissan A et al.
Tetrahedron Letters, 45, 8003-8006 (2004)

Questions

1–2 of 2 Questions  
  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

      Helpful?

  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

      Helpful?

Reviews

No rating value

Active Filters

Il team dei nostri ricercatori vanta grande esperienza in tutte le aree della ricerca quali Life Science, scienza dei materiali, sintesi chimica, cromatografia, discipline analitiche, ecc..

Contatta l'Assistenza Tecnica.