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Sigma-Aldrich

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

Sinonimo/i:

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

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5 G
127,00 €

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5 G
127,00 €

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

127,00 €


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Stato

liquid

Livello qualitativo

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

Categorie correlate

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


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Certificati d'analisi (COA)

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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)
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
Journal of the American Chemical Society, 115, 6600-6600 (1993)
Journal of the Chemical Society. Perkin Transactions 1, 2521-2521 (1993)

Domande

1–2 di 2 domande  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 risposta
    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

      Utile?

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

    1 risposta
    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

      Utile?

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