377953

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

• Synonyme(s) : 2-Chloro-2-oxo-1,3,2-dioxaphospholane, Ethylene glycol chlorophosphate
• Formule empirique (notation de Hill): C₂H₄ClO₃P
• Numéro CAS: 6609-64-9
• Poids moléculaire : 142.48
• Numéro Beilstein : 606582
• Numéro CE : 229-560-6
• Numéro MDL: MFCD00043138
• Code UNSPSC : 12352100
• ID de substance PubChem : 24863533
• Nomenclature NACRES : NA.22

Propriétés

• Forme: liquid
• Impuretés: <10% 2-Chloro-1,3,2-dioxaphospholane
• Indice de réfraction: n20/D 1.45 (lit.)
• Point d'ébullition: 89-91 °C/0.8 mmHg (lit.)
• Pf: 12-14 °C (neat) (lit.)
• Densité: 1.55 g/mL at 25 °C (lit.)
• Température de stockage: −20°C
• Chaîne SMILES: ClP1(=O)OCCO1
• InChI: 1S/C2H4ClO3P/c3-7(4)5-1-2-6-7/h1-2H2
• Clé InChI: SBMUNILHNJLMBF-UHFFFAOYSA-N

Description

Description générale

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

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

Application

2-Chloro-1,3,2-dioxaphospholane 2-oxide may be used in the synthesis of:

• 2-methacryloyloxyethylphosphorylcholine
• miltefosine (hexadecylphosphocholine, MT) analogs
• phosphoric acid 2-trimethylamino-ethyl ester undec-10-enyl ester
• uridine nucleolipid, (2′,3′-O-16-hentriacontanyliden-uridine-5′-phosphocholine, PUPC)
• adenosine nucleoamphiphile, (2′,3′-O-16-hentriacontanyliden-adenosine-5′-phosphocholine, PAPC)
• structurally related phospholipids which are either conformationally restricted or flexible
• phosphatidylcholines

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

Informations sur la sécurité

• Pictogrammes: GHS05
• Mention d'avertissement: Danger
• Mentions de danger: H314
• Conseils de prudence: P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363 - P405
• Classification des risques: Eye Dam. 1 - Skin Corr. 1B
• Risques supp: EUH014,EUH029
• Code de la classe de stockage: 8A - Combustible corrosive hazardous materials
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): >235.4 °F - closed cup
• Point d'éclair (°C): > 113 °C - closed cup
• Équipement de protection individuelle: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter