377953
2-Chloro-1,3,2-dioxaphospholane 2-oxide
Synonym(s):
2-Chloro-2-oxo-1,3,2-dioxaphospholane, Ethylene glycol chlorophosphate
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About This Item
Empirical Formula (Hill Notation):
C2H4ClO3P
CAS Number:
Molecular Weight:
142.48
Beilstein:
606582
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
form
liquid
Quality Level
impurities
<10% 2-Chloro-1,3,2-dioxaphospholane
refractive index
n20/D 1.45 (lit.)
bp
89-91 °C/0.8 mmHg (lit.)
mp
12-14 °C (neat) (lit.)
density
1.55 g/mL at 25 °C (lit.)
storage temp.
−20°C
SMILES string
ClP1(=O)OCCO1
InChI
1S/C2H4ClO3P/c3-7(4)5-1-2-6-7/h1-2H2
InChI key
SBMUNILHNJLMBF-UHFFFAOYSA-N
Related Categories
General description
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.
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
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Dam. 1 - Skin Corr. 1B
Supplementary Hazards
Storage Class Code
8A - Combustible corrosive hazardous materials
WGK
WGK 3
Flash Point(F)
>235.4 °F - closed cup
Flash Point(C)
> 113 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Toward the Efficient Synthesis of New Phosphopantothenate Derivatives by Using Chlorophosphate Reagents.
Pahor J, et al.
Synthesis, 48(21), 3763-3772 (2016)
Synthesis and tensioactive properties of PEO-b-polyphosphate copolymers
Stephanie V et al.
Royal Society of Chemistry Advances, 5, 27330-27337 (2015)
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)
Journal of the Chemical Society. Perkin Transactions 1, 2521-2521 (1993)
Journal of the American Chemical Society, 115, 6600-6600 (1993)
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