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About This Item
Empirical Formula (Hill Notation):
C2H4ClO3P
CAS Number:
Molecular Weight:
142.48
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
229-560-6
Beilstein/REAXYS Number:
606582
MDL number:
InChI key
SBMUNILHNJLMBF-UHFFFAOYSA-N
InChI
1S/C2H4ClO3P/c3-7(4)5-1-2-6-7/h1-2H2
SMILES string
ClP1(=O)OCCO1
form
liquid
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
Quality Level
Related Categories
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
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.
signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1 - Skin Corr. 1B
supp_hazards
Storage Class
8A - Combustible corrosive hazardous materials
wgk
WGK 3
flash_point_f
>235.4 °F - closed cup
flash_point_c
> 113 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
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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)
Xue Jiang et al.
Nanomaterials (Basel, Switzerland), 9(2) (2019-02-16)
An efficient strategy for growing thermo-sensitive polymers from the surface of exfoliated graphene oxide (GO) is reported in this article. GO sheets with hydroxyls and epoxy groups on the surface were first prepared by modified Hummer's method. Epoxy groups on
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.
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)
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