2-Chloro-1,3,2-dioxaphospholane-2-oxide - ≥95% , CAS No.6609-64-9

CAS: 6609-64-9 Cat. No.: C135875 Molecular Weight: 142.47 Beilstein Registry Number: 1(4)2419 EC Number: 229-560-6

GRADE & PURITY ≥95%

Synonyms

SCHEMBL169101 | 2-Chloro-1,3,2-dioxaphospholane-2-oxide | C2H4ClO3P | 2-chloro-1,3,2-dioxaphospholan-2-oxide | 2-chloro-1,3-dioxa-2$l^{5}-phosphacyclopentane 2-oxide | SBMUNILHNJLMBF-UHFFFAOYSA- | UNII-7EBS5ZK92N | MFCD00043138 | STL554157 | EINECS 229-56

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

2-Chloro-1,3,2-dioxaphospholane 2-oxide is a phosphorylating agent used in the syntheses of phosphatidylcholines.
A phosphorylating agent

application：

Ethylene chlorophosphate is used in the syntheses of 2-methacryloyoxyethylphophocholine, phosphatidylcholines, 2',3'-O-16-hentriacontanyliden-adenosine-5'-phosphocholine and hexadecylphosphocholine. It is also involved the synthesis of alpha-naphthylphosphorylcholine, which is used to detect phospholipase C activity. It is an important reactant for the synthesis of a zwitterionic silane, UV-polymerizable lipids utilizing Chabrier reaction and block copolymers of poly(aliphatic ester) clickable polyphosphoester.

Specifications

Synonyms

SCHEMBL169101 | 2-Chloro-1, 3, 2-dioxaphospholane-2-oxide | C2H4ClO3P | 2-chloro-1, 3, 2-dioxaphospholan-2-oxide | 2-chloro-1, 3-dioxa-2$l^{5}-phosphacyclopentane 2-oxide | SBMUNILHNJLMBF-UHFFFAOYSA- | UNII-7EBS5ZK92N | MFCD00043138 | STL554157 | EINECS 229-56

Specifications & Purity

≥95%

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥95%

Names and Identifiers

• Canonical Smiles: C1COP(=O)(O1)Cl
• IUPAC Name: 2-chloro-1,3,2λ5-dioxaphospholane 2-oxide
• InChIKey: SBMUNILHNJLMBF-UHFFFAOYSA-N
• INCHI: 1S/C2H4ClO3P/c3-7(4)5-1-2-6-7/h1-2H2
• Isomeric SMILES: C1COP(=O)(O1)Cl
• Molecular Weight: 142.47
• Beilstein: 1(4)2419
• Reaxy-Rn: 606582
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=606582&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Organic phosphoric acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Organic phosphoric acids and derivatives
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Organic phosphoric acids and derivatives
• Alternative Parents: Dioxaphospholanes Oxacyclic compounds Organooxygen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Organic phosphoric acid derivative - 1,3_dioxaphospholane - Oxacycle - Organoheterocyclic compound - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as organic phosphoric acids and derivatives. These are organic compounds containing phosphoric acid or a derivative thereof.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Miscible with water and chloroform.
• Sensitivity: Moisture and Heat sensitive
• Refractive Index: 1.45
• Flash Point(°F): >230°F
• Flash Point(°C): >110°C
• Boil Point(°C): 89-91 °C/0.8 mmHg
• Melt Point(°C): 12-14 °C
• Molecular Weight: 142.480 g/mol
• XLogP3: 0.000
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 141.959 Da
• Monoisotopic Mass: 141.959 Da
• Topological Polar Surface Area: 35.500 Ų
• Heavy Atom Count: 7
• Formal Charge: 0
• Complexity: 104.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Yan Zhang, Chuan Ma, Sihang Zhang, Chao Wei, Ying Xu, Wei Lu.  (2018)  ROS-responsive selenium-containing polyphosphoester nanogels for activated anticancer drug release.  Materials Today Chemistry,      [PMID:] [10.1016/j.mtchem.2018.04.002]

2. Wenliang Wang, Bo Wang, Xiaojing Ma, Sanrong Liu, Xudong Shang, Xifei Yu.  (2016)  Tailor-Made pH-Responsive Poly(choline phosphate) Prodrug as a Drug Delivery System for Rapid Cellular Internalization.  BIOMACROMOLECULES,      [PMID:27151282] [10.1021/acs.biomac.6b00455]

3. XiangLong Zhao, WeiJia Chen, ZhengYin Zhou, QiQin Wang, ZhengHua Liu, Ruin Moaddel, ZhengJin Jiang.  (2015)  Preparation of a biomimetic polyphosphorylcholine monolithic column for immobilized artificial membrane chromatography.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:26152527] [10.1016/j.chroma.2015.06.056]

4. Jialei Han, Ziwei Duan, Changjiang Liu, Yadong Liu, Xinyu Zhao, Bo Wang, Shuaishuai Cao, Dalin Wu.  (2024)  Hyperbranched Polymeric 19F MRI Contrast Agents with Long T2 Relaxation Time Based on β-Cyclodextrin and Phosphorycholine.  BIOMACROMOLECULES,      [PMID:39113312] [10.1021/acs.biomac.4c00548]

5. Ziwei Duan, Jialei Han, Yadong Liu, Xinyu Zhao, Bo Wang, Shuaishuai Cao, Dalin Wu.  (2024)  Polymeric 1H/19F Dual-modal MRI Contrast Agent with Snowman-like Janus Nanostructure.  Journal of Materials Chemistry B,      [PMID:38984662] [10.1039/D4TB00923A]