Diethylphosphinic chloride

Base Information

• Chemical Name: Diethylphosphinic chloride
• CAS No.: 1112-37-4
• Molecular Formula: C4H10ClOP
• Molecular Weight: 140.55
• Hs Code.: 2903199000
• European Community (EC) Number: 679-010-8
• DSSTox Substance ID: DTXSID20409374
• Nikkaji Number: J80.149F
• Wikidata: Q72462113
• Mol file: 1112-37-4.mol

Synonyms:DIETHYLPHOSPHINIC CHLORIDE;1112-37-4;1-[chloro(ethyl)phosphoryl]ethane;Phosphinic chloride,diethyl-;diethylphosphoryl chloride;Diethylphosphorylchloride;Phosphinic chloride, diethyl-;diethyl-phosphinoyl chloride;SCHEMBL380524;DIETHYLPHOSPHINICCHLORIDE;DIETHYLPHOSPHINOYL CHLORIDE;DTXSID20409374;KGENPKAWPRUNIG-UHFFFAOYSA-N;MFCD00013903;AKOS015914461;FT-0734273;EN300-1719632

Chemical Property of Diethylphosphinic chloride

Chemical Property:

• Melting Point: 9-12℃
• Refractive Index: 1.4688
• Boiling Point: 233 °C at 760 mmHg
• Flash Point: 94.7 °C
• PSA: 26.88000
• Density: 1.08 g/cm³
• LogP: 2.54310
• Sensitive.: Moisture Sensitive
• Water Solubility.: Reacts with water.
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 140.0157796
• Heavy Atom Count: 7
• Complexity: 83.7

Purity/Quality:

98%,99%, ^*data from raw suppliers

DIETHYLPHOSPHINIC CHLORIDE 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R34-36/37/38:
• Hazard Codes: R34-36/37/38:
• Statements: 34-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCP(=O)(CC)Cl

Technology Process of Diethylphosphinic chloride

There total 26 articles about Diethylphosphinic chloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

O-methyl diethylphosphinothioate (14806-54-3) + 4-hydroxy-3,5-di-tert-butylbenzylidene dichloride (19382-02-6) → diethylphosphinic chloride (1112-37-4) + cis,cis-4,4',4''-(1,3,5-trithiane-2,4,6-triyl)tris(2,6-di-tert-butyl-1-benzenol)

Guidance literature:

at 100 ℃; for 20h; Sealed tube; Inert atmosphere;

DOI:10.1134/S1070363218080327

Reference yield: 96.0%

O-methyl diethylphosphinothioate (14806-54-3) + p-methoxybenzal chloride (21185-25-1) → diethylphosphinic chloride (1112-37-4) + (e,e,e)-cis,cis-2,4,6-tris(4-methoxyphenyl)-1,3,5-trithiane (51703-79-8)

Guidance literature:

at 100 ℃; for 25h; Sealed tube; Inert atmosphere;

DOI:10.1134/S1070363218080327

Reference yield: 94.0%

diethylphosphinic acid (813-76-3) → diethylphosphinic chloride (1112-37-4)

Guidance literature:

With thionyl chloride;

DOI:10.1039/P19810000736

upstream raw materials:

diethylphosphinic acid

Ethyl diethylphosphinite

tetrachloromethane

Diethylphosphine

Downstream raw materials:

diethylphosphinic acid-(phosphoric acid diethyl ester)-anhydride

diethyl-phosphinic acid phenethyl ester

diethyl-phosphinic acid-(3-nitro-phenyl ester)

p-nitrophenyl diethylphosphinate

Refernces

Facile synthesis of a selectively protected triazamacrocycle

10.1016/S0040-4039(02)01756-2

The research focuses on the facile synthesis of a selectively protected triazamacrocycle, which is of synthetic interest due to its unique binding properties with metal ions and potential applications in biomedical fields such as magnetic resonance imaging and radioimmunotherapy. The study reports a method for the regioselective N-functionalization of azamacrocycles, which is scarce in the literature. The synthesis involves the selective homologation of 1,7-diaminoheptane with the novel reagent N-(2-nitrobenzenesulfonyl)aziridine, followed by a series of reactions to afford a selectively protected 14-membered triazamacrocyclic ring. Key chemicals used in the process include N-(2-nitrobenzenesulfonyl)aziridine, N-tert-butoxycarbonyl anhydride, diethylphosphoryl chloride (DEPCl), trifluoroacetic acid (TFA), bromoacetyl bromide, and potassium carbonate (K2CO3). The conclusion of the research is the development of a method for the synthesis of selectively protected triazamacrocycles, allowing for functionalization at any ring nitrogen atom, which is a significant advancement for the synthesis of larger or smaller sized azamacrocyclic rings.