Dichloro(diethylamino)phosphine

• CAS: 1069-08-5
• Catalog Number: ACM1069085
• Category: Main Products
• Molecular Weight: 174.0
• Molecular Formula: C4H10Cl2NP
• Synonyms: diethylphosphoramidous dichloride
• Boiling Point: 189 °C
• Appearance: Clear Liquid
• Application: DIETHYLPHOSPHORAMIDOUS DICHLORIDE is a useful reagent for the efficient phosphorylation of alcohols.
• Storage: 0-6°C

Case Study

Dichloro(Diethylamino)Phosphine for the Synthesis of Donor-Stabilized Phosphonium Adducts

Azouri M, et al. Inorganic chemistry, 2009, 48(3), 1236-1242.

By combining 1,3-dimethylimidazolium-2-carboxylate and 1-dodecyl-3-methylimidazolium-2-carboxylate with other chlorophosphines such as PhPCl2, (Et2N)PCl2, new cation donor-stable phosphonium adducts can be obtained for coordination chemistry and catalysis. For example, dichloro(diethylamino)phosphine, (Et2N)PCl2, can react with 1,3-dialkylimidazolium-2-carboxylate to form water-soluble mixed monoimidazolium chlorophosphine 7a rather than the biscationic phosphorus product 6a.
General synthesis procedures
· All reactions were performed in Schlenktype flasks under an argon atmosphere. Solvents were purified and dried by conventional methods and distilled under argon.
· To a solution of 1,3-dimethylimidazolium-2-carboxylate 1a (0.580 g, 4.14 mmol) in CH2Cl2 (5 mL) was rapidly added Et2NPCl2 (0.720 g, 4.14 mmol).
· After 15 min of stirring, a white precipitate appeared. The mixture was stirred for 18 h at room temperature.
· The precipitate was filtrated. The white solid was then washed twice with 10 mL of CH2Cl2 and dried under vacuum for 4 h (0.951 g, 85%).

Diethylphosphoramidous Dichloride Used in the Synthesis of Phosphoramidite Calix[4]Pyrrole Cavitands

Sierra A F, et al. Inorganic Chemistry, 2023, 62(45), 18697-18706.

The work reported the synthesis method of diastereomeric phosphoramidite calix[4]pyrrole cavitands and their corresponding gold(I) complexes, 2·Au(I)·Cl and 2·Au(I)·Cl. The inclusion complexes formed by these Au(I) complexes and catalysts can be used to catalyze the hydration reaction of propargyl esters.
General synthesis procedures
· The C[4]P hole ligand 4 bridged by diethylphosphoramidite dichloride and monomethylene is reacted in THF solution with triethylamine as the base at room temperature (rt) to synthesize Phosphoramidite C[4]P 2in. The crude product of the reaction afforded a nearly 1:1 mixture of two diastereomeric monophosphoramidites: 2in and 2out.
· To separate the 2in and 2out diastereoisomers, the diastereomeric mixture of phosphoramidite C[4]Ps, 2 was reacted with AuCl·S(CH3)2 to obtain a mixture of the corresponding Au(I) complexes, 2·Au(I).
· The prepared Au(I) complex further formed 1:1 inclusion complexes with different stability [2in·Au(I)·OTf and 2out·Au(I)·OTf] with the catalyst to catalyze the hydration reaction of propargyl ester.

Custom Q&A

What is the molecular formula of Dichloro(diethylamino)phosphine?

The molecular formula of Dichloro(diethylamino)phosphine is C4H10Cl2NP.

What are some synonyms of Dichloro(diethylamino)phosphine?

Some synonyms of Dichloro(diethylamino)phosphine are Diethylphosphoramidous dichloride, N-dichlorophosphanyl-N-ethylethanamine, and DIETHYLPHOSPHORAMIDOUSDICHLORIDE.

What is the molecular weight of Dichloro(diethylamino)phosphine?

The molecular weight of Dichloro(diethylamino)phosphine is 174.01 g/mol.

When was Dichloro(diethylamino)phosphine created and last modified?

Dichloro(diethylamino)phosphine was created on July 19, 2005, and last modified on October 21, 2023.

What is the IUPAC name of Dichloro(diethylamino)phosphine?

The IUPAC name of Dichloro(diethylamino)phosphine is N-dichlorophosphanyl-N-ethylethanamine.

What is the InChI of Dichloro(diethylamino)phosphine?

The InChI of Dichloro(diethylamino)phosphine is InChI=1S/C4H10Cl2NP/c1-3-7(4-2)8(5)6/h3-4H2,1-2H3.

What is the InChIKey of Dichloro(diethylamino)phosphine?

The InChIKey of Dichloro(diethylamino)phosphine is BPEMCEULJQTJMI-UHFFFAOYSA-N.

What is the canonical SMILES of Dichloro(diethylamino)phosphine?

The canonical SMILES of Dichloro(diethylamino)phosphine is CCN(CC)P(Cl)Cl.

What is the CAS number of Dichloro(diethylamino)phosphine?

The CAS number of Dichloro(diethylamino)phosphine is 1069-08-5.

What is the European Community (EC) number of Dichloro(diethylamino)phosphine?

The European Community (EC) number of Dichloro(diethylamino)phosphine is 628-166-5.