1,3-Di-tert-butyl-1,3,2-diazaphospholidine 2-Oxide

Base Information

• Chemical Name: 1,3-Di-tert-butyl-1,3,2-diazaphospholidine 2-Oxide
• CAS No.: 854929-38-7
• Molecular Formula: C₁₀H₂₃N₂OP
• Molecular Weight: 218.279
• European Community (EC) Number: 679-856-8
• DSSTox Substance ID: DTXSID60473539
• Wikidata: Q82303006
• Mol file: 854929-38-7.mol

Synonyms:1,3-Di-tert-butyl-1,3,2-diazaphospholidine 2-Oxide;854929-38-7;1,3-ditert-butyl-1,3,2-diazaphospholidin-2-ium 2-oxide;SCHEMBL25193851;DTXSID60473539;MFCD14708171;AKOS025295834;CS-0095846;D3846;T71401;1,3-Di-tert-butyl-1,3,2-diazaphospholidine2-Oxide

Chemical Property of 1,3-Di-tert-butyl-1,3,2-diazaphospholidine 2-Oxide

Chemical Property:

• Vapor Pressure: 0.006mmHg at 25°C
• Melting Point: 82 °C(dec.)
• Boiling Point: 271.792°C at 760 mmHg
• Flash Point: 118.176°C
• PSA: 47.02000
• LogP: 2.46650
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 217.14697533
• Heavy Atom Count: 14
• Complexity: 216

Purity/Quality:

98% ^*data from raw suppliers

1,3-Di-tert-butyl-1,3,2-diazaphospholidine 2-Oxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)N1CCN([P+]1=O)C(C)(C)C
• Uses: 1,3-Di-tert-butyl-1,3,2-diazaphospholidine 2-Oxide is used as a catalyst in organic synthesis.

Technology Process of 1,3-Di-tert-butyl-1,3,2-diazaphospholidine 2-Oxide

There total 3 articles about 1,3-Di-tert-butyl-1,3,2-diazaphospholidine 2-Oxide 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:

1,3-di-tert-butyl-2-chloro-1,3,2-diazaphospholidine (89437-94-5) → 1,3-di-tert-butyl-1,3,2-diazaphospholidine-2-oxide (854929-38-7)

Guidance literature:

With water; In dichloromethane; at 20 ℃;

DOI:10.1002/anie.200462371

Reference yield:

N,N'-di-tert-butylethylenediamine (4062-60-6) → 1,3-di-tert-butyl-1,3,2-diazaphospholidine-2-oxide (854929-38-7)

Guidance literature:

Multi-step reaction with 2 steps

1: PCl₃; Et₃N / CH₂Cl₂ / 1 h / 20 °C

2: 3.94 g / H₂O / CH₂Cl₂ / 20 °C

With water; triethylamine; phosphorus trichloride; In dichloromethane;

DOI:10.1002/anie.200462371

Reference yield:

C37H54N2P2 → 1,3-di-tert-butyl-1,3,2-diazaphospholidine-2-oxide (854929-38-7) + C27H33P

Guidance literature:

With water; Inert atmosphere;

DOI:10.1021/acs.inorgchem.0c01934

upstream raw materials:

1,3-di-tert-butyl-2-chloro-1,3,2-diazaphospholidine

N,N'-di-tert-butylethylenediamine

Refernces

• 1、 Ackermann, Lutz,Born, Robert. "Modular diamino- and dioxophosphine oxides and chlorides as ligands for transition-metal-catalyzed C-C and C-N couplings with aryl chlorides". . p. 2444 - 2447. Retrieved 2007/10/03.