Diphenylphosphinic azide

Base Information

• Chemical Name: Diphenylphosphinic azide
• CAS No.: 4129-17-3
• Molecular Formula: C12H11N3OP+
• Molecular Weight: 243.205
• NSC Number: 76046
• DSSTox Substance ID: DTXSID40194275
• Nikkaji Number: J50.263D
• Wikidata: Q110146672
• Mol file: 4129-17-3.mol

Synonyms:diphenyl phosphoryl azide;diphenylphosphorazidate;diphenylphosphoryl azide

Chemical Property of Diphenylphosphinic azide

Chemical Property:

• Boiling Point: 137-140 °C(Press: 0.05 Torr)
• PSA: 76.63000
• Density: 1.2374 g/cm3
• LogP: 2.67856
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 243.05614895
• Heavy Atom Count: 17
• Complexity: 318

Purity/Quality:

99% ^*data from raw suppliers

DIPHENYLPHOSPHINYL AZIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)P(=O)(C2=CC=CC=C2)N=[N+]=[N-]

Technology Process of Diphenylphosphinic azide

There total 5 articles about Diphenylphosphinic azide 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: 100.0%

Diphenylphosphinic chloride (1499-21-4) → diphenylphosphoranyl azide (4129-17-3)

Guidance literature:

With sodium azide; In acetonitrile; at 23 ℃; for 12h;

DOI:10.1021/ja062355+

Reference yield: 5.0%

→ N-hydroxy succinimide (NHS) ester + diphenylphosphoranyl azide (4129-17-3)

Guidance literature:

Reference yield:

diphenyl-phosphinic acid (1707-03-5) → diphenylphosphoranyl azide (4129-17-3)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / 2 h / Heating

2: 90 percent / sodium azide / acetonitrile / 16 h / Ambient temperature

With thionyl chloride; sodium azide; In acetonitrile;

DOI:10.1016/0040-4020(82)80240-8

upstream raw materials:

Diphenylphosphinic chloride

diphenyl-phosphinic acid

Downstream raw materials:

N-Diphenylphosphinoyl-diphenylphosphonigsaeure-aethylester-imid

diphenylphosphinic acid 1,2,5-triphenyl-1H-1λ⁵-phosphol-1-ylideneamide

C₂₇H₃₁N₂OP

C₂₉H₃₅N₂OP

Refernces

• 1、 Keith, John M.. "One-step conversion of pyridine N-oxides to tetrazolo[1,5-a]pyridines". . p. 9540 - 9543. Retrieved 2007/10/03.
• 2、 -. "COMPOUNDS AND METHODS". . . Retrieved 2008/06/13.