4H-1,2,4-Diazaphosphole

Base Information

• Chemical Name: 4H-1,2,4-Diazaphosphole
• CAS No.: 42226-36-8
• Molecular Formula: C2H3N2P
• Molecular Weight: 86.033
• DSSTox Substance ID: DTXSID30553074
• Nikkaji Number: J645.726F,J327.318K
• Wikidata: Q82433568
• Mol file: 42226-36-8.mol

Synonyms:4H-1,2,4-Diazaphosphole;42226-36-8;1,2,4-diazaphosphole;DTXSID30553074

Chemical Property of 4H-1,2,4-Diazaphosphole

Chemical Property:

• PSA: 25.78000
• LogP: 0.50790
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 86.003385102
• Heavy Atom Count: 5
• Complexity: 26.8

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=NN=CP1

Technology Process of 4H-1,2,4-Diazaphosphole

There total 6 articles about 4H-1,2,4-Diazaphosphole 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: 62.0%

3-Trimethylsilanyl-1H-[1,2,4]diazaphosphole → 1H-1,2,4-λ3-diazaphosphole (42226-36-8)

Guidance literature:

With potassium fluoride; In N,N-dimethyl-formamide; at 100 ℃; for 48h;

DOI:10.1016/0022-328X(88)80006-8

Reference yield: 56.0%

3,5-Bis(trimethylsilyl)-1H-1,2,4-diazaphosphole (124489-74-3) → 1H-1,2,4-λ3-diazaphosphole (42226-36-8)

Guidance literature:

With potassium fluoride; In N,N-dimethyl-formamide; at 100 ℃; for 48h;

Reference yield: 24.0%

Vilsmeier reagent (3724-43-4,149409-22-3) + t-butylchloromethylenedimethylammonium chloride (70310-50-8) → 1H-1,2,4-λ3-diazaphosphole (42226-36-8) + 1H-3-tert-butyl-1,2,4-diazaphosphole (93756-72-0) + 1H-3,5-di-tert-butyl-1,2,4-diazaphosphole (93714-94-4)

Guidance literature:

Vilsmeier reagent; t-butylchloromethylenedimethylammonium chloride; With Tris(trimethylsilyl)phosphane; In acetonitrile; at 20 ℃; for 10h; Inert atmosphere; Schlenk technique; Glovebox;

With hydrazine; In chloroform; at 20 ℃; for 36h; Reflux; Inert atmosphere; Schlenk technique; Glovebox;

DOI:10.1080/10426507.2014.919580

upstream raw materials:

diazomethane

methylidynephosphine

3,5-Bis(trimethylsilyl)-1H-1,2,4-diazaphosphole

1,3-Bis(dimethylamino)-2-phosphaallyl chloride