[Diazo(phenyl)methyl](oxo)diphenyl-lambda~5~-phosphane

Base Information

• Chemical Name: [Diazo(phenyl)methyl](oxo)diphenyl-lambda~5~-phosphane
• CAS No.: 17507-57-2
• Molecular Formula: C19H15N2OP
• Molecular Weight: 318.315
• DSSTox Substance ID: DTXSID00504432
• Mol file: 17507-57-2.mol

Synonyms:17507-57-2;[Diazo(phenyl)methyl](oxo)diphenyl-lambda~5~-phosphane;DTXSID00504432;(diazobenzyl)diphenylphosphine oxide

Chemical Property of [Diazo(phenyl)methyl](oxo)diphenyl-lambda~5~-phosphane

Chemical Property:

• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 318.09220010
• Heavy Atom Count: 23
• Complexity: 458

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=[N+]=[N-])P(=O)(C2=CC=CC=C2)C3=CC=CC=C3

Technology Process of [Diazo(phenyl)methyl](oxo)diphenyl-lambda~5~-phosphane

There total 11 articles about [Diazo(phenyl)methyl](oxo)diphenyl-lambda~5~-phosphane 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: 32.0%

Diphenylphosphine oxide (4559-70-0) + 1,2-di(benzylidene)hydrazine (588-68-1) → (diphenylphosphinyl)phenyldiazomethane (17507-57-2)

Guidance literature:

Diphenylphosphine oxide; 1,2-di(benzylidene)hydrazine; In toluene; at 20 ℃;

With toluene-4-sulfonic acid; In tetrahydrofuran; at 20 ℃; for 5h; Further stages;

DOI:10.1039/d0ob02011g

Reference yield: 32.0%

hydrobenzamide (92-29-5) + Diphenylphosphine oxide (4559-70-0) → (diphenylphosphinyl)phenyldiazomethane (17507-57-2)

Guidance literature:

hydrobenzamide; Diphenylphosphine oxide; In toluene; at 20 ℃;

With toluene-4-sulfonic acid; In tetrahydrofuran; at 20 ℃; for 5h; Further stages;

DOI:10.1021/acs.orglett.0c02346

Reference yield:

N,N'-Bis-[(diphenyl-phosphinoyl)-phenyl-methyl]-C-phenyl-methanediamine (76202-74-9) → (diphenylphosphinyl)phenyldiazomethane (17507-57-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 6N HCl / diethyl ether; ethanol / 0.5 h

2: i-C₅H₁₁-ONO, glac. acetic acid / CHCl₃ / 0.33 h / Heating

With hydrogenchloride; acetic acid; isopentyl nitrite; In diethyl ether; ethanol; chloroform;

upstream raw materials:

benzyldiphenylphosphine oxide

N,N'-Bis-[(diphenyl-phosphinoyl)-phenyl-methyl]-C-phenyl-methanediamine

hydrobenzamide

Diphenylphosphinic chloride

Downstream raw materials:

2,3,3,6-Tetraphenyl-4-(p-tolyl)-3,4-dihydro-1,2λ⁵-oxaphosphorin-2-on

4-(4-methyl-styryl)-2,3,3,4-tetraphenyl-[1,2]oxaphosphetane 2-oxide

2,3,3-triphenyl-4-(4-phenyl-buta-1,3-dienyl)-4-p-tolyl-[1,2]oxaphosphetane 2-oxide

4-(α-Naphthyl)-2,3,3-triphenyl-1,2λ⁵-oxaphosphetan-2-on