1-Acetyl-2-phenyldiazene

Base Information

• Chemical Name: 1-Acetyl-2-phenyldiazene
• CAS No.: 13443-97-5
• Molecular Formula: C8H8N2O
• Molecular Weight: 148.164
• Hs Code.: 2927000090
• DSSTox Substance ID: DTXSID80483978
• Mol file: 13443-97-5.mol

Synonyms:1-Acetyl-2-phenyldiazene;13443-97-5;N-phenyliminoacetamide;Ethanone,1-(2-phenyldiazenyl)-;(nullE)-N-(phenylimino)acetamide;1129280-02-9;(E)-N-(phenylimino)acetamide;acetylazobenzene;SCHEMBL10376096;SCHEMBL15215894;DTXSID80483978;(E)-1-(Phenyldiazenyl)ethan-1-one;AKOS006313908;CS-0272031;EN300-317655

Chemical Property of 1-Acetyl-2-phenyldiazene

Chemical Property:

• PSA: 41.79000
• LogP: 2.31680
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 148.063662883
• Heavy Atom Count: 11
• Complexity: 160

Purity/Quality:

99% ^*data from raw suppliers

1-Acetyl-2-phenyldiazene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)N=NC1=CC=CC=C1

Technology Process of 1-Acetyl-2-phenyldiazene

There total 4 articles about 1-Acetyl-2-phenyldiazene 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: 98.0%

1-acetyl-2-phenylhydrazine (114-83-0) → 1-methyl-3-phenyl-2,3-diazaprop-2-en-1-one (13443-97-5)

Guidance literature:

With pyridine; manganese(IV) oxide; bromine; In dichloromethane; at 0 ℃;

Reference yield: 52.0%

1-acetyl-2-phenylhydrazine (114-83-0) + 1,4-dimethyl but-2-enedioate (23055-10-9) → 1-methyl-3-phenyl-2,3-diazaprop-2-en-1-one (13443-97-5)

Guidance literature:

With Cp*Rh(CH₃CN)₃(SbF₆)₂; sodium acetate; silver carbonate; In 1,2-dichloro-ethane; at 90 ℃; for 0.166667h; Inert atmosphere;

DOI:10.1021/acs.joc.0c01727

Reference yield: 46.0%

N-phenyl-maleimide (941-69-5) + 1-acetyl-2-phenylhydrazine (114-83-0) → 1-methyl-3-phenyl-2,3-diazaprop-2-en-1-one (13443-97-5) + N-(1,3-dioxo-2-phenyl-2,3-dihydropyrrolo[3,4-b]indol-4(1H)-yl)acetamide

Guidance literature:

With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver carbonate; silver(I) triflimide; In 1,2-dichloro-ethane; at 90 ℃; for 0.166667h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b03107

upstream raw materials:

1-acetyl-2-phenylhydrazine

N-phenyl-maleimide

1,4-dimethyl but-2-enedioate

Downstream raw materials:

acetic acid N'-tert-butyl-N'-phenyl-hydrazide

1-acetyl-2-butyl-2-phenylhydrazine

acetic acid-(N'-isopropyl-N'-phenyl-hydrazide)

2-phenylbenzofuran