4'-Methylacetophenone dimethylhydrazone

Base Information

• Chemical Name: 4'-Methylacetophenone dimethylhydrazone
• CAS No.: 5757-88-0
• Molecular Formula: C11H16 N2
• Molecular Weight: 176.261
• NSC Number: 155377
• Nikkaji Number: J1.321.968K
• Mol file: 5757-88-0.mol

Synonyms:5757-88-0;NSC155377;4'-Methylacetophenone dimethylhydrazone;NSC-155377

Chemical Property of 4'-Methylacetophenone dimethylhydrazone

Chemical Property:

• Vapor Pressure: 0.0209mmHg at 25°C
• Boiling Point: 251.1°Cat760mmHg
• Flash Point: 105.6°C
• Density: 0.91g/cm³
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 176.131348519
• Heavy Atom Count: 13
• Complexity: 177

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(=NN(C)C)C
• Isomeric SMILES: CC1=CC=C(C=C1)/C(=N\N(C)C)/C

Technology Process of 4'-Methylacetophenone dimethylhydrazone

There total 1 articles about 4'-Methylacetophenone dimethylhydrazone 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: 89.0%

N,N-Dimethylhydrazine (57-14-7) + para-methylacetophenone (122-00-9) → p-Methylacetophenone N,N-dimethylhydrazone (5757-88-0)

Guidance literature:

With acetic acid; In ethanol; for 12h; Reflux; Inert atmosphere;

DOI:10.1080/00397911.2021.2008449

Reference yield: 95.0%

p-Methylacetophenone N,N-dimethylhydrazone (5757-88-0) + diphenyl acetylene (501-65-5) → 1,6-dimethyl-3,4-diphenyl-isoquinoline (1198575-39-1)

Guidance literature:

With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; acetic acid; silver(l) oxide; In methanol; at 90 ℃; Inert atmosphere; Sealed tube; Schlenk technique;

DOI:10.1021/ol402796m

Reference yield: 90.0%

p-Methylacetophenone N,N-dimethylhydrazone (5757-88-0) → 1,1-dimethyl-2-[1-(4-methylphenyl)ethyl]hydrazine

Guidance literature:

1,1-dimethyl-2-[1-(4-methylphenyl)ethylidene]hydrazine; With hydrogenchloride; N-tert-butylaminoborane; In methanol; dichloromethane; water; at 20 ℃; for 0.5h; Inert atmosphere; Schlenk technique;

With sodium hydroxide; In water; at 20 ℃; pH=> 10; Reagent/catalyst; Inert atmosphere; Schlenk technique;

DOI:10.1080/00397911.2021.2008449

upstream raw materials:

N,N-Dimethylhydrazine

para-methylacetophenone

Downstream raw materials:

4-methylacetophenone hydrazone

para-methylacetophenone

1-(morpholin-4-yl)-2-(p-tolyl)ethanethione

1,6-dimethyl-3,4-diphenyl-isoquinoline

Refernces

• 1、 Chuang, Sheng-Chieh,Gandeepan, Parthasarathy,Cheng, Chien-Hong. "Synthesis of isoquinolines via Rh(III)-catalyzed C-H activation using hydrazone as a new oxidizing directing group". supporting information. p. 5750 - 5753. Retrieved 2013/12/04.