1,1,2-Trimethyl-2-phenylhydrazine

Base Information

• Chemical Name: 1,1,2-Trimethyl-2-phenylhydrazine
• CAS No.: 76579-56-1
• Molecular Formula: C9H14N2
• Molecular Weight: 150.224
• DSSTox Substance ID: DTXSID60503800
• Wikidata: Q82357848
• Mol file: 76579-56-1.mol

Synonyms:1,1,2-trimethyl-2-phenylhydrazine;76579-56-1;SCHEMBL3565508;DTXSID60503800

Chemical Property of 1,1,2-Trimethyl-2-phenylhydrazine

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 150.115698455
• Heavy Atom Count: 11
• Complexity: 106

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)N(C)C1=CC=CC=C1

Technology Process of 1,1,2-Trimethyl-2-phenylhydrazine

There total 9 articles about 1,1,2-Trimethyl-2-phenylhydrazine 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: 65.0%

N'-methyl-N-methyl-N-phenylhydrazine (29195-01-5) + methyl iodide (74-88-4) → N,N,N'-trimethyl-N'-phenylhydrazine (76579-56-1)

Guidance literature:

N'-methyl-N-methyl-N-phenylhydrazine; With n-butyllithium; In tetrahydrofuran; at -20 ℃; for 0.25h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; at 0 ℃; Inert atmosphere;

DOI:10.1055/s-0030-1260082

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + phenylhydrazine (100-63-0) → N,N,N'-trimethyl-N'-phenylhydrazine (76579-56-1)

Guidance literature:

With sodium tetrahydroborate; sulfuric acid; In tetrahydrofuran; at -10 - 20 ℃;

Reference yield:

1-Methyl-1-phenylhydrazine (618-40-6) → N,N,N'-trimethyl-N'-phenylhydrazine (76579-56-1)

Guidance literature:

Multi-step reaction with 4 steps

2: toluene; sodium / man fuegt Methyljodid hinzu

3: absolute alcohol; fuming hydrochloric acid

4: diethyl ether / Schuetteln mit Natronlauge, Verdunsten der angehobenen aether. Loesung und Behandeln des Rueckstand mit Natronlauge und Benzoylchlorid in Aceton; durch wiederholtes Ausziehen mit verd. Saeure wird das Trimethyphenylhydrazin erh.

With hydrogenchloride; diethyl ether; ethanol; sodium; toluene;

upstream raw materials:

N,N-dimethyl-N'-phenylhydrazine

formaldehyd

phenylhydrazine

N'-methyl-N-methyl-N-phenylhydrazine

Downstream raw materials:

N-methylaniline

Refernces

• 1、 Giuamanini, Angelo G.,Chiavari, Giuseppe,Musiani, Marco M.,Rossi, Patrizia. "N-Permethylation of Primary and Secondary Aromatic Amines". . p. 743 - 746. Retrieved 2007/10/02.