1,2-Bis(4-methylphenyl)hydrazine

Base Information

• Chemical Name: 1,2-Bis(4-methylphenyl)hydrazine
• CAS No.: 637-47-8
• Molecular Formula: C14H16 N2
• Molecular Weight: 212.294
• NSC Number: 86544
• DSSTox Substance ID: DTXSID40980014
• Nikkaji Number: J6.914K
• Wikidata: Q82965798
• Mol file: 637-47-8.mol

Synonyms:1,2-bis(4-methylphenyl)hydrazine;637-47-8;Hydrazine,1,2-bis(4-methylphenyl)-;p-Hydrazotoluol;NSC86544;NCIOpen2_004984;SCHEMBL2683360;DTXSID40980014;NSC-86544

Chemical Property of 1,2-Bis(4-methylphenyl)hydrazine

Chemical Property:

• Boiling Point: 268.4°Cat760mmHg
• Flash Point: 112.5°C
• Density: 1.124g/cm³
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 212.131348519
• Heavy Atom Count: 16
• Complexity: 167

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)NNC2=CC=C(C=C2)C

Technology Process of 1,2-Bis(4-methylphenyl)hydrazine

There total 26 articles about 1,2-Bis(4-methylphenyl)hydrazine 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: 97.0%

1,2-di(p-tolyl)diazene (501-60-0,21650-54-4,30926-02-4) → 1,2-di(p-tolyl)hydrazine (637-47-8)

Guidance literature:

With borane-ammonia complex; [C₆H₃-2,6-(CHN(t-Bu))₂]Bi; water; In tetrahydrofuran; at 35 ℃; for 50h; Schlenk technique; Inert atmosphere;

DOI:10.1021/jacs.9b00594

Reference yield: 93.0%

(E)-4,4'-dimethylazobenzene (501-60-0) → 1,2-di(p-tolyl)hydrazine (637-47-8)

Guidance literature:

With methanol; cesium fluoride; bis(pinacol)diborane; at 20 ℃; for 3h; Irradiation;

DOI:10.1021/acs.joc.1c00394

Reference yield: 87.7%

1,2-bis(4-methylphenyl)diazene oxide (955-98-6,21650-69-1,71297-92-2) → p-toluidine (106-49-0,12221-03-3) + 1,2-di(p-tolyl)diazene (501-60-0,21650-54-4,30926-02-4) + 1,2-di(p-tolyl)hydrazine (637-47-8)

Guidance literature:

With sodium tetrahydroborate; nickel dichloride; In methanol; for 2h; Ambient temperature;

upstream raw materials:

1-methyl-4-nitrobenzene

diethyl ether

ethylmagnesium bromide

1,2-di(p-tolyl)diazene

Downstream raw materials:

N-(4-methylphenyl)-5-methyl-1,2-phenylenediamine

3-(N,N'-Di-p-tolyl-hydrazinocarbonyl)-propionic acid methyl ester

1,2-Bis(4-methylphenyl)perhydro-3,7-diazepindion

4,4-dimethyl-1,2-bis(4-methylphenyl)pyrazolidin-3,5-dione

Refernces

• 1、 Song, Menghui,Zhou, Hongyan,Wang, Ganggang,Ma, Ben,Jiang, Yajing,Yang, Jingya,Huo, Congde,Wang, Xi-Cun. "Visible-Light-Promoted Diboron-Mediated Transfer Hydrogenation of Azobenzenes to Hydrazobenzenes". . p. 4804 - 4811. Retrieved 2021/04/06.
• 2、 -. "Method for preparing 4, 4'-disubstituted-2, 2'-diaminodiphenyl and hydrochloride thereof through reductive coupling". Paragraph 0034-0036; 0041-0043; 0048-0050. . Retrieved 2020/09/09.