3,3'-Dimethylazobenzene

Base Information

• Chemical Name: 3,3'-Dimethylazobenzene
• CAS No.: 588-04-5
• Molecular Formula: C14H14 N2
• Molecular Weight: 210.279
• European Community (EC) Number: 209-609-8
• NSC Number: 31009
• DSSTox Substance ID: DTXSID901305668
• Nikkaji Number: J30.060H
• Mol file: 588-04-5.mol

Synonyms:3,3'-Dimethylazobenzene;588-04-5;1,2-Di-m-tolyldiazene;m,m'-Azotoluene;3,3'-Azotoluene;Diazene, bis(3-methylphenyl)-;AR,AR'-AZOTOLUENE;EINECS 209-609-8;NSC 31009;(E)-3,3'-dimethylazobenzene;26444-20-2;m,m'-Dimethylazobenzene;BIS(3-METHYLPHENYL)DIAZENE;di-m-tolyl-diazene;NSC31009;m-tolyl(phenyl)diazene;(E)-bis-m-tolyl-diazene;(E)-1,2-dim-tolyldiazene;SCHEMBL1405327;(E)-bis(3-methylphenyl)diazene;SCHEMBL11981455;1,2-Bis(3-methylphenyl)diazene;DTXSID901305668;1,2-Bis(3-methylphenyl)diazene #;MFCD00048080;NSC-31009;AKOS030227968;AKOS037645138;AS-57549;CS-0197304;D0676;FT-0632450;T71104;A832026

Chemical Property of 3,3'-Dimethylazobenzene

Chemical Property:

• Melting Point: 51.0 to 54.0 °C
• Boiling Point: 352.9°Cat760mmHg
• Flash Point: 159.5°C
• PSA: 24.72000
• Density: 1g/cm³
• LogP: 4.71880
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 210.115698455
• Heavy Atom Count: 16
• Complexity: 213

Purity/Quality:

98%,99%, ^*data from raw suppliers

3,3''-Dimethylazobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC=C1)N=NC2=CC=CC(=C2)C

Technology Process of 3,3'-Dimethylazobenzene

There total 45 articles about 3,3'-Dimethylazobenzene 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: 99.0%

1-amino-3-methylbenzene (108-44-1) → 3,3'-dimethylazobenzene (588-04-5)

Guidance literature:

With pyridine; oxygen; copper; ammonium bromide; In toluene; at 100 ℃; under 760.051 Torr;

DOI:10.1039/c4ra00749b

Reference yield: 98.0%

1-methyl-3-nitrobenzene (99-08-1) → 3,3'-dimethylazobenzene (588-04-5)

Guidance literature:

With 1,3-bis(N',N'-dimethyl-4-aminopyridinium)propane diiodide; sodium hydride; In N,N-dimethyl-formamide; paraffin oil; at 20 ℃; for 0.25h; Inert atmosphere;

DOI:10.1039/c8ob00271a

Reference yield: 92.0%

3,3'-dimethylazoxybenzene (19618-06-5,71297-97-7,116723-90-1) → 3,3'-dimethylazobenzene (588-04-5)

Guidance literature:

With hydrazine hydrate; aluminium; In methanol; for 0.167h; Heating;

DOI:10.1080/00397910500182275

upstream raw materials:

3-methylbenzene diazonium

1-methyl-3-nitrobenzene

N-(3-methylphenyl)hydroxylamine

2-Methylsulfinylanilin

Downstream raw materials:

2,2'-dimethyl-1,1'-biphenyl

N,N'-dibenzylidene-2,2'-dimethyl-benzidine

2,2'-dimethyl-N,N'-disalicylidene-benzidine

1.2.4.5-Tetra-m-tolyl-3.3.6.6-tetraphenyl-1.2.4.5-tetraaza-3.6-disila-cyclohexan

Refernces

• 1、 Adeyeye Nafiu, Sodiq,Aziz, Abdul,Shaheen Shah, Syed,Shaikh, M. Nasiruzzaman. "Biogenic Synthesis of Gold Nanoparticles on a Green Support as a Reusable Catalyst for the Hydrogenation of Nitroarene and Quinoline". . p. 1956 - 1966. Retrieved 2021/06/18.
• 2、 Yan, Ziqiang,Xie, Xiaoyu,Song, Qun,Ma, Fulei,Sui, Xinyu,Huo, Ziyu,Ma, Mingming. "Tandem selective reduction of nitroarenes catalyzed by palladium nanoclusters". supporting information. p. 1301 - 1307. Retrieved 2020/03/11.