N1-Benzylbenzene-1,2-diamine

Base Information

• Chemical Name: N1-Benzylbenzene-1,2-diamine
• CAS No.: 5822-13-9
• Molecular Formula: C13H14N2
• Molecular Weight: 198.268
• Hs Code.: 2921511990
• European Community (EC) Number: 804-156-8
• DSSTox Substance ID: DTXSID90370744
• Nikkaji Number: J802.371I
• Wikidata: Q82157896
• Mol file: 5822-13-9.mol

Synonyms:N1-Benzylbenzene-1,2-diamine;5822-13-9;N-Benzyl-1,2-diaminobenzene;N-benzyl-benzene-1,2-diamine;2-(Benzylamino)aniline;2-N-benzylbenzene-1,2-diamine;N-Benzyl-1,2-phenylenediamine;N-benzyl-o-phenylenediamine;N-benzylbenzene-1,2-diamine;1,2-Benzenediamine, N-(phenylmethyl)-;N-benzyl o-phenylenediamine;N-Benzyl-1,2-benzenediamine;SCHEMBL396451;N1-Benzyl-benzene-1,2-diamine;DTXSID90370744;N-(2-aminophenyl)-N-benzylamine;[N-(2-Aminophenyl)]-benzylamine;CS-M2852;MFCD03094682;STK664156;AKOS005535599;PS-5797;SB37789;AC-29633;1,2-Benzenediamine, N(1)-(phenylmethyl)-;FT-0699788;Y10422;A869507;F1911-3671

Chemical Property of N1-Benzylbenzene-1,2-diamine

Chemical Property:

• Melting Point: 163-165℃ (toluene )
• Boiling Point: 154 °C(Press: 0.1 Torr)
• PKA: 5.48±0.10(Predicted)
• Density: 1.153±0.06 g/cm3(Predicted)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 198.115698455
• Heavy Atom Count: 15
• Complexity: 175

Purity/Quality:

98%min ^*data from raw suppliers

N1-Benzylbenzene-1,2-diamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CNC2=CC=CC=C2N

Technology Process of N1-Benzylbenzene-1,2-diamine

There total 29 articles about N1-Benzylbenzene-1,2-diamine 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%

N-benzyl-2-nitroaniline (5729-06-6) → N-benzyl-1,2-phenylenediamine (5822-13-9)

Guidance literature:

With platinum(IV) oxide; hydrogen; In methanol;

DOI:10.1016/j.tetlet.2015.09.076

Reference yield: 91.0%

1,2-diamino-benzene (95-54-5) + benzyl alcohol (100-51-6,185532-71-2) → N-benzyl-1,2-phenylenediamine (5822-13-9)

Guidance literature:

With [((5-Me)PyNPPh₂)IrACHTUNGTRENUNG(cod)]; potassium tert-butylate; In diethylene glycol dimethyl ether; at 70 ℃; for 24h; Inert atmosphere;

DOI:10.1002/adsc.201100554

Reference yield: 86.0%

ortho-nitrofluorobenzene (1493-27-2,127723-77-7) + benzylamine (100-46-9) → N-benzyl-1,2-phenylenediamine (5822-13-9)

Guidance literature:

With potassium phosphate; TPGS-750-M; In water; at 20 ℃; for 7.5h; Inert atmosphere;

DOI:10.1021/acs.orglett.5b02240

upstream raw materials:

N-benzyl-2-nitroaniline

N-benzylidene-o-phenylenediamine

2-Chloronitrobenzene

benzylamine

Downstream raw materials:

1-benzylquinoxaline-2,3(1H,4H)-dione

1-benzyl-2-(chloromethyl)-1H-benzo[d]imidazole

1-benzyl-2-(4-chloro-3-methyl-phenoxy)-2,3-dihydro-1H-benzo[1,3,2]diazaphosphole 2-oxide

1-benzyl-1H-benzo[1,3,2]diazaphosphole

Refernces

• 1、 Zhao, Lixing,Hu, Chenyang,Cong, Xuefeng,Deng, Gongda,Liu, Liu Leo,Luo, Meiming,Zeng, Xiaoming. "Cyclic (Alkyl)(amino)carbene Ligand-Promoted Nitro Deoxygenative Hydroboration with Chromium Catalysis: Scope, Mechanism, and Applications". supporting information. p. 1618 - 1629. Retrieved 2021/01/25.
• 2、 Banik, Ananya,Ahmed, Jasimuddin,Sil, Swagata,Mandal, Swadhin K.. "Mimicking transition metals in borrowing hydrogen from alcohols". . p. 8353 - 8361. Retrieved 2021/07/02.