N-Benzylbenzene-1,4-diamine

Base Information

• Chemical Name: N-Benzylbenzene-1,4-diamine
• CAS No.: 17272-83-2
• Molecular Formula: C13H14N2
• Molecular Weight: 198.268
• Hs Code.: 2921590090
• DSSTox Substance ID: DTXSID90401284
• Nikkaji Number: J1.757.174E
• Wikidata: Q82204354
• Mol file: 17272-83-2.mol

Synonyms:17272-83-2;N1-Benzylbenzene-1,4-diamine;N-BENZYLBENZENE-1,4-DIAMINE;4-N-benzylbenzene-1,4-diamine;CHEMBRDG-BB 4021957;(4-aminophenyl)benzylamine;4-(N-Benzylamino)aniline;1,4-Benzenediamine, N-(phenylmethyl)-;p-aminobenzylanilin;4-(N-benzyl)aminoaniline;SCHEMBL564987;N-Benzyl-benzene-1,4-diamine;N1-Benzyl-1,4-benzenediamine;DTXSID90401284;HLFCOTXLSHLIBK-UHFFFAOYSA-N;AMY28214;MFCD01365060;AKOS000111358;DS-5242;1-N-benzylbenzene-1,4-diamine, AldrichCPR;CS-0168154;FT-0755160

Chemical Property of N-Benzylbenzene-1,4-diamine

Chemical Property:

• Vapor Pressure: 1.43E-05mmHg at 25°C
• Melting Point: 30 °C
• Boiling Point: 366.7oC at 760 mmHg
• PKA: 6.35±0.10(Predicted)
• Flash Point: 206.7oC
• PSA: 38.05000
• Density: 1.153g/cm3
• LogP: 3.53510
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 198.115698455
• Heavy Atom Count: 15
• Complexity: 167

Purity/Quality:

99%, ^*data from raw suppliers

N1-Benzyl-1,4-benzenediamine ^*data from reagent suppliers

Safty Information:

• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CNC2=CC=C(C=C2)N

Technology Process of N-Benzylbenzene-1,4-diamine

There total 20 articles about N-Benzylbenzene-1,4-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: 90.0%

N-benzyl-4-nitroaniline (14309-92-3) → N1-benzyl-benzene-1,4-diamine (17272-83-2)

Guidance literature:

With sodium tetrahydroborate; In methanol; water; at 0 - 50 ℃; for 2h; chemoselective reaction;

DOI:10.1016/j.tetlet.2012.06.132

Reference yield: 86.0%

1,4-phenylenediamine (106-50-3) + benzyl alcohol (100-51-6,185532-71-2) → N1-benzyl-benzene-1,4-diamine (17272-83-2)

Guidance literature:

With 9-N-methylamino-1-oxophenalene; potassium tert-butylate; In toluene; at 130 ℃; for 18h; Inert atmosphere;

DOI:10.1039/d1sc01681d

Reference yield: 85.0%

N-benzyl-N-(4-aminophenyl)-3-phenylacrylamide (100411-13-0) → 2-(4-aminophenyl)-5-phenyl-1,2,4,5-tetrahydro-2-benzazepin-3-one (1453188-51-6) + N1-benzyl-benzene-1,4-diamine (17272-83-2)

Guidance literature:

With trifluorormethanesulfonic acid; In chloroform; at 65 ℃; for 18h;

DOI:10.1016/j.tet.2013.07.075

upstream raw materials:

4-(4-benzylamino-phenylazo)-benzenesulfonic acid

N-benzyl-4-nitroaniline

N-benzyl-4-nitroso-aniline

4-nitro-N-(phenylmethylene)benzenamine

Downstream raw materials:

N-<4-<(phenylamethyl)amino>phenyl>acetamide

N-benzyl-N'-methylbenzene-1,4-diamine

N-benzyl-N'-pentylbenzene-1,4-diamine

N-benzyl-N'-(4-methoxybenzyl)-benzene-1,4-diamine

Refernces

• 1、 Banik, Ananya,Ahmed, Jasimuddin,Sil, Swagata,Mandal, Swadhin K.. "Mimicking transition metals in borrowing hydrogen from alcohols". . p. 8353 - 8361. Retrieved 2021/07/02.
• 2、 Chaudhary, Priyanka,Gupta, Surabhi,Muniyappan, Nalluchamy,Sabiah, Shahulhameed,Kandasamy, Jeyakumar. "Regioselective Nitration of N-Alkyl Anilines using tert-Butyl Nitrite under Mild Condition". . p. 104 - 119. Retrieved 2019/01/08.