N1-Methylbenzene-1,3-diamine

Base Information

• Chemical Name: N1-Methylbenzene-1,3-diamine
• CAS No.: 50617-73-7
• Molecular Formula: C7H10N2
• Molecular Weight: 122.17
• Hs Code.: 2921590090
• DSSTox Substance ID: DTXSID20408882
• Nikkaji Number: J802.382D
• Wikidata: Q72487708
• Mol file: 50617-73-7.mol

Synonyms:N1-Methylbenzene-1,3-diamine;50617-73-7;n-methyl-m-phenylenediamine;3-N-methylbenzene-1,3-diamine;3-(Methylamino)aniline;MFCD11132708;1-N-methylbenzene-1,3-diamine;1,3-Benzenediamine, N-methyl-;N-methyl m-phenylenediamine;n-methyl-1,3-phenylenediamine;SCHEMBL1488513;DTXSID20408882;DYNWNNKAUGBOOZ-UHFFFAOYSA-N;AKOS005350745;AS-33298;SY025936;CS-0019198;EN300-45153;Z376447548

Chemical Property of N1-Methylbenzene-1,3-diamine

Chemical Property:

• Boiling Point: 279.2 °C at 760 mmHg
• Flash Point: 142.1 °C
• PSA: 38.05000
• Density: 1.098g/cm³
• LogP: 1.96470
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 122.084398327
• Heavy Atom Count: 9
• Complexity: 83

Purity/Quality:

95-99% ^*data from raw suppliers

N1-Methylbenzene-1,3-diamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC1=CC=CC(=C1)N

Technology Process of N1-Methylbenzene-1,3-diamine

There total 5 articles about N1-Methylbenzene-1,3-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: 98.0%

3-chloro-N-methylaniline (7006-52-2) → N-methyl-m-phenylenediamine (50617-73-7)

Guidance literature:

With bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; N-[2-(di(1-adamantyl)phosphino)phenyl]morpholine; ammonia; sodium t-butanolate; In 1,4-dioxane; at 110 ℃; for 18h; chemoselective reaction; Inert atmosphere;

DOI:10.1002/anie.201000526

Reference yield: 98.0%

→ N-methyl-m-phenylenediamine (50617-73-7)

Guidance literature:

Reference yield: 90.0%

m-phenylenediamine (108-45-2,64554-26-3,76583-20-5) + carbonic acid dimethyl ester (616-38-6) → N-methyl-m-phenylenediamine (50617-73-7)

Guidance literature:

With zeolite NaY; for 3h; Heating;

DOI:10.1016/j.tetlet.2006.12.131

upstream raw materials:

N-methyl-3-nitroaniline

m-phenylenediamine

carbonic acid dimethyl ester

3-nitro-aniline

Downstream raw materials:

C₁₈H₁₆N₄S₂

4-methylbenzene-1,3-diamine

tert-butyldimethyl-<3-(N-methylamino)anilino>silane

N,N'-dimethyl-1,3-phenylenediamine

Refernces

• 1、 Alsabeh, Pamela G.,Lundgren, Rylan J.,McDonald, Robert,Johansson Seechurn, Carin C. C.,Colacot, Thomas J.,Stradiotto, Mark. "An examination of the palladium/Mor-DalPhos catalyst system in the context of selective ammonia monoarylation at room temperature". supporting information. p. 2131 - 2141. Retrieved 2013/03/14.
• 2、 Lundgren, Rylan J.,Peters, Brendan D.,Alsabeh, Pamela G.,Stradiotto, Mark. "A P,N-Ligand for palladium-catalyzed ammonia arylation: Coupling of deactivated aryl chlorides, chemoselective arylations, and room temperature reactions". supporting information; experimental part. p. 4071 - 4074. Retrieved 2010/07/05.