1,2-Benzenediamine, N,N,N',N'-tetramethyl-

Base Information

• Chemical Name: 1,2-Benzenediamine, N,N,N',N'-tetramethyl-
• CAS No.: 704-01-8
• Molecular Formula: C10H16 N2
• Molecular Weight: 164.25
• Hs Code.: 2921590090
• European Community (EC) Number: 211-878-1
• NSC Number: 97344
• UNII: 2AC35UGL8Z
• DSSTox Substance ID: DTXSID5061035
• Nikkaji Number: J53.768C
• Wikidata: Q81989273
• Mol file: 704-01-8.mol

Synonyms:704-01-8;N1,N1,N2,N2-Tetramethylbenzene-1,2-diamine;N,N,N',N'-Tetramethyl-o-phenylenediamine;1,2-Benzenediamine, N,N,N',N'-tetramethyl-;o-Phenylenebis(dimethylamine);1,2-Bis(dimethylamino)benzene;1-N,1-N,2-N,2-N-tetramethylbenzene-1,2-diamine;o-PHENYLENEDIAMINE, N,N,N',N'-TETRAMETHYL-;N,N,N',N'-Tetramethylbenzene-1,2-diamine;EINECS 211-878-1;NSC 97344;BRN 2209310;2AC35UGL8Z;N,N,N,N-Tetramethyl-1,2-benzenediamine;AI3-51107;N,N,N',N'-Tetramethyl-1,2-benzenediamine;N,N,N,N-TETRAMETHYL-O-PHENYLENEDIAMINE;1,2-Benzenediamine, N1,N1,N2,N2-tetramethyl-;NSC-97344;N1,N1,N2,N2-Tetramethyl-1,2-benzenediamine;4-13-00-00042 (Beilstein Handbook Reference);NSC97344;UNII-2AC35UGL8Z;SCHEMBL65263;DTXSID5061035;WLN: 1N1&R BN1&1;MFCD00014865;AKOS006281481;N,N',N'-Tetramethyl-o-phenylenediamine;o-Phenylenediamine,N,N',N'-tetramethyl-;LS-105880;CS-0455097;FT-0694596;N,N,N',N'-Tetramethyl-benzene-1,2-diamine;S11716;A902939

Chemical Property of 1,2-Benzenediamine, N,N,N',N'-tetramethyl-

Chemical Property:

• Melting Point: 8.9°C
• Refractive Index: 1.5700 (estimate)
• Boiling Point: 281.73°C (rough estimate)
• Flash Point: 77.1oC
• PSA: 6.48000
• Density: 0.9560
• LogP: 1.81860
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 164.131348519
• Heavy Atom Count: 12
• Complexity: 116

Purity/Quality:

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

N1,N1,N2,N2-Tetramethylbenzene-1,2-diamine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=CC=CC=C1N(C)C

Technology Process of 1,2-Benzenediamine, N,N,N',N'-tetramethyl-

There total 10 articles about 1,2-Benzenediamine, N,N,N',N'-tetramethyl- 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: 73.0%

carbon dioxide (124-38-9,18923-20-1) + N,N'-dimethyl-1,2-phenylenediamine (3213-79-4) → N,N,N',N'-tetramethyl-o-phenylenediamine (704-01-8) + 1,3-Dimethyl-2,3-dihydro-1H-benzoimidazole (3204-31-7)

Guidance literature:

With dichlorotetrakis(dimethylsulfoxide)ruthenium(II); phenylsilane; catacxium A; In toluene; at 110 ℃; for 16h; under 22502.3 Torr; chemoselective reaction; Autoclave; Inert atmosphere;

DOI:10.1002/anie.201301349

Reference yield: 68.0%

formic acid (64-18-6) + N,N'-dimethyl-1,2-phenylenediamine (3213-79-4) → N,N,N',N'-tetramethyl-o-phenylenediamine (704-01-8)

Guidance literature:

With platinum⁽⁰⁾-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex; 1,3-bis-(diphenylphosphino)propane; phenylsilane; In dibutyl ether; at 60 ℃; for 18h; Schlenk technique; Inert atmosphere;

DOI:10.1002/chem.201402124

Reference yield: 63.0%

carbon dioxide (124-38-9,18923-20-1) + N-methyl-1,2-phenylenediamine (4760-34-3) → N,N,N',N'-tetramethyl-o-phenylenediamine (704-01-8)

Guidance literature:

With dichlorotetrakis(dimethylsulfoxide)ruthenium(II); phenylsilane; catacxium A; In toluene; at 100 ℃; under 22502.3 Torr; Autoclave; Inert atmosphere;

DOI:10.1002/anie.201301349

upstream raw materials:

methanol

o-phenylenediamine hydrochloride

trimethyl phosphite

1,2-diamino-benzene

Downstream raw materials:

2-dimethylamino-tri-N-methyl-anilinium; iodide

4,5-bis-(dimethylamino)phthalonitrile

(C₆H₄)(N(CH₃)2)2BH₂⁽¹⁺⁾*B(C₆H₅)4^(1-)={(C₆H₄)(N(CH₃)2)2BH₂}{B(C₆H₅)4}

1,2-dibromo-4,5-bis(dimethylamino)benzene

Refernces

• 1、 Sun, Zhuohua,Bottari, Giovanni,Barta, Katalin. "Supercritical methanol as solvent and carbon source in the catalytic conversion of 1,2-diaminobenzenes and 2-nitroanilines to benzimidazoles". . p. 5172 - 5181. Retrieved 2015/12/08.
• 2、 Li, Yuehui,Fang, Xianjie,Junge, Kathrin,Beller, Matthias. "A general catalytic methylation of amines using carbon dioxide". supporting information. p. 9568 - 9571. Retrieved 2013/09/23.