Tetramethylhexamethylenediamine

Base Information

• Chemical Name: Tetramethylhexamethylenediamine
• CAS No.: 111-18-2
• Deprecated CAS: 106494-68-2,257939-18-7,257939-18-7
• Molecular Formula: C10H24N2
• Molecular Weight: 172.314
• Hs Code.: 29212900
• European Community (EC) Number: 203-842-9
• UNII: 7D0T53S99V
• DSSTox Substance ID: DTXSID5033701
• Nikkaji Number: J26.197A
• Wikidata: Q27268089
• ChEMBL ID: CHEMBL118765
• Mol file: 111-18-2.mol

Synonyms:111-18-2;N,N,N',N'-Tetramethyl-1,6-hexanediamine;1,6-Bis(dimethylamino)hexane;N1,N1,N6,N6-Tetramethylhexane-1,6-diamine;Hexamethylenebis(dimethylamine);tetramethylhexamethylenediamine;1,6-HEXANEDIAMINE, N,N,N',N'-TETRAMETHYL-;Toyocat MR;Koolizer 1;Minico TMHD;N,N,N',N'-Tetramethyl-1,6-diaminohexane;NIAX catalyst C-210;U 1000 (amine);N,N,N',N'-Tetramethylhexamethylenediamine;N,N,N',N'-tetramethylhexane-1,6-diamine;EINECS 203-842-9;U 1000;UNII-7D0T53S99V;BRN 1738567;AI3-26634;N,N,N',N'-Tetramethylhexamethylene diamine;7D0T53S99V;U-CAT 1000;N,N,N',N`-Tetramethylhexanediamine;DTXSID5033701;EC 203-842-9;1,6-Hexanediamine, N1,N1,N6,N6-tetramethyl-;n,n,n',n'-tetramethylhexanediamine;4-04-00-01322 (Beilstein Handbook Reference);1,1,8,8-TETRAMETHYL-1,8-DIAZAOCTANE;n,n,n',n'-tetramethyl-1,6-hexamethylenediamine;NCGC00090921-01;N,N,N',N'-Tetramethylhexamethyl-enediamine;Kaolizer 1;MFCD00008339;(H3C)2N(CH26N(CH3)2;Kao. No. 1;SCHEMBL35856;MLS002222340;1 6-Bis(dimethylamino)hexane;Hexametilenobis (dimetilamina);CHEMBL118765;KL 1;2 9-Dimethyl-2 9-diazadecane;DTXCID3013701;1188-Tetramethyl-18-diazaoctane;Tox21_200982;N N N' N'-Tetramethylhexylenediamine;AKOS015915188;(CH3)2N(CH2)6N(CH3)2;1,1,8,8-tetrametil-1,8-diazaoctano;CS-W017586;NCGC00090921-02;NCGC00258535-01;AS-75641;CAS-111-18-2;LS-75059;SMR001307283;N N N' N'-Tetramethyl-1 6-diaminohexane;N N N' N'-Tetramethyl-1 6-hexanediamine;1,6-hexandiamina, N,N,N',N'-tetrametil-;FT-0606991;T0537;E83025;N N N' N'-Tetramethyl-1 6-hexamethylenediamine;N, N, N', N'-tetramethyl-1,6-hexane diamine;1,6-hexandiamina, N1, N1, N6, N6-tetrametil-;N,N,N',N'-Tetramethyl-1,6-hexanediamine, 99%;16-Hexanediamine NNN'N'-tetramethyl-(6CI8CI9CI);W-108679;HEXANE-1,6-DIAMINE, N,N,N',N'-TETRAMETHYL-;Q27268089;1,6-bis (dimetilamino), hexano, 2,9-Dimetil-2,9-diazadecan

Chemical Property of Tetramethylhexamethylenediamine

Chemical Property:

• Appearance/Colour: clear colorless to yellow liquid
• Vapor Pressure: 12.4Pa at 20℃
• Melting Point: -46 °C
• Refractive Index: n20/D 1.4359(lit.)
• Boiling Point: 209.5 °C at 760 mmHg
• PKA: 10.07±0.28(Predicted)
• Flash Point: 73.9 °C
• PSA: 6.48000
• Density: 0.827 g/cm³
• LogP: 1.67000
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: miscible
• Water Solubility.: miscible
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 172.193948774
• Heavy Atom Count: 12
• Complexity: 77.8

Purity/Quality:

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

N,N,N'',N''-Tetramethyl-1,6-hexanediamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 22-24-34-23/24
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CCCCCCN(C)C
• Uses: N,N,N'',N''-Tetramethyl-1,6-hexanediamine is used in the synthesis of fluorene containing poly(arylene ether sulfone) as anion exchange membranes for alkaline fuel cells.

Technology Process of Tetramethylhexamethylenediamine

There total 18 articles about Tetramethylhexamethylenediamine 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: 100.0%

1 ,6-dibromohexane (629-03-8) + dimethyl amine (124-40-3) → N,N,N',N'-tetramethylhexamethylenediamine (111-18-2)

Guidance literature:

In tetrahydrofuran; at 0 - 20 ℃; for 24h;

DOI:10.1021/la302303d

Reference yield: 95.0%

methanol (67-56-1) + 1,6-Hexanediamine (124-09-4) → N,N,N',N'-tetramethylhexamethylenediamine (111-18-2)

Guidance literature:

With bis[dichloro(pentamethylcyclopentadienyl)ruthenium(III)]; bis[2-(diphenylphosphino)phenyl] ether; lithium tert-butoxide; at 100 ℃; for 24h;

DOI:10.1021/acscatal.5b00606

Reference yield: 83.0%

1,6-hexanediol (629-11-8) + dimethyl amine (124-40-3) → N,N,N',N'-tetramethylhexamethylenediamine (111-18-2)

Guidance literature:

With (C₅(CH₃)5)IrCl₂(1,3-diisoptopylimidazole); sodium carbonate; In water; at 120 ℃; for 20h; Reagent/catalyst; Sealed tube;

DOI:10.1002/cctc.202101499

upstream raw materials:

1,6-Hexanediamine

formaldehyd

tetra-N-methyl-hex-3-ynediyldiamine

tetra-N-methyl-hex-2-ynediyldiamine

Downstream raw materials:

N,N'-dimethyl-N,N'-hexanediyl-bis-carbamoyl chloride

hexafluorenium bromide

N,N'-dibenzyl-N,N,N',N'-tetramethyl-N,N'-hexanediyl-di-ammonium; diiodide

N,N,N',N'-tetramethyl-N,N'-diphenacyl-N,N'-hexanediyl-di-ammonium; dibromide

Refernces

• 1、 Zhao, Jianxi,Yang, Duoping,You, Yi. "Effect of bolaform counterions on the adsorption of sodium dodecyl sulfonate at the air/water interface". . p. 583 - 589. Retrieved 2014.
• 2、 Haessig, Robert,Seebach, Dieter. "Bestimmung der Struktur von Phenylaethinyllithium in Loesung mittels Tieftemperatur-NMR-Spektroskopie". . p. 2269 - 2273. Retrieved 1983.
• 3、 Fujita, Ken-ichi,Jeong, Jaeyoung. "Selective Synthesis of Bisdimethylamine Derivatives from Diols and an Aqueous Solution of Dimethylamine through Iridium-Catalyzed Borrowing Hydrogen Pathway". . . Retrieved 2021/12/13.
• 4、 -. "Method for homogeneously catalyzing alcohol amination". Paragraph 0069; 0075-0079. . Retrieved 2019/02/21.