N,N,N',N'-Tetramethyl-1,4-butanediamine

Base Information

• Chemical Name: N,N,N',N'-Tetramethyl-1,4-butanediamine
• CAS No.: 111-51-3
• Molecular Formula: C8H20N2
• Molecular Weight: 144.26
• Hs Code.: 29212900
• European Community (EC) Number: 203-878-5
• UNII: 5J7765FHLU
• DSSTox Substance ID: DTXSID0059403
• Nikkaji Number: J5.112H
• Wikidata: Q27262400
• Mol file: 111-51-3.mol

Synonyms:1,4TMP;N,N'-tetramethyl-1,4-butanediamine;N,N,N',N'-tetramethyl-1,4-butanediamine;tetramethyldiaminobutane;tetramethylputrescine

Chemical Property of N,N,N',N'-Tetramethyl-1,4-butanediamine

Chemical Property:

• Appearance/Colour: Clear colorless liquid
• Melting Point: -100 °C
• Refractive Index: n20/D 1.428(lit.)
• Boiling Point: 169 °C at 760 mmHg
• PKA: 10.00±0.28(Predicted)
• Flash Point: 46.1 °C
• PSA: 6.48000
• Density: 0.823 g/cm³
• LogP: 0.88980
• Storage Temp.: Flammables area
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 144.162648646
• Heavy Atom Count: 10
• Complexity: 59.7

Purity/Quality:

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

N,N,N'',N''-Tetramethyl-1,4-diaminobutane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 10-34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CN(C)CCCCN(C)C

Technology Process of N,N,N',N'-Tetramethyl-1,4-butanediamine

There total 15 articles about N,N,N',N'-Tetramethyl-1,4-butanediamine 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%

1,4-dibromo-butane (110-52-1) + dimethyl amine (124-40-3) → N,N,N',N'-tetramethyl-1,4-butanediamine (111-51-3)

Guidance literature:

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

DOI:10.1021/la302303d

Reference yield: 67.0%

N,N,N',N'-tetramethylsuccinamide (7334-51-2) → N,N,N',N'-tetramethyl-1,4-butanediamine (111-51-3)

Guidance literature:

N,N,N',N'-tetramethylsuccinamide; With triethyloxonium fluoroborate; In dichloromethane; at 40 ℃; for 3h; Inert atmosphere;

With [1,4-bis(diphenylphosphino)butane](1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; hydrogen; sodium ethanolate; In ethanol; at 25 ℃; under 30003 Torr; Reagent/catalyst;

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 1,4-diaminobutane (110-60-1) → N,N,N',N'-tetramethyl-1,4-butanediamine (111-51-3)

Guidance literature:

In water;

DOI:10.1021/jo01264a067

upstream raw materials:

4-butanolide

dimethyl amine

formaldehyd

1,4-diaminobutane

Downstream raw materials:

N,N,N,N',N',N'-hexamethylbutanediammonium bromide

(CH₃)2NH(CH₂)4NH(CH₃)2⁽²⁺⁾*Bi(C₆H₅)(O₂CCF₃)4^(2-)=[(CH₃)2NH(CH₂)4NH(CH₃)2][Bi(C₆H₅)(O₂CCF₃)4]

2-methoxy-phenol

N,N'-dibenzyl-N,N,N',N'-tetramethyl-1,4-butanediaminium dibromide

Refernces

• 1、 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.
• 2、 Hoque, Jiaul,Konai, Mohini M.,Sequeira, Shanola S.,Samaddar, Sandip,Haldar, Jayanta. "Antibacterial and Antibiofilm Activity of Cationic Small Molecules with Spatial Positioning of Hydrophobicity: An in Vitro and in Vivo Evaluation". . p. 10750 - 10762. Retrieved 2016/12/16.