Bis(hexamethylene)triamine

Base Information

• Chemical Name: Bis(hexamethylene)triamine
• CAS No.: 143-23-7
• Deprecated CAS: 1127437-70-0,1569877-17-3
• Molecular Formula: C12H29N3
• Molecular Weight: 215.382
• Hs Code.: 2921290000
• European Community (EC) Number: 205-593-1
• NSC Number: 92231
• UN Number: 3267
• UNII: BID902UF5V
• DSSTox Substance ID: DTXSID4027109
• Nikkaji Number: J60.706A
• Wikidata: Q27095431
• Metabolomics Workbench ID: 149117
• ChEMBL ID: CHEMBL318516
• Mol file: 143-23-7.mol

Synonyms:Bis(hexamethylene)triamine;143-23-7;Bis(6-aminohexyl)amine;Dihexylenetriamine;1,13-Diamino-7-azatridecane;1,6-Hexanediamine, N-(6-aminohexyl)-;N-(6-AMINOHEXYL)HEXANE-1,6-DIAMINE;7-Azatridecane-1,13-diamine;6,6'-Diaminodihexylamine;Bishexamethylenetriamine;N-(6-AMINOHEXYL)-1,6-HEXANEDIAMINE;6,6'-Iminodihexylamine;N-(Aminohexyl)-1,6-hexanediamine;N'-(6-aminohexyl)hexane-1,6-diamine;Dihexylamine, 6,6'-diamino-;N1-(6-Aminohexyl)hexane-1,6-diamine;HSDB 5646;EINECS 205-593-1;NSC 92231;UNII-BID902UF5V;BID902UF5V;CHEMBL318516;DTXSID4027109;NSC-92231;1,6-Hexanediamine, N1-(6-aminohexyl)-;67875-37-0;bis-hexamethylene triamine;Dihexylamine,6'-diamino-;1, N-(6-aminohexyl)-;SCHEMBL42927;BIDD:GT0359;DTXCID507109;NSC92231;Tox21_200046;(C12-H29-N3)x-;BDBM50032501;MFCD00010448;AKOS015895016;Bis(hexamethylene)triamine, high purity;DB04684;1,6-Hexanediamine, N-(6-aminohexy)-;BIS(HEXAMETHYLENE)TRIAMINE [INCI];NCGC00248504-01;NCGC00257600-01;CAS-143-23-7;DRE;LS-75022;B1814;CS-0328733;FT-0623073;N*1*-(6-Amino-hexyl)-hexane-1,6-diamine;F87426;Dihexylamine, 6,6'-diamino- (6CI,7CI,8CI);A929968;Bis(hexamethylene)triamine, technical grade, 40%;J-007776;Q27095431

Chemical Property of Bis(hexamethylene)triamine

Chemical Property:

• Appearance/Colour: white solid.
• Vapor Pressure: <0.01 mm Hg ( 25 °C)
• Melting Point: 33-36 °C(lit.)
• Refractive Index: n20/D 1.49(lit.)
• Boiling Point: 332.8 °C at 760 mmHg
• PKA: 10.94±0.10(Predicted)
• Flash Point: 175.2 °C
• PSA: 64.07000
• Density: 0.887 g/cm³
• LogP: 3.40570
• Storage Temp.: 2-8°C
• Solubility.: soluble in Methanol
• Water Solubility.: 437g/L at 20℃
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 12
• Exact Mass: 215.236147938
• Heavy Atom Count: 15
• Complexity: 95
• Transport DOT Label: Corrosive

Purity/Quality:

99.9% ^*data from raw suppliers

Bis(hexamethylene)triamine >95.0%(T) ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aliphatic
• Canonical SMILES: C(CCCNCCCCCCN)CCN

Technology Process of Bis(hexamethylene)triamine

There total 18 articles about Bis(hexamethylene)triamine 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: 46.0%

8-(2-(trimethylsilyl)ethanesulfonyl)-1,8,15-triazapentadecane (652130-77-3) → 1,8,15-triazapentadecane (143-23-7)

Guidance literature:

With cesium fluoride; In N,N-dimethyl-formamide; at 100 ℃;

DOI:10.1016/j.tet.2003.10.067

Reference yield:

hexanedinitrile (111-69-3) → hexamethylene imine (111-49-9) + 1,6-Hexanediamine (124-09-4) + di(5-cyanopentyl)-amine + 1-amino-5-cyanopentane (2432-74-8) + 1,8,15-triazapentadecane (143-23-7)

Guidance literature:

With 1-butyl-3-methylimidazolium hydroxide; hydrogen; In ethanol; at 349.84 ℃; for 6h; under 15001.5 Torr; Reagent/catalyst; Temperature; Pressure; Time; Flow reactor; Sealed tube; Inert atmosphere; Ionic liquid;

DOI:10.1016/j.jcat.2019.03.023

Reference yield:

1,6-hexanediol (629-11-8) → hexamethylene imine (111-49-9) + 1,6-Hexanediamine (124-09-4) + 6-(azepan-1-yl)hexan-1-amine (21920-79-6) + 1,8,15-triazapentadecane (143-23-7)

Guidance literature:

With ammonia; hydrogen; In tert-butyl alcohol; at 220 ℃; for 4.5h; under 120012 Torr; Temperature; Pressure; Time; Kinetics;

DOI:10.1007/s11426-017-9049-5

upstream raw materials:

N¹,N¹³-diacetyl-1,13-diamino-7-azatridecane

8-(2-(trimethylsilyl)ethanesulfonyl)-1,8,15-triazapentadecane

1,6-Hexanediamine

mono-N-acetylhexamethylenediamine

Downstream raw materials:

N,N',N-tritosyl-7-aza-tridecanetriamine

2-Allyloxymethyl-4,11,18-tris-(toluene-4-sulfonyl)-1-oxa-4,11,18-triaza-cyclohenicosane

1,8,15-Tris-(toluene-4-sulfonyl)-1,8,15-triaza-cyclohenicosane

[(2,3-diacetoxy-benzoyl)-(6-{(2,3-diacetoxy-benzoyl)-[6-(2,3-diacetoxy-benzoylamino)-hexyl]-amino}-hexyl)-amino]-acetic acid benzyl ester

Refernces

• 1、 Li, Yan,Cheng, Haiyang,Zhang, Chao,Zhang, Bin,Liu, Tong,Wu, Qifan,Su, Xinluona,Lin, Weiwei,Zhao, Fengyu. "Reductive amination of 1,6-hexanediol with Ru/Al2O3 catalyst in supercritical ammonia". . p. 920 - 926. Retrieved 2017/07/05.
• 2、 Lee, Young Bok,Park, Myung Hee,Folk, J. E.. "Diamine and Triamine Analogs and Derivatives as Inhibitors of Deoxyhypusine Synthase: Synthesis and Biological Activity". . p. 3053 - 3061. Retrieved 2007/10/03.