3083-10-1

Basic information

• Product Name: 1,1,4,7,10,10-HEXAMETHYLTRIETHYLENETETRAMINE
• Synonyms: 1,1,4,7,10,10-hexamethyl-triethylenetetramin;hexamethyltriethylenetetramine;n,n’-bis(2-(dimethylamino)ethyl)-n,n’-dimethyl-1,2-ethanediamine;n,n’-bis(2-(dimethylamino)ethyl)-n,n’-dimethyl-2-ethanediamine;n,n’-bis[2-(dimethylamino)ethyl]-n,n’-dimethyl-2-ethanediamine;1,1,4,7,10,10-HEXAMETHYLTRIETHYLENETETRAMINE;N,N'-bis[2-(dimethylamino)ethyl]-N,N'-dimethylethylenediamine;1,1,4,7,10,10-Hexamethyltriethylenetetramine ,97%
• CAS NO: 3083-10-1
• Molecular Formula: C₁₂H₃₀N₄
• Molecular Weight: 230.39
• EINECS: 221-382-7
• Product Categories: Nitrogen Compounds;Organic Building Blocks;Polyamines
• Mol File: 3083-10-1.mol
• Article Data: 7

Chemical Properties

• Melting Point: 162 °C
• Boiling Point: 130 °C11 mm Hg(lit.)
• Flash Point: 215 °F
• Appearance: /
• Density: 0.847 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0123mmHg at 25°C
• Refractive Index: n20/D 1.456(lit.)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 8.83±0.38(Predicted)
• Water Solubility: Soluble in water.
• Stability: Stable. Incompatible with strong oxidizing agents.
• CAS DataBase Reference: 1,1,4,7,10,10-HEXAMETHYLTRIETHYLENETETRAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1,4,7,10,10-HEXAMETHYLTRIETHYLENETETRAMINE(3083-10-1)
• EPA Substance Registry System: 1,1,4,7,10,10-HEXAMETHYLTRIETHYLENETETRAMINE(3083-10-1)

Safety Data

• Hazard Codes: Xi,C
• Statements: 36/37/38-34
• Safety Statements: 26-37/39-45-36/37/39
• RIDADR: UN 2735 8/PG 2
• WGK Germany: 3
• RTECS: KH8587135
• TSCA: Yes
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 3083-10-1(Hazardous Substances Data)

Usage

Description

1,1,4,7,10,10-HEXAMETHYLTRIETHYLENETETRAMINE, also known as HMTETA, is a polyamines additive that is colorless to yellow in appearance. It is a versatile compound with various applications in different industries due to its unique chemical properties.

Uses

Used in Polymer Synthesis:
1,1,4,7,10,10-HEXAMETHYLTRIETHYLENETETRAMINE is used as a reagent for the synthesis of ideal linear random copolymers containing both vinyl polymer and polyester units in a single polymer chain. This allows for the creation of polymers with unique properties and potential applications in various fields.
Used in Catalytic Complexes:
1,1,4,7,10,10-HEXAMETHYLTRIETHYLENETETRAMINE, when complexed with CuBr, forms a catalytic complex used in the copolymerization of poly[ε-caprolactone] with N,N-dimethylamino-2-ethyl methacrylate monomers by atom-transfer radical polymerization (ATRP). This process enables the production of polymers with specific characteristics and improved performance.
Used in Aqueous Surface-Initiated ATRP:
1,1,4,7,10,10-HEXAMETHYLTRIETHYLENETETRAMINE is used as a catalyst in the aqueous surface-initiated-ATRP to grow poly(N,N-dimethylacrylamide) (PDMA). This application allows for the controlled growth of polymers with tailored properties, which can be beneficial in various industries.
Used in Suzuki Reaction:
1,1,4,7,10,10-HEXAMETHYLTRIETHYLENETETRAMINE is also used in the Suzuki reaction, a widely employed method in organic chemistry for the formation of carbon-carbon bonds. Its use in this reaction contributes to the synthesis of various organic compounds with potential applications in pharmaceuticals, materials science, and other fields.
Used in Koenigs-Knorr Glucuronidation:
1,1,4,7,10,10-HEXAMETHYLTRIETHYLENETETRAMINE has been reported as an efficient reagent for the problematic Koenigs-Knorr glucuronidation, a reaction that is crucial in the synthesis of certain complex carbohydrates and their derivatives. This application highlights the compound's versatility and utility in organic chemistry.

InChI:InChI=1/C12H30N4/c1-13(2)7-9-15(5)11-12-16(6)10-8-14(3)4/h7-12H2,1-6H3

Upstream product

• 50-00-0 formaldehyd 
• 112-24-3 triethylentetramine 
• 13574-25-9 -sarkosyl-sarkosin-dimethylamid 
• 64-18-6 formic acid 
• 133256-59-4 N,N',N''-trimethyl-1,5,9-triazacyclododecane 
• 3030-47-5 N,N,N',N'',N'''-pentamethyldiethylenetriamine 
• 41203-22-9 1,4,8,11-tetramethyl-1,4,8,11-tetra-azacyclotetradecane 

Downstream Products

• 61877-80-3 N-(2-dimethylaminoethyl)-N-(2-methylaminoethyl)-methylamine 
• 51630-58-1 FENVALERATE 
• 3030-47-5 N,N,N',N'',N'''-pentamethyldiethylenetriamine 
• 41203-22-9 1,4,8,11-tetramethyl-1,4,8,11-tetra-azacyclotetradecane 
• 1314469-75-4 cis-[(hmteta)Ca(PPh₂)2] 
• 1586006-97-4 cis-[Ca(N,N,N’,N’’,N’’’,N’’’-hexamethyltriethylenetetramine)(phenyl)₂] 
• 65294-33-9 6A-{{2-{{2-[(2-aminoethyl)amino]ethyl}amino}ethyl}amino}-6A-deoxy-β-cyclodextrin 

Relevant articles and documents

Thermodynamics of Protonation of Tetramines with Different Degrees of N-Methylation

In an attempt to give further insight into the effect of increasing methylation on the protonation of polyamines we studied the tetramines hexamethyltriethylenetetramine (trienMe6) and N,N,N"',N"'-tetramethyltriethylenetetramine (trienMe4).The results are discussed with special reference to the related compound triethylenetetramine (trien).Different methylation of both terminal and inner nitrogens apparently affects the thermodynamic functions.The ΔG0, ΔH0, and ΔS0 values suggest a unique protonation mechanism starting with the terminal nitrogen atoms.The stepwise entropy chenges are discussed on the basis of the releasing of water molecules.

Method for preparing alkoxyamines from nitroxides

The invention relates to a process for preparing alkoxyamines. This process consists in mixing, in an organic solvent, a metal salt, a ligand for the metal, a halocarbon compound ZX and a nitroxide, in keeping the reaction medium stirring at a temperature of between 20° C. and 90° C. until the nitroxide has disappeared, in recovering the organic phase, in washing it with water and then in isolating the alkoxyamine by evaporating the organic solvent under reduced pressure.

Notes. High-valent Ruthenium Oxo Complexes of NNN'N'-Tetramethyl-3,6-dimethyl-3,6-diazaoctane-1,8-diamine (L1). X-Ray Crystal Structure Determination of cis-III(L1)Cl2>ClO4

The reaction of K2 with NNN'N'-tetramethyl-3,6-dimethyl-3,6-diazaoctane-1,8-diamine (L1) in ethanol yielded cis-III(L1)Cl2>(1+), which was isolated as the ClO4(1-) salt.The optical spectrum of cis-III(L1)Cl2>ClO4 in acetonitrile displays one intense band at 375 nm attributed to a p?(Cl) d?*(Ru) transition. cis-III(L1)Cl2>ClO4 has been characterized by X-ray crystallography: space group P21/c, a = 11.716(5), b = 13.089(4), c = 12.981(5) Angstroem, β=94.28(2) deg, Z = 4, and R = 0.076 for 1913 observed Mo-Kα data.The co-ordination geometry around the metal ion is distorted octahedral with cis arrangement of the two chloride ligands.The average Ru-N and Ru-Cl bond distances are 2.17(1) and 2.345(4) Anstroem, respectively.Treatment of cis-III(L1)Cl2>ClO4 with silver(I)p-toluenesulphonate in hot water and then H2O2 gave VI(L1)(O)2>(2+) isolated as the ClO4(1-) salt. VI(L1)(O)2>2 is diamagnetic (μeff = 0) and has an intense i.r. band at ca. 850 cm-1 attributed to νasym(Ru=O) stretching.The E1/2 value of the VI(L1)(O)2>(2+)/IV(L1)(O)(H2O)>(2+) couple in 0.1 mol dm-3 CF3CO2H is 0.79 V vs. a saturated calomel electrode.The reaction of VI(L1)(O)2>2 with styrene produced benzaldehyde.