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366404 Sigma-Aldrich

1,1,4,7,10,10-Hexamethyltriethylenetetramine

97%

Synonym: HMTETA

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Properties

Related Categories ATRP, ATRP Ligands, Building Blocks, Chemical Synthesis, Materials Science,
Quality Level   100
assay   97%
refractive index   n20/D 1.456 (lit.)
bp   130 °C/11 mmHg (lit.)
density   0.847 g/mL at 25 °C (lit.)
SMILES string   CN(C)CCN(C)CCN(C)CCN(C)C
InChI   1S/C12H30N4/c1-13(2)7-9-15(5)11-12-16(6)10-8-14(3)4/h7-12H2,1-6H3
InChI key   DWFKOMDBEKIATP-UHFFFAOYSA-N

Description

General description

1,1,4,7,10,10-Hexamethyltriethylenetetramine is a polyamines additive, has been reported as an efficient reagent for the problematic Koenigs-Knorr glucuronidation.

Application

1,1,4,7,10,10-Hexamethyltriethylenetetramine may be used as reagent in the synthesis of ideal linear random copolymers containing both vinyl polymer and polyester units in a single polymer chain. 1,1,4,7,10,10-Hexamethyltriethylenetetramine complexed with CuBr constitutes catalytic complex, used in the copolymerization of poly[ε-caprolactone] with N,N-dimethylamino-2-ethyl methacrylate monomers by atom-transfer radical polymerization (ATRP). It may be used as catalyst in the aqueous surface-initiated-ATRP to grow poly(N,N-dimethylacrylamide) (PDMA).

Packaging

5, 25 g in glass bottle

Safety & Documentation

Safety Information

RIDADR 
UN 2735PSN2 8 / PGII
WGK Germany 
WGK 3
Flash Point(F) 
215.6 °F - closed cup
Flash Point(C) 
102 °C - closed cup

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Meet Synthia - Retrosynthesis Sofware
Protocols & Articles

Articles

A micro review of reversible addition/fragmentation chain transfer (RAFT) polymerization

Reversible addition/fragmentation chain transfer (RAFT) polymerization is a reversible deactivation radical polymerization (RDRP) and one of the more versatile methods for providing living characteri...
Keywords: Biomaterials, Living polymerization, Nanotechnology, Polymerization reactions, Radical polymerization, Reversible addition-fragmentation chain transfer polymerizations, transformation

Applying ARGET ATRP to the Growth of Polymer Brush Thin Films by Surface-initiated Polymerization

In 2006, Matyjaszewski and co-workers first described controlled radical polymerization by Activators ReGenerated by Electron Transfer Atom Transfer Radical Polymerization (ARGET ATRP),1-3 a developm...
Keywords: Antimicrobials, Ligands, Nanotubes, Oxidations, Polymerization reactions, Radical polymerization, Reductions, Reversible addition-fragmentation chain transfer polymerizations, Solution polymerization, Solvents

Atom Transfer Radical Polymerization Tools & Techniques

Controlled radical polymerization (CRP) techniques have been reviewed in a number of articles1,2 and books,3 and include nitroxide-mediated polymerization (NMP),4-7 reversible addition fragmentation ...
Sebastian Grajales, Ph.D.
MilliporeSigma, 6000 N. Teutonia Ave. Milwaukee, WI 53209.
Keywords: Ligands, Polymerization reactions, Purification, Radical polymerization, Reversible addition-fragmentation chain transfer polymerizations, Solution polymerization

Concepts and Tools for RAFT Polymerization

Reversible addition/fragmentation chain transfer (RAFT) is a form of living radical polymerization. RAFT polymerization was discovered at CSIRO in 1998.1 It soon became the focus of intensive researc...
Keywords: Polymerization reactions, Radical polymerization, Reversible addition-fragmentation chain transfer polymerizations

Copper(I)-mediated Living Radical Polymerization in the Presence of Pyridylmethanimine Ligands

Emergence of living radical polymerization mediated by transition metal catalysts in 1995 was a seminal piece of work in the field of synthetic polymer chemistry.1-3 Since this date, many transition ...
Keywords: Catalysis, Condensations, Evaporation, Filtration, Ligands, Oxidations, Polymer science, Polymerization reactions, Precipitation, Purification, Radical polymerization, Reductions, Solvents

Tools for Performing ATRP (Atom Transfer Radical Polymerization)

Controlled radical polymerization (CRP) techniques have been reviewed in a number of articles1,2 and books,3 and include nitroxide-mediated polymerization (NMP),4-7 reversible addition fragmentation ...
Sebastian Grajales
Keywords: Ligands, Polymerization reactions, Purification, Radical polymerization, Reversible addition-fragmentation chain transfer polymerizations, Solution polymerization

Typical Procedures for Polymerizing via ATRP

The following two procedures describe two ATRP polymerization reactions as performed by Prof. Dave Hadddleton′s research group at the University of Warwick.
Keywords: Gas chromatography, Ligands, Nuclear magnetic resonance spectroscopy, Polymerization reactions, Size-exclusion chromatography, Solvents

Typical Procedures for Polymerizing via RAFT

RAFT (Reversible Addition/Fragmentation Chain Transfer) is a form of living radical polymerization involving conventional free radical polymerization of a substituted monomer in the presence of a sui...
Keywords: Nuclear magnetic resonance spectroscopy, Polymerization reactions, Radical polymerization, Reversible addition-fragmentation chain transfer polymerizations

Peer-Reviewed Papers
15

References

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