Skip to Content
Merck
All Photos(1)

Documents

366404

Sigma-Aldrich

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

97%

Synonym(s):

HMTETA

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
[(CH3)2NCH2CH2N(CH3)CH2-]2
CAS Number:
3083-10-1
Molecular Weight:
230.39
EC Number:
221-382-7
MDL number:
MFCD00025684
UNSPSC Code:
12352100
PubChem Substance ID:
24862651
NACRES:
NA.22

Assay

97%

form

liquid

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

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).

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

215.6 °F - closed cup

Flash Point(C)

102 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Laetitia Mespouille et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 14(21), 6369-6378 (2008-06-10)
Adaptive and amphiphilic poly(N,N-dimethylamino-2-ethyl methacrylate-graft-poly[epsilon-caprolactone]) co-networks (netP(DMAEMA-g-PCL)) were synthesized from a combination of controlled polymerization techniques. Firstly, PCL cross-linkers were produced by ring-opening polymerization (ROP) of epsilon-CL initiated by 1,4-butane-diol and catalyzed by tin(II) 2-ethylhexanoate ([Sn(Oct)2]), followed by the quantitative
Stefanie L Baker et al.
Nature communications, 10(1), 4718-4718 (2019-10-19)
Almost all commercial proteins are purified using ammonium sulfate precipitation. Protein-polymer conjugates are synthesized from pure starting materials, and the struggle to separate conjugates from polymer, native protein, and from isomers has vexed scientists for decades. We have discovered that
Masato Mizutani et al.
Journal of the American Chemical Society, 132(21), 7498-7507 (2010-05-12)
All polymerization reactions are categorized into two large different families, chain- and step-growth polymerizations, which are typically incompatible. Here, we report the simultaneous chain- and step-growth polymerization via the metal-catalyzed radical copolymerization of conjugated vinyl monomers and designed monomers possessing
Weihang Ji et al.
Biomacromolecules, 18(8), 2583-2593 (2017-06-29)
Antibacterial polymers are potentially powerful biocides that can destroy bacteria on contact. Debate in the literature has surrounded the mechanism of action of polymeric biocides and the propensity for bacteria to develop resistance to them. There has been particular interest
Hsuan-Ying Chen et al.
Colloids and surfaces. B, Biointerfaces, 156, 243-253 (2017-05-24)
Novel comb-shaped amphiphilic copolymers based on methoxy poly(ethylene glycol)-b-[poly(ε-caprolactone)-g-poly(methacrylic acid)] (MPCL-g-pMAA), were synthesized via ring opening polymerization (ROP) and atom transfer radical polymerization (ATRP) for drug delivery systems. MPCL-g-pMAAs with various MAA repeating units self-assemble into a core-shell structure in
View All Related Papers

Articles

Atom Transfer Radical Polymerization (ATRP) Tools & Techniques

Tools and techniques for performing atom transfer radical polymerization (ATRP) with benefits and limitations.

A Micro Review of Reversible Addition/Fragmentation Chain Transfer (RAFT) Polymerization

We presents an article about a micro review of reversible addition/fragmentation chain transfer (RAFT) polymerization. RAFT (Reversible Addition/Fragmentation Chain Transfer) polymerization is a reversible deactivation radical polymerization (RDRP) and one of the more versatile methods for providing living characteristics to radical polymerization.

Tools for Performing ATRP

Tools for Performing ATRP

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

We presents an article about Copper(I)-mediated Living Radical Polymerization in the Presence of Pyridylmethanimine Ligands, and the emergence of living radical polymerization mediated by transition metal catalysts in 1995, which was a seminal piece of work in the field of synthetic polymer chemistry.

See All

Protocols

Typical Procedures for Polymerizing via RAFT

We presents an article featuring procedures that describe polymerization of methyl methacrylate and vinyl acetate homopolymers and a block copolymer as performed by researchers at CSIRO.

Concepts and Tools for RAFT Polymerization

Sigma-Aldrich presents an article about RAFT, or Reversible Addition/Fragmentation Chain Transfer, which is a form of living radical polymerization.

Typical Procedures for Polymerizing via ATRP

An article about the typical procedures for polymerizing via ATRP, which demonstrates that in the following two procedures describe two ATRP polymerization reactions as performed by Prof. Dave Hadddleton′s research group at the University of Warwick.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service