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366404

Sigma-Aldrich

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

97%

Synonym(s):

HMTETA

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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.)

functional group

amine

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV3348
MKCR6686
MKCM9494
MKCJ8395
MKCD2394

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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
Bryan R Coad et al.
Langmuir : the ACS journal of surfaces and colloids, 23(23), 11791-11803 (2007-10-11)
We report the use of aqueous surface-initiated atom transfer radical polymerization (SI-ATRP) to grow polymer brushes from a "gigaporous" polymeric chromatography support for use as a novel size exclusion chromatography medium. Poly(N,N-dimethylacrylamide) (PDMA) was grown from hydrolyzable surface initiators via
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
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
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
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