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T22500

Sigma-Aldrich

N,N,N′,N′-Tetramethylethylenediamine

N,N,N′,N′-Tetramethylethylenediamine

ReagentPlus®, 99%

Synonym(s):

1,2-Bis(dimethylamino)ethane, TEMED, TMEDA

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About This Item

Linear Formula:
(CH3)2NCH2CH2N(CH3)2
CAS Number:
110-18-9
Molecular Weight:
116.20
Beilstein:
1732991
EC Number:
203-744-6
MDL number:
MFCD00008335
UNSPSC Code:
12352100
PubChem Substance ID:
24900026
NACRES:
NA.21
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Quality Level

200

product line

ReagentPlus®

Assay

99%

expl. lim.

9.08 %

refractive index

n20/D 1.4179 (lit.)

bp

120-122 °C (lit.)

mp

−55 °C (lit.)

density

0.775 g/mL at 20 °C (lit.)

functional group

amine

SMILES string

CN(C)CCN(C)C

InChI

1S/C6H16N2/c1-7(2)5-6-8(3)4/h5-6H2,1-4H3

InChI key

KWYHDKDOAIKMQN-UHFFFAOYSA-N

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Application

N,N,N′,N′-Tetramethylethylenediamine may be used as an initiator along with ammonium persulfate for polymerization reactions.[1]

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Signal Word

Danger

Hazard Statements

H225,H302,H314,H331

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

61.7 °F - closed cup

Flash Point(C)

16.5 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV6095
STBK9799
MKCW6145
MKCT4626
MKCT9734

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Teruyuki Hayashi et al.
Polymers, 11(8) (2019-08-07)
Cationic nanogels of N-isopropylacrylamide (NIPAM), including NIPAM-based cationic fluorescent nanogel thermometers, were synthesized with a cationic radical initiator previously developed in our laboratory. These cationic nanogels were characterized by transmission electron microscopy (TEM), dynamic light scattering (DLS), zeta potential measurements
Structure and Dynamics of Poly (N-isopropylacrylamide)? Clay Nanocomposite Gels.
Shibayama M, et al.
Macromolecules, 37(25), 9606-9612 (2004)
Andrew J Ross et al.
The Journal of organic chemistry, 76(6), 1727-1734 (2011-02-16)
The structure of the alkylzinc-tetramethylethyl-enediamine (TMEDA) cluster cation 3 has been determined in the gas phase by a combination of tandem mass spectrometry, infrared multiphoton dissociation (IRMPD) spectroscopy, and DFT calculations. Both sets of experimental results establish the existence of
Kazuhiro Uehara et al.
Inorganic chemistry, 49(4), 2008-2015 (2010-01-26)
Reactions of (en*)Pd(NO(3))(2) (en* = N,N,N',N'-tetramethylethylenediamine)with a series of organic bridging ligands of pyrazine, 1,2-bis(4-pyridyl)ethylene, 1,2-bis(4-pyridyl)acetylene, and 1,4-bis(4-pyridyl)benzene are carried out to investigate factors controlling the supramolecular structures and the equilibrium between the molecular triangles and the squares in solutions.
Xin Ku et al.
Journal of combinatorial chemistry, 11(3), 338-340 (2009-03-06)
A practical and promising protocol was developed for S-arylations of various thiols with different substituted aryl halides. The reactions were readily facilitated to afford desired thioethers under mild conditions in good to excellent yields. The versatility, air-stability, operational simplicity of
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