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Merck
CN

87690

N,N,N′,N′-Tetramethylethylenediamine

purum, ≥98.0% (GC)

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
EC Number:
203-744-6
UNSPSC Code:
12352100
PubChem Substance ID:
329769596
Beilstein/REAXYS Number:
1732991
MDL number:
MFCD00008335

Key Documents

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InChI key

KWYHDKDOAIKMQN-UHFFFAOYSA-N

InChI

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

SMILES string

CN(C)CCN(C)C

grade

purum

assay

≥98.0% (GC)

expl. lim.

9.08 %

impurities

≤1% water

refractive index

n20/D 1.4179 (lit.), n20/D 1.418

mp

−55 °C (lit.)

density

0.775 g/mL at 20 °C (lit.)

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Other Notes

Substitute for the cancerogenic HMPA as additive for reactions with alkynyl lithium reagents in THF

signalword

Danger

Hazard Classifications

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

Storage Class

3 - Flammable liquids

wgk

WGK 1

flash_point_f

61.7 °F - closed cup

flash_point_c

16.5 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Chiara Maccato et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 23(71), 17954-17963 (2017-11-23)
Molecular engineering of manganese(II) diamine diketonate precursors is a key issue for their use in the vapor deposition of manganese oxide materials. Herein, two closely related β-diketonate diamine Mn
R.E. Doolittle
Organic preparations and procedures international, 12, 1-1 (1980)
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
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
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.
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