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Merck
CN

87690

Sigma-Aldrich

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

Key Documents

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grade

purum

Assay

≥98.0% (GC)

expl. lim.

9.08 %

impurities

≤1% water

refractive index

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

bp

120-122 °C (lit.)

mp

−55 °C (lit.)

density

0.775 g/mL at 20 °C (lit.)

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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Other Notes

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

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

Regulatory Information

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R.E. Doolittle
Organic preparations and procedures international, 12, 1-1 (1980)
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
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
Kiyohito Shimura
Electrophoresis, 30(1), 11-28 (2008-12-25)
The methodological advancements in CIEF in tubes and microchips during the period between 2002 and early 2008 are reviewed as a continuation of previous review by the same author (Electrophoresis 2002, 23, 3847-3857). After a brief introduction, the following topics
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