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7087-68-5 - N-Ethyldiisopropylamine, 99% - DIEA - N,N-Diisopropylethylamine - A11801 - Alfa Aesar

A11801 N-Ethyldiisopropylamine, 99%

CAS Number
7087-68-5
Synonyms
DIEA
N,N-Diisopropylethylamine

Size Price ($) Quantity Availability
100ml 33.30
500ml 107.44
2500ml 387.28
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N-Ethyldiisopropylamine, 99%

MDL
MFCD00008868
EINECS
230-392-0

Chemical Properties

Formula
C8H19N
Formula Weight
129.25
Melting point
-46°
Boiling Point
126-127°
Flash Point
8°(46°F)
Density
0.747
Refractive Index
1.4135
Solubility
Miscible with water and ethanol.

Applications

N-Ethyldiisopropylamine is used to make or formulate industrial products. It is also used in organic chemistry as a base. It acts as a selective reagent in the alkylation of secondary amines to tertiary amines by alkyl halides. It reacts with monoactivated Michael acceptors to afford symmetrical sulfones. Further, it is used to prepare heterocyclic compound, sscorpionine by a reaction with disulfur dichloride using 1,4-diazabicyclo[2.2.2]octane (DABCO) as a catalyst.

Notes

Incompatible with acids, acid chlorides, acid anhydrides, carbon dioxide, copper, brass, rubber, oxidizing agents, nitrates, peroxides, aldehydes and metals.

Literature References

Hindered non-nucleophilic base with high proton affinity: Chem. Ber., 91, 380 (1958).

For use in the introduction of TBDMS protecting groups, see tert-Butyl­dimethyl­chlorosilane, A13064 . Used in preparation of silyl enol ethers from both aldehydes and ketones: Helv. Chim. Acta, 60, 181 (1977).

Useful base in peptide coupling reactions: J. Am. Chem. Soc., 91, 6488 (1969). See Appendix 6.

Has been recommended as a base for the Horner-Wadsworth-Emmons olefination reaction, where the reagents contain groups sensitive to base-catalyzed epimerization or condensation. The reaction is carried out in the presence of LiCl, and gives high (E):(Z) ratios: Tetrahedron Lett., 25, 2183 (1984).

Vembu, S.; Pazhamalai, S.; Gopalakrishnan, M. Potential antibacterial activity of triazine dendrimer: Synthesis and controllable drug release properties. Bioorg. Med. Chem. 2015, 23 (15), 4561-4566.

Manandhar, Y.; Bahadur, K. C. T.; Wang, W.; Uzawa, T.; Aigaki, T.; Ito, Y. In vitro selection of a peptide aptamer that changes fluorescence in response to verotoxin. Biotechnol. Lett 2015, 37 (3), 619-625.

GHS Hazard and Precautionary Statements

Hazard Statements: H225-H331-H302-H314-H318-H402-H412

Highly flammable liquid and vapour. Toxic if inhaled. Harmful if swallowed. Causes severe skin burns and eye damage. Causes serious eye damage. Harmful to aquatic life. Harmful to aquatic life with long lasting effects.

Precautionary Statements: P210-P260-P261-P273-P280-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dust/fume/gas/mist/vapours/spray. Avoid breathing dust/fume/gas/mist/vapours/spray. Avoid release to the environment. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
605301
Hazard Class
6.1
Packing Group
I
Harmonized Tariff Code
2921.19
TSCA
Yes

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