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121-44-8 - Triethylamine, 99% - A12646 - Alfa Aesar

A12646 Triethylamine, 99%

Codice CAS
121-44-8
Sinonimi

Dimensioni Prezzo ($) Quantità Disponibilità
250ml 20,61
500ml 29,94
2500ml 89,31
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Triethylamine, 99%

MDL
MFCD00009051
EINECS
204-469-4

Proprietà chimiche

Formula
C6H15N
Peso formula
101.19
Punto di fusione
-115°
Punto di ebollizione
89-90°
Punto di infiammabilità
-11°(12°F)
Densità
0.726
Indice di rifrazione
1.4005
Solubilità
Miscible with water, ether and ethanol.

Applicazioni

Triethylamine is a base used to prepare esters and amides from acyl chlorides as well as in the synthesis of quaternary ammonium compounds. It acts as a catalyst in the formation of urethane foams and epoxy resins, dehydrohalogeantion reactions, acid neutralizer for condensation reactions and Swern oxidations. It finds application in reverse phase high-performance liquid chromatography (HPLC) as a mobile-phase modifier. It is also used as an accelerator activator for rubber, as a propellant, as a corrosion inhibitor, as a curing and hardening agent for polymers and for the desalination of seawater. Furthermore, it is used in automotive casting industry and textile industry.

Note

Incompatible with strong oxidizing agents.

Letteratura

The apparent base strength of triethylamine has been increased by its use in combination with certain metal salts, examined by Rathke. For the acylation of malonic esters with acyl chlorides, MgCl2 was found to be effective, whereas other metal salts had no effect: J. Org. Chem., 50, 2622 (1985); Synth. Commun., 15, 1039 (1985); Tetrahedron, 48, 9233 (1993). For the Horner-Wadsworth-Emmons olefination reaction, LiBr or LiCl gave the best results under most conditions, although Mg salts showed some effect; other metal salts were ineffective: J. Org. Chem., 50, 2624 (1985).

Addition of triethylamine enables the reaction of Grignard reagents with esters to be interrupted at the ketone stage. Deuterium-labelling shows that this is caused by enolization of the ketone. Good yields are obtained unless the ester itself is readily enolized: Synthesis, 877 (1980).

Murahashi, S. I.; Zhang, D.; Iida, H.; Miyawaki, T.; Uenaka, M.; Murano, K.; Meguro, K. Flavin-catalyzed aerobic oxidation of sulfides and thiols with formic acid/triethylamine. Chem. Commun. 2014, 50 (71), 10295-10298.

Soni, R.; Hall, T. H.; Mitchell, B. P.; Owen, M. R.; Wills, M. Asymmetric reduction of electron-rich ketones with tethered ru(II)/TsDPEN catalysts using formic acid/triethylamine or aqueous sodium formate. J. Org. Chem. 2015, 80 (13), 6784-6793.

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H225-H314-H302-H312-H332

Highly flammable liquid and vapour. Causes severe skin burns and eye damage. Harmful if swallowed. Harmful in contact with skin. Harmful if inhaled.

Dichiarazioni precauzionali: P210-P260-P261-P280-P303+P361+P353-P305+P351+P338-P301+P330+P331-P304+P340-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. 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. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Altri riferimenti

Merck
14,9666
Beilstein
1843166
Classe di rischio
3
Gruppo di imballaggio
II
Codice tariffe armonizzato
2921.19
TSCA
Yes
RTECS
YE0175000

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