Consentement d'utilisation des Cookies

J'accepte. Notre site sauvegarde des traceurs textes (cookies) sur votre appareil afin de vous garantir de meilleurs contenus et à des fins de collectes statistiques.Vous pouvez désactiver l'usage des cookies en changeant les paramètres de votre navigateur. En poursuivant votre navigation sur notre site sans changer vos paramètres de navigateur vous nous accordez la permission de conserver des informations sur votre appareil.

1643-19-2 - Tetra-n-butylammonium bromide, 98+% - TBAB - Aliquat 100 - A10249 - Alfa Aesar

A10249 Tetra-n-butylammonium bromide, 98+%

Numéro de CAS
1643-19-2
Synonymes
TBAB
Aliquat 100

Conditionnement Prix ($) Quantité Disponibilité
100g 42,20
500g 123,00
2500g 509,00
Ajouter au panier Ajouter au devis en vrac Afficher l'article

Tetra-n-butylammonium bromide, 98+%

MDL
MFCD00011633
EINECS
216-699-2

Propriétés chimiques

Formule
C16H36BrN
Poids moleculaire
322.38
Point de fusion
101-105°
Densité
1.15
Sensibilité
Hygroscopic
Solubilité
Soluble in water and ethanol.

Applications

Phase transfer catalyst Tetra-n-butylammonium bromide is used as a phase transfer catalyst for the preparation of lactones by cyclization of potassium salt of µ-bromocarboxylic acids and beta-lactones from beta-bromoacid by cyclization. It is also involved in the Curtius rearrangement, N-alkylation of aromatic carboxamides. It plays an important role as an ionic liquid in the regioselective O-alkylation reactions. It is also used in the preparation of polymer solar cells and single component green-light emitting electrochemical cells.

Notes

Hygroscopic. Keep the container tightly closed in a dry and well-ventilated place. Incompatible with strong oxidizing agents.

Références bibliographiques

Phase-transfer catalyst of wide application. Some illustrative examples are given below. See also Appendix 2.

K salts of ω-bromocarboxylic acids can be cyclized to lactones under effectively "high-dilution" conditions by extracting into toluene in the presence of a small amount of catalyst. The 16-membered ring lactone was formed in 92% yield: J. Org. Chem., 48, 1533 (1983).

Primary alkyl chlorides can be converted to alcohols in excellent yield by phase-transfer reaction with sodium formate and hydrolysis of the resulting formate esters: Synthesis, 763 (1986).

ß-Lactones are formed by the cyclization of ß-bromoacids under phase-transfer conditions: Chem. Pharm. Bull., 29, 1063 (1981).

An improved procedure for the Curtius rearrangement involves reaction of acid chlorides with azide ion under phase-transfer conditions: Synthesis, 38 (1983).

Aromatic carboxamides undergo N-alkylation with alkyl halides using KOH under solvent-free conditions: Synth. Commun., 22, 1661 (1992).

Has been used as an "ionic liquid" in the regioselective O-alkylation of ambident nucleophiles: Tetrahedron Lett., 33, 4435 (1992). A method is described whereby the "solvent" can be recovered quantitatively. A semi-molten mixture with KF or CsF has been found to be an effective system for fluorodehalogenation of, e.g., benzyl bromide: J. Fluorine Chem., 73, 185 (1995).

Effective catalyst for amination reactions of alkyl or activated aryl halides, by increasing the solubility of ammonia in organic media: J. Chem. Soc., Chem. Commun., 267 (1987).

Tzirakis, F.; Stringari, P.; Von Solms, N.; Coquelet, C.; Kontogeorgis, G. Hydrate equilibrium data for the CO2+ N2 system with the use of Tetra-n-butylammonium bromide (TBAB), cyclopentane (CP) and their mixture. Fluid Phase Equilib. 2015, 408, 240-247.

Akiba, H.; Ueno, H.; Ohmura, R. Crystal Growth of Ionic Semiclathrate Hydrate Formed at the Interface between CO2 Gas and Tetra-n-butylammonium Bromide Aqueous Solution. Cryst. Growth Des. 2015, 15 (8), 3963-3968.

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H315-H319-H335

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Mentions de prudence: P261-P280a-P305+P351+P338-P304+P340-P405-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves and eye/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. 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.

Autres références

Beilstein
3570983
Code tarifaire harmonisé
2923.90
TSCA
Yes

Recommandé

  • A10221

    Imidazole, 99%
  • A11766

    Allyl bromide, 99%, stab. with 300-1000ppm Propylene oxide
  • A13268

    Benzyltriethylammonium chloride, 99%
  • A15484

    Tetra-n-butylammonium iodide, 98%
  • 33337

    Magnesium sulfate, anhydrous, 99.5% min

Consulté récemment

Produits chimiques

Sciences de la vie

Métaux et matériaux

Catalyseurs

Analytique et matériel de laboratoire