Passa al contenuto
Merck
Tutte le immagini(2)

Documenti fondamentali

179728

Sigma-Aldrich

Super-Hydride® solution

1.0 M lithium triethylborohydride in THF

Sinonimo/i:

Lithium triethylborohydride solution

Autenticatiper visualizzare i prezzi riservati alla tua organizzazione & contrattuali


About This Item

Formula condensata:
Li(C2H5)3BH
Numero CAS:
Peso molecolare:
105.94
Beilstein:
4151240
Numero MDL:
Codice UNSPSC:
12352302
ID PubChem:
NACRES:
NA.22

Stato

liquid

Livello qualitativo

Impiego in reazioni chimiche

reagent type: reductant

Concentrazione

1.0 M lithium triethylborohydride in THF

Densità

0.892 g/mL at 25 °C

Stringa SMILE

[Li+].[H][B-](CC)(CC)CC

InChI

1S/C6H16B.Li/c1-4-7(5-2)6-3;/h7H,4-6H2,1-3H3;/q-1;+1
WCJAYABJWDIZAJ-UHFFFAOYSA-N

Cerchi prodotti simili? Visita Guida al confronto tra prodotti

Descrizione generale

Super-Hydride® solution (Lithium triethylborohydride or LiTEBH) is widely used as a powerful and selective reducing agent that shows super hydride activity in organic synthesis.

Applicazioni

LiTEBH can be used as a reagent:
  • To reduce alkyl halides to alkanes via dehydrogenation reactions.
  • For the selective reduction of epoxides to Markovnikov alcohols.
  • To reduce tosylates or mesylates primary alcohols to hydrocarbons.
  • For reductive cyclization reactions for the preparation of useful intermediates.
  • In the synthesis of hepta(manno-3-deoxy-6-O-t-butyldimethylsilyl)-β-cyclodextrin by reduction of hepta(manno-2,3-anhydro-6-O-t-butyldimethylsilyl)-β-cyclodextrin.
  • For hydrodefluorination of C-F bonds using Ni catalyst.
  • To prepare alkynyl alcohols from cleavage of cyclic keto-vinyl triflates.
  • In the stereoselective reduction of bicyclic imides, isoquinolines, and pyridines.
  • To prepare tungsten and molybdenum hydride complexes.

Confezionamento

Note legali

Super-Hydride is a registered trademark of Merck KGaA, Darmstadt, Germany

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3 - Water-react 1

Organi bersaglio

Respiratory system

Rischi supp

Codice della classe di stoccaggio

4.3 - Hazardous materials which set free flammable gases upon contact with water

Classe di pericolosità dell'acqua (WGK)

WGK 1

Punto d’infiammabilità (°F)

1.4 °F - closed cup

Punto d’infiammabilità (°C)

-17 °C - closed cup

Dispositivi di protezione individuale

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


Scegli una delle versioni più recenti:

Certificati d'analisi (COA)

Lot/Batch Number

Non trovi la versione di tuo interesse?

Se hai bisogno di una versione specifica, puoi cercare il certificato tramite il numero di lotto.

Possiedi già questo prodotto?

I documenti relativi ai prodotti acquistati recentemente sono disponibili nell’Archivio dei documenti.

Visita l’Archivio dei documenti

Shin Kamijo et al.
Journal of the American Chemical Society, 128(19), 6499-6507 (2006-05-11)
A thorough analysis of the chemistry of vinylogous acyl triflates provides insight into important chemical processes and opens new directions in synthetic technology. Tandem nucleophilic addition/C-C bond cleaving fragmentation reactions of cyclic vinylogous acyl triflates 1 yield a variety of
Seven-coordinate hydride complexes of molybdenum and tungsten. Crystal and molecular structures of WH(Cl)(CO)2(PMe3)3
Contreras L, et al.
Organometallics, 12(10), 4228-4228 (1993)
Lithium Triethylborohydride
Zaidlewicz M, et al.
Encyclopedia of Reagents for Organic Synthesis, Second Edition, 1-10 (2001)
Tetrahedron Letters, 34, 7239-7239 (1993)
Selective reductions. 32. Structural effects on the reduction of epoxides by lithium triethylborohydride. A kinetic study
Brown HC, et al.
The Journal of Organic Chemistry, 48(18), 3091-3096 (1983)

Global Trade Item Number

SKUGTIN
179728-100ML4061838754417
179728-18L
179728-800ML4061838754424
179728-90L
179728-100L
179728-18L-C4061838230737
179728-200L
179728-20L
179728-2L4061838118370
179728-4X25ML4065268444467
179728-8L4061838125286

Il team dei nostri ricercatori vanta grande esperienza in tutte le aree della ricerca quali Life Science, scienza dei materiali, sintesi chimica, cromatografia, discipline analitiche, ecc..

Contatta l'Assistenza Tecnica.