Passa al contenuto
Merck
Tutte le immagini(2)

Key Documents

View All Documentation

179701

Sigma-Aldrich

Triethylborane solution

1.0 M in THF

Sinonimo/i:

Triethylboron

Autenticatiper visualizzare i prezzi riservati alla tua organizzazione & contrattuali
Tutte le immagini(2)

About This Item

Formula condensata:
(C2H5)3B
Numero CAS:
97-94-9
Peso molecolare:
97.99
Beilstein:
1731462
Numero MDL:
MFCD00009022
Codice UNSPSC:
12352001
eCl@ss:
38120201
ID PubChem:
24850826
NACRES:
NA.22

Forma fisica

liquid

Impiego in reazioni chimiche

reagent type: reductant

Concentrazione

1.0 M in THF

Densità

0.865 g/mL at 25 °C

Stringa SMILE

CCB(CC)CC

InChI

1S/C6H15B/c1-4-7(5-2)6-3/h4-6H2,1-3H3
LALRXNPLTWZJIJ-UHFFFAOYSA-N

Cerchi prodotti simili? Visita Guida al confronto tra prodotti

Applicazioni

Catalyst for:
  • Allylation of aldehydes
  • Decarboxylative C-C bond cleavage reactions
  • Rhenium hydride / boron Lewis acid cocatalysis of alkene hydrogenations
  • Regioselective hydroxyalkylation of unsaturated oxime ethers

Reactant for radical reductions of alkyl bromides with N-heterocyclic carbene boranes

Reactant for synthesis of tetramethylammonium trialkylphenylborate salts with oxidation potential
Triethylborane is used as a catalyst for:
  • Allylation of aldehydes
  • Decarboxylative C-C bond cleavage reactions
  • Rhenium hydride / boron Lewis acid cocatalysis of alkene hydrogenations
  • Regioselective hydroxyalkylation of unsaturated oxime ethers


It can be employed as a reactant for radical reductions of alkyl bromides with N-heterocyclic carbene boranes and for the synthesis of tetramethylammonium trialkylphenylborate salts.

Avvertenze

Danger

Classi di pericolo

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

Organi bersaglio

Central nervous system, Respiratory system

Rischi supp

EUH019

Codice della classe di stoccaggio

4.2 - Pyrophoric and self-heating hazardous materials

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
SHBJ6115
SHBJ0623
SHBH2155V
SHBD9512V
SHBB7990V

Non trovi la versione di tuo interesse?

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

Cerca un COA

Possiedi già questo prodotto?

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

Visita l’Archivio dei documenti

Aerobic Hydroxylation of N-Borylenamine: Triethylborane-Mediated Hydroxyalkylation of α, β-Unsaturated Oxime Ether.
Ueda M, et al.
Organic Letters, 11(20), 4632-4635 (2009)
Synthesis of N-heterocyclic carbene boranes via silver N-heterocyclic carbene complexes.
Ono S, et al.
Polyhedron, 137(20), 296-305 (2017)
Formation of Ketenimines via the Palladium-Catalyzed Decarboxylative π-Allylic Rearrangement of N-Alloc Ynamides.
Alexander, Juliana R and Cook, Matthew J
Organic Letters, 19(21), 5822-5825 (2017)
Rhenium hydride/boron Lewis acid cocatalysis of alkene hydrogenations: Activities comparable to those of precious metal systems.
Jiang, Yanfeng and Hess, Jeannine and Fox, Thomas and Berke, Heinz
Journal of the American Chemical Society, 132(51), 18233-18247 (2010)
Synthesis of tetramethylammonium phenyltrialkylborate salts by the addition of alkyllithium reagents to a triorganylborane or organoboranylhalides.
Pietrzak, Marek and J
Journal of Organometallic Chemistry, 696(10), 2135-2141 (2011)
Visualizza tutti i documenti correlati

Articoli

Reagents for C–C Bond Formation

We carry a large variety of electrophiles and nucleophiles that are widely used in C–C bond-forming reactions. This group of products contains many organometallic reagents as well as commonly-used alkylating and acylating reagents.

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.