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14044-65-6 - Borane-tetrahydrofuran complex, 1M soln. in THF, stab. with 5mmol NaBH4 - BTHF - L13961 - Alfa Aesar

L13961 Borane-tetrahydrofuran complex, 1M soln. in THF, stab. with 5mmol NaBH4

Codice CAS
14044-65-6
Sinonimi
BTHF

Dimensioni Prezzo ($) Quantità Disponibilità
25ml 26,10
100ml 53,50
500ml 208,00
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Borane-tetrahydrofuran complex, 1M soln. in THF, stab. with 5mmol NaBH4

MDL
MFCD00012429
EINECS
237-881-8

Proprietà chimiche

Formula
C4H11BO
Peso formula
85.94
Punto di infiammabilità
-21°(-8°F)
Densità
0.878
Sensibilità
Air & Moisture Sensitive
Solubilità
Miscible and reacts violently with water.

Applicazioni

Borane-tetrahydrofuran complex is an important reagent used in the reduction of certain functional groups viz. aldehyde, ketone, carboxylic acid, amide, oxime, imine and nitrile. It is also used as hydro borating agent. It acts as a borane source for oxazaborolidine catalyzed asymmetric reductions. It is utilized to reduce nylon surface amide groups to secondary amines.

Note

Air and moisture sensitive. Forms explosive peroxides in contact with air. Incompatible with acids, acid chlorides, acid anhydrides, oxidizing agents and alcohols. On hydrolysis, it forms hydrogen and boric acid.

Letteratura

Examples of hydroboration reactions:

Hydroboration, followed by reaction of the trialkylborane with a diazoketone to give a homologated ketone: Org. Synth. Coll., 6, 919 (1988). In situ generation of "disiamyl" borane from 2-methyl-2-butene, and use of this reagent in selective hydroboration reactions: Org. Synth. Coll., 7, 258 (1990). Preparation of di-3-pinanylborane from (-)-ɑ-pinene, and its use in asymmetric hydroborations, see: Org. Synth. Coll., 7, 339 (1990).

For use in the reduction of carboxylic acids to alcohols, see: Org. Synth. Coll., 7, 221 (1990).

For other reactions of borane, see Borane-dimethyl­ sulfide complex, L07705.

Wang, X.; Xie, L.; Huang, K. W.; Lai, Z. A rationally designed amino-borane complex in a metal organic framework: a novel reusable hydrogen storage and size-selective reduction material. Chem. Commun. 2015, 51 (36), 7610-7613.

Zhou, Y.; Yen, C. H.; Fu, S.; Yang, G.; Zhu, C.; Du, D.; Wo, P. C.; Cheng, X.; Yang, J.; Wai, C. M.; Lin, Y. One-pot synthesis of B-doped three-dimensional reduced graphene oxide via supercritical fluid for oxygen reduction reaction. Green Chem. 2015, 17 (6), 3552-3560.

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H225-H260-H302-H333-H315-H318-H351-H335

Highly flammable liquid and vapour. In contact with water releases flammable gases which may ignite spontaneously. Harmful if swallowed. May be harmful if inhaled. Causes skin irritation. Causes serious eye damage. Suspected of causing cancer. May cause respiratory irritation.

Dichiarazioni precauzionali: P223-P210-P303+P361+P353-P305+P351+P338-P405-P501a

Keep away from any possible contact with water, because of violent reaction and possible flash fire. Keep away from heat/sparks/open flames/hot surfaces. - No smoking. 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. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Altri riferimenti

Beilstein
3668402
Classe di rischio
4.3
Gruppo di imballaggio
I
Codice tariffe armonizzato
2942.00
TSCA
Yes

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