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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

Numéro CAS
14044-65-6
Synonymes
BTHF

Dimensions Prix ($) Quantité Disponibilité
25ml 23,22
100ml 47,70
500ml 185,40
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Borane-tetrahydrofuran complex, 1M soln. in THF, stab. with 5mmol NaBH4

MDL
MFCD00012429
EINECS
237-881-8

Propriétés chimiques

Formule
C4H11BO
Poids formulaire
85.94
Point d'éclair
-21°(-8°F)
Densité
0.878
Sensibilité
Air & Moisture Sensitive
Solubilité
Miscible and reacts violently with water.

Applications

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.

Notes

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.

Références bibliographiques

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.

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H225-H260-H318-H315-H351-H302-H335

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

Mentions de prudence: P210-P231+P232-P201-P261-P280-P281-P303+P361+P353-P305+P351+P338-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Handle under inert gas. Protect from moisture. Obtain special instructions before use. Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. Use personal protective equipment as required. 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.

Autres références

Beilstein
3668402
Classe de danger
4.3
Groupe d'emballage
I
Code tarifaire harmonisé
2942.00
TSCA
Yes

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