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274-07-7 - Catecholborane, 50% w/w in toluene (98% dry wt.) - 1,3,2-Benzodioxaborole - H30234 - Alfa Aesar

H30234 Catecholborane, 50% w/w in toluene (98% dry wt.)

Número CAS
274-07-7
Nombre Alternativo
1,3,2-Benzodioxaborole

Tamaño Precio ($) Cantidad Disponibilidad
25g 152,44
100g 334,86
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Catecholborane, 50% w/w in toluene (98% dry wt.)

MDL
MFCD00005846

Propiedades químicas

Fórmula
C6H5BO2
Peso molecular
119.92
Densidad
0.911
Índice de refracción
1.5025
Sensibilidad
Moisture Sensitive
Solubilidad
Reacts with water.

Aplicaciones

Employed in organic synthesis. Addition of catecholborane to vinylarenes in the presence of Wilkinson's catalyst, gives Markovnikov hydroboration products exclusively, whereas the corresponding reaction with a-substituted vinylarenesgivesgood yields of vinylboronate. Hydroboration with catecholborane, followed by treatment with easily available reagents such as alkenyl sulfones or alkynyl phenyl sulfones in the presence of a radical initiator, represents an effective and simple one-pot procedure for direct vinylation, formylation, and cyanation. Catecholborane may be used as a stereoselective reducing agent when converting β-hydroxy ketones to syn 1,3-diols.

Notas

Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Store away from water, moisture.

Referencias documentales

Clinton F. Lane,; George W. Kabalka. Catecholborane: A new hydroboration reagent. Tetrahedron. 1976, 32 (9),981-990.

David A. Evans,; Gregory C. Fu. Conjugate reduction of .alpha.,.beta.-unsaturated carbonyl compounds by catecholborane. J. Org. Chem. 1990, 55 (22),5678-5680.

Indicaciones de peligro y de precaución del GHS

Indicaciones de peligro (UE): H225-H304-H361-H373-H314-H336

Highly flammable liquid and vapour. May be fatal if swallowed and enters airways. Suspected of damaging fertility or the unborn child. May cause damage to organs through prolonged or repeated exposure. Causes severe skin burns and eye damage. May cause drowsiness or dizziness.

Indicaciones de precaución: P210-P260-P201-P261-P301+P310-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dust/fume/gas/mist/vapours/spray. Obtain special instructions before use. Avoid breathing dust/fume/gas/mist/vapours/spray. IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. 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. Rinse mouth. Do NOT induce vomiting. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Otras referencias

Clase de peligro
3
Grupo de embalaje
II
Código de tarifa arancelaria unificado
2934.99
TSCA
Yes

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