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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.)

Numéro CAS
274-07-7
Synonymes
1,3,2-Benzodioxaborole

Dimensions Prix ($) Quantité Disponibilité
25g 152,44
100g 334,86
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Catecholborane, 50% w/w in toluene (98% dry wt.)

MDL
MFCD00005846

Propriétés chimiques

Formule
C6H5BO2
Poids formulaire
119.92
Densité
0.911
Indice de réfraction
1.5025
Sensibilité
Moisture Sensitive
Solubilité
Reacts with water.

Applications

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.

Notes

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

Références bibliographiques

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.

Mentions de danger et de prudence du SGH

Mentions de danger (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.

Mentions de prudence: 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.

Autres références

Classe de danger
3
Groupe d'emballage
II
Code tarifaire harmonisé
2934.99
TSCA
Yes

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  • L14998

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Consulté récemment

Produits chimiques

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Métaux et matériaux

Catalyseurs

Analytique et matériel de laboratoire