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

Codice prodotto. 15423897
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Quantità:
25 g
100 g
Dimensione della confezione:
100g
25g
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Codice prodotto. 15423897

Marca: Thermo Scientific Alfa Aesar H30234.14

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CAS: 274-07-7 | C6H4BO2 | 118.906 g/mol

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.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

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.

Solubility
Reacts with water.

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

Identificatori chimici

CAS 274-07-7
Formula molecolare C6H4BO2
Molecular Weight (g/mol) 118.906
Numero MDL MFCD00005846
InChI Key ZDQWVKDDJDIVAL-UHFFFAOYSA-N
Sinonimo catecholborane, 1,3,2-benzodioxaborole, benzo d 1,3,2 dioxaborole, 1,3,2$l^ 2-benzodioxaborole, cenmejuyoomffz-uhfffaoysa-n, catechol borane, catecholatoborane, benzcatechinborane, pyrocatecholborane
PubChem CID 6327445
IUPAC Name 1,3,2$l^{2}-benzodioxaborole
SMILES [B]1OC2=CC=CC=C2O1

Specifica

Materiale o nome chimico Catecholborane
Densità 0.911
Note percentuale saggio (dry wt.)
Indice di rifrazione 1.5025
Quantità 25 g
Numero UN UN2924
Sensibilità Moisture sensitive
Informazioni di solubilità Reacts with water.
Peso formulazione 119.92
Percent Purity 98%
Concentration or Composition (by Analyte or Components) 50% w/w in toluene
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RUO – Research Use Only

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