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225762

Sigma-Aldrich

Catecholborane solution

1.0 M in THF

Synonym(s):

Catecholatoborane, Catecholborane (CB), Pyrocatecholborane

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100 ML
$100.28
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About This Item

Empirical Formula (Hill Notation):
C6H5BO2
CAS Number:
274-07-7
Molecular Weight:
119.91
Beilstein/REAXYS Number:
972072
MDL number:
MFCD00005846
UNSPSC Code:
12352103
PubChem Substance ID:
24853519
NACRES:
NA.22

$100.28

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Available to ship onApril 08, 2025Details

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form

liquid

Quality Level

200

reaction suitability

reagent type: reductant

concentration

1.0 M in THF

density

0.958 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

[bH]1oc2ccccc2o1

InChI

1S/C6H5BO2/c1-2-4-6-5(3-1)8-7-9-6/h1-4,7H

InChI key

CENMEJUYOOMFFZ-UHFFFAOYSA-N

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Application

Catecholborane solution can be used as a reducing agent in the Ti-catalyzed reduction of aromatic ketones to alcohols[1]. It can also be used as a reagent for the hydroboration of diene/triene compounds[2].

Legal Information

Made under U.S. Pat. No. 6,204,405.

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Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3

target_organs

Central nervous system, Respiratory system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

1.4 °F - closed cup

flash_point_c

-17 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
SHBR0250
SHBP3800
SHBN3128
SHBL1182
SHBL0064

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Synthetic Communications, 24, 1019-1019 (1994)
Asymmetric Reduction of Ketones with Catecholborane Using 2, 6-BODOL Complexes of Titanium (IV) as Catalysts
Sarvary I, et al.
Chemistry?A European Journal , 7, 2158-2166 (2001)
Chemical Reviews, 91, 1179-1179 (1991)
Journal of the Chemical Society. Chemical Communications, 1673-1673 (1993)
New synthetic strategy targeting well-defined alpha, omega-telechelic polymethylenes with hetero bi-/tri-functionalities via polyhomologation of ylides initiated by new organic boranes based on catecholborane and post functionalization
Xu F, et al.
Royal Society of Chemistry Advances, 6, 69828-69835 (2016)

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