362700
B-Chlorocatecholborane
97%
Synonym(s):
2-Chloro-1,3,2-benzodioxaborole
Sign Into View Organizational & Contract Pricing
All Photos(2)
About This Item
Empirical Formula (Hill Notation):
C6H4BClO2
CAS Number:
Molecular Weight:
154.36
Beilstein:
2093985
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Quality Level
Assay
97%
form
solid
mp
56-58 °C (lit.)
SMILES string
Clb1oc2ccccc2o1
InChI
1S/C6H4BClO2/c8-7-9-5-3-1-2-4-6(5)10-7/h1-4H
InChI key
AZYGEWXDKHFOKB-UHFFFAOYSA-N
Looking for similar products? Visit Product Comparison Guide
General description
B-Chlorocatecholborane is a boron reagent and a Lewis acid, known to facilitate the borylative cyclization of alkynes to yield the borylated heterocycles. It is also used in the preparation of lactones, and thiophenes.
Application
B-Chlorocatecholborane can be used:
- To prepare 2-arachidonoylglycerol by acetal cleavage of cis-arachidonoylbenzylidene glycerol.
- To prepare metal boryl complexes (Rh and Ir complexes) through oxidative addition.
- To remove the trityl group in one of the key steps for the synthesis of (−)-dictyostatin.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Flam. Sol. 1 - Skin Corr. 1B - STOT SE 3
Target Organs
Respiratory system
Supplementary Hazards
Storage Class Code
4.1B - Flammable solid hazardous materials
WGK
WGK 3
Flash Point(F)
140.0 °F - closed cup
Flash Point(C)
60 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Customers Also Viewed
Synthesis and biological evaluation of (−)-dictyostatin and stereoisomers
Shin Y, et al.
Tetrahedron, 63(35), 8537-8562 (2007)
Mild acetal cleavage using B-chlorocatecholborane in the synthesis of rearrangement-sensitive 2-arachidonoylglycerol
Roche MJ, et al.
Tetrahedron Letters, 53(30), 3825-3827 (2012)
Tetrahedron Letters, 26, 1411-1411 (1985)
Synthesis of rhodium and iridium boryl complexes via oxidative addition of haloboranes
Souza FES, et al.
Inorgorganica Chimica Acta, 358(5), 1501-1509 (2005)
Kang Yuan et al.
Organic letters, 19(6), 1462-1465 (2017-03-08)
We report here a facile B(C6F5)3 catalyzed trans-aminoboration of internal alkynes, furnishing 3-position borylated indoles at ambient temperature. This reaction proceeds with the breaking of a B-N bond and the formation of N-C and B-C bonds to produce indole and
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service