445193
2-(Trifluoromethyl)phenylboronic acid
≥95.0%
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About This Item
Linear Formula:
CF3C6H4B(OH)2
CAS Number:
Molecular Weight:
189.93
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
Product Name
2-(Trifluoromethyl)phenylboronic acid, ≥95.0%
InChI
1S/C7H6BF3O2/c9-7(10,11)5-3-1-2-4-6(5)8(12)13/h1-4,12-13H
SMILES string
OB(O)c1ccccc1C(F)(F)F
InChI key
JNSBEPKGFVENFS-UHFFFAOYSA-N
assay
≥95.0%
form
solid
mp
111-114 °C (lit.)
functional group
fluoro
Application
2-(Trifluoromethyl)phenylboronic acid can be used as a reactant:
- In Suzuki-coupling reactions to prepare 2-trifluoromethyl aryl or heteroaryl derivatives.
- To synthesize 4-(2-trifluoromethyl)phenylpyrrolo[2,3-d]pyrimidine as a potential antagonist of corticotropin-releasing hormone.
- To prepare 2-nitro-6-(trifluoromethyl)phenylboronic acid by nitration reaction.
Other Notes
Contains varying amounts of anhydride
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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Studies of palladium-catalyzed coupling reactions for preparation of hindered 3-arylpyrroles relevant to (-)-rhazinilam and its analogues
Ghosez L, et al.
Canadian Journal of Chemistry, 79(11), 1827-1839 (2001)
Efficient synthetic approach to heterocycles possessing the 3, 3-disubstituted-2, 3-dihydrobenzofuran skeleton via diverse palladium-catalyzed tandem reactions
Szlosek-Pinaud M, et al.
Tetrahedron, 63(16), 3340-3349 (2007)
Functionalization of pyrrolo [2, 3-d] pyrimidine by palladium-catalyzed cross-coupling reactions
Tumkevicius, S and Dodonova, J
Chemistry of Heterocyclic Compounds, 48(2), 258-279 (2012)
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