698148
3-Nitrophenylboronic acid MIDA ester
97%
Synonym(s):
6-Methyl-2-(3-nitrophenyl)-1,3,6,2-dioxazaborocane-4,8-dione
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About This Item
Empirical Formula (Hill Notation):
C11H11BN2O6
CAS Number:
Molecular Weight:
278.03
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
InChI
1S/C11H11BN2O6/c1-13-6-10(15)19-12(20-11(16)7-13)8-3-2-4-9(5-8)14(17)18/h2-5H,6-7H2,1H3
SMILES string
CN1CC(=O)OB(OC(=O)C1)c2cccc(c2)[N+]([O-])=O
InChI key
COEHPTUYNRXODY-UHFFFAOYSA-N
assay
97%
form
powder
mp
211-215 °C
Application
3-Nitrophenylboronic acid MIDA ester is a stable boronic acid surrogate that can be used as a reagent in the Suzuki-Miyaura cross-coupling reactions to prepare useful building blocks via C-C bond formation. 3-allylnitrobenzene is one of the building blocks prepared from this ester by reacting with allyl bromide in the presence of a palladium catalyst.
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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MIDA boronate allylation-synthesis of ibuprofen
Phillips D, et al.,
Royal Society of Chemistry Advances, 10(51), 30624-30630 (2020)
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