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Key Documents

710024

Sigma-Aldrich

1-Phenylvinylboronic acid MIDA ester

97%

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About This Item

Empirical Formula (Hill Notation):
C13H14BNO4
CAS Number:
Molecular Weight:
259.07
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

assay

97%

form

solid

mp

186-190 °C

functional group

phenyl

SMILES string

CN1CC(=O)OB(OC(=O)C1)C(=C)c2ccccc2

InChI

1S/C13H14BNO4/c1-10(11-6-4-3-5-7-11)14-18-12(16)8-15(2)9-13(17)19-14/h3-7H,1,8-9H2,2H3

InChI key

LDAWJVVAQPYNSX-UHFFFAOYSA-N

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Sabin Llona-Minguez et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 21(20), 7394-7398 (2015-03-27)
A two-step synthesis of structurally diverse pyrrole-containing bicyclic systems is reported. ortho-Nitro-haloarenes coupled with vinylic N-methyliminodiacetic acid (MIDA) boronates generate ortho-vinyl-nitroarenes, which undergo a "metal-free" nitrene insertion, resulting in a new pyrrole ring. This novel synthetic approach has a wide

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