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410705

Sigma-Aldrich

3-Aminophenylboronic acid hydrochloride

98%

Synonym(s):

(m-Aminophenyl)boronic acid hydrochloride, 3-Aminobenzeneboronic acid hydrochloride

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About This Item

Linear Formula:
H2NC6H4B(OH)2 · HCl
CAS Number:
85006-23-1
Molecular Weight:
173.41
EC Number:
285-052-4
MDL number:
MFCD00191748
UNSPSC Code:
12352103
PubChem Substance ID:
24865547
NACRES:
NA.22

assay

98%

form

powder

SMILES string

Cl.Nc1cccc(c1)B(O)O

InChI

1S/C6H8BNO2.ClH/c8-6-3-1-2-5(4-6)7(9)10;/h1-4,9-10H,8H2;1H

InChI key

QBMHZZHJIBUPOX-UHFFFAOYSA-N

General description

3-Aminophenylboronic acid hydrochloride is a boronic acid derivative that is commonly used as a reagent in Suzuki-Miyaura coupling reactions, where it can be used to form C-C bonds by the reaction with aryl or vinyl halides. It can also be used in other cross-coupling reactions, such as copper-catalyzed coupling reactions, as well as in palladium-free cross-coupling reactions.

Application

3-Aminophenylboronic acid hydrochloride was used as a key reagent used in the synthesis of the boronic acid ester starting material, which is subsequently converted to the cyclobutene precursor through a Heck coupling reaction. It is also used as a boronic acid source in the synthesis of boronate-functionalized monomers. These monomers are further used in the preparation of reproducible and high-quality polymer films.

pictograms

Exclamation mark
GHS07

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

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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