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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

Quality Level

100

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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

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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