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410705

Sigma-Aldrich

3-Aminophenylboronic acid hydrochloride

98%

Synonyme(s) :

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

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About This Item

Formule linéaire :
H2NC6H4B(OH)2 · HCl
Numéro CAS:
85006-23-1
Poids moléculaire :
173.41
Numéro CE :
285-052-4
Numéro MDL:
MFCD00191748
Code UNSPSC :
12352103
ID de substance PubChem :
24865547
Nomenclature NACRES :
NA.22

Pureté

98%

Forme

powder

Chaîne SMILES 

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

Clé InChI

QBMHZZHJIBUPOX-UHFFFAOYSA-N

Description générale

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.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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