(2-Aminophenyl)boronic acid

HCID 2773216CAS 5570-18-3

Substructure search Find similar structures

Basic information

Standard SMILES: Nc1ccccc1B(O)O
InChIKey: DIRRKLFMHQUJCM-UHFFFAOYSA-N
Molecular formula: C6H8BNO2
Average molar mass: 136.95 g/mol
Monoisotopic mass: 137.0648089

Names & identifiers

Preferred name: (2-Aminophenyl)boronic acid
IUPAC: (2-aminophenyl)boronic acid
English name: 2-Aminophenylboronic acid
Molecular formula: C6H8BNO2
Molecular weight: 136.94

Names & synonyms

(2-aminophenyl)boronic AcidB-(2-Aminophenyl)boronic acidRefChem:395383611-303-82-Aminophenylboronic acid5570-18-32-Aminobenzeneboronic acidMFCD01074645(2-Aminophenyl)boronicacidO-AMINOPHENYLBORONIC ACIDDTXSID50901275AKOS005254589

Show more names

2-BoronoanilineCHEMBRDG-BB 32010362-AminophenylboronicaciAMinobenzeneboronic acid2-Aminobenzeneboronicacid,96%Boronic acid, B-(2-aminophenyl)-2-AMinophenylboronic acid(HCl forM)

PB43047SY037284A80412-amino-phenylboronic acid2-aminophenyl boronic acid2-amino benzeneboronic acid2-Amino-benzeneboronic acid2-amino phenyl boronic acid

Database identifiers

CAS: 5570-18-3
PubChem CID: 2773216
DTXSID: DTXSID50901275
EC Number: 611-303-8
Nikkaji: J757.608K

Properties

Computed structural properties

Topological polar surface area: 66.5 Å²
Hydrogen bond donors: 3
Hydrogen bond acceptors: 3
Rotatable bonds: 1
Heavy atoms: 10
Formal charge: 0
Complexity: 110

Physicochemical properties

Melting point: 188 · 188-190°C
Boiling point: 346.9 · 346.9±44.0 °C(Predicted)
Density: 1.23 · 1.23±0.1 g/cm3(Predicted)
storage temp.: 2 · under inert gas (nitrogen or Argon) at 2–8 °C
form: solid
pka: 8.83 · 8.83±0.53(Predicted)
color: light yellow
BRN: 2962939 · 2962939
CAS DataBase Reference: 5570 · 5570-18-3(CAS DataBase Reference)
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Hazard Codes: Xi,Xn
Risk Statements: 36 · 36/37/38-20/21/22
Safety Statements: 26 · 26-36/37/39-37-36
Hazard Note: Harmful
HS Code: 29310095 · 29310095

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 8 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

hs_code: 29310095
risk_code: 36/37/38-20/21/22
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi,Xn
hazard_note: Harmful
safety_code: 26-36/37/39-37-36
Hazard statements: H315-H319-H335
Precautionary statements: P261-P280a-P304+P340-P305+P351+P338-P405-P501a

Chemistry & industry

Applications · 2 items

Uses2-Aminobenzeneboronic acid derivative is used in the synthesis of quinolines by reacting with alpha, beta unsaturated ketones. Its hydrochloride derivative is used in the preparation of designed boronate ligands for glucose-selective holographic sensors.

Uses2-Aminophenylboronic acid is used in the preparation of affinity sites for antibacterial drugs like ampicillin. A useful synthesis intermediate.