(2-Aminophenyl)boronic acid

C₆H₈BNO₂CAS 5570-18-3136.94 g/mol

Open in Covalent MOL file

Boronic acid Primary amine

Properties

Molecular formula: C₆H₈BNO₂
Molar mass: 136.94 g/mol
Exact mass: 137.0648 Da
Melting point: 175–176 °C
logP: -1.05Crippen estimate
Polar surface area: 66.5 Å²
H-bond donors / acceptors: 3 / 3
Rotatable bonds: 1

Hazards

Warning

H315 Causes skin irritation100% of notifiers
H319 Causes serious eye irritation100% of notifiers
H335 May cause respiratory irritation87.5% of notifiers

Aggregated from 8 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501

Identifiers

CAS number

5570-18-3

SMILES

Nc1ccccc1B(O)O

InChIKey

DIRRKLFMHQUJCM-UHFFFAOYSA-N

InChI

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

Characterization data

Calculated from the structure, in the form journals print them.

¹H NMR

Predicted ¹H NMR (400 MHz, CDCl₃) δ 7.61 (dd, J = 7.7, 1.6 Hz, 1H), 7.21 (td, J = 7.7, 1.6 Hz, 1H), 6.76 (td, J = 7.7, 1.6 Hz, 1H), 6.66 (dd, J = 7.7, 1.6 Hz, 1H), 3.60 (br s, 2H), 2.00 (br s, 2H).

¹³C NMR

Predicted ¹³C NMR (101 MHz, CDCl₃) δ 152.9, 135.5, 132.2, 117.8, 115.0, 114.4.

[M + H]+

[M + H]+ Calcd for C6H9BNO2 138.0721

[M + Na]+

[M + Na]+ Calcd for C6H8BNNaO2 160.0540

[M − H]−

[M − H]− Calcd for C6H7BNO2 136.0575

Elemental analysis

Anal. Calcd for C6H8BNO2: C, 52.62; H, 5.89; N, 10.23.

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

7 names

B-(2-Aminophenyl)boronic acid
Boronic acid, B-(2-aminophenyl)-
Benzeneboronic acid, o-amino-
Boronic acid, (2-aminophenyl)-
2-Aminobenzeneboronic acid
2-Aminophenylboronic acid
o-Aminophenylboronic acid

Work with (2-Aminophenyl)boronic acid

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

(2-Aminophenyl)boronic acid hydrochloride863753-30-4Salt

Similar compounds

(2-Bromophenyl)boronic acid244205-40-150 % similar (2-Hydroxyphenyl)boronic acid89466-08-050 % similar 2-Methoxyphenylboronic acid5720-06-948 % similar 2-Methylphenylboronic acid16419-60-648 % similar 2-Fluorophenylboronic acid1993-03-948 % similar 2-Chlorophenylboronic acid3900-89-848 % similar o-Phenylenediamine95-54-548 % similar 1-Naphthylboronic acid13922-41-346 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Same formula

4-Methylpyridine-3-boronic acid148546-82-1 5-Methylpyridine-3-boronic acid173999-18-3 3-Aminophenylboronic acid30418-59-8 4-Methylpyridine-2-boronic acid372963-48-9 5-Methyl-2-pyridineboronic acid372963-49-0 6-Methylpyridine-2-boronic acid372963-50-3 2-Methylpyridine-4-boronic acid579476-63-4 2-Methylpyridine-5-boronic acid659742-21-9

Elsewhere

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