8-Amino-2-naphthol

8-Amino-2-naphthol is a photoactive charge transfer compounds, which can be used as fluorescent probe. 8-Amino-2-naphthol undergoes excited-state proton transfer (ESPT) to form a zwitterion under acidic conditions, where the photoacidity of its hydroxyl group is regulated by the protonation state of the amino group, enabling pH to act as an on/off switch for photoacidity. 8-Amino-2-naphthol is also utilized as chiral organocatalyst[1][2].

Product Specifications

CAS Number

[118-46-7]

UNSPSC

12352200

Hazard Statement

H302, H315, H319, H335

Target

Fluorescent Dye

Type

Biochemical Assay Reagents

Related Pathways

Others

Field of Research

Others

Assay Protocol

https://www.medchemexpress.com/8-amino-2-naphthol.html

Purity

99.41

Solubility

DMSO : 200 mg/mL (ultrasonic)

Smiles

OC1=CC2=C(C=CC=C2N)C=C1

Molecular Formula

C10H9NO

Molecular Weight

159.19

Precautions

H302, H315, H319, H335

References & Citations

[1]Brandes S, et al., Non-biaryl atropisomers in organocatalysis. Chemistry. 2006 Aug 7;12 (23) :6039-52.|[2]Groves MS , et al., pH switch for OH-photoacidity in 5-amino-2-naphthol and 8-amino-2-naphthol. Phys Chem Chem Phys. 2018 Aug 22;20 (33) :21325-21333.