2-Naphthoic acid

Synonym(s):2-Naphthalenecarboxylic acid

CAS NO.：93-09-4
Empirical Formula: C11H8O2
Molecular Weight: 172.18
MDL number: MFCD00004101
EINECS: 202-217-8
SAFETY DATA SHEET (SDS)
Update Date: 2025-09-05 20:24:49

What is 2-Naphthoic acid?

Chemical properties

Colorless solid

The Uses of 2-Naphthoic acid

2-Naphthoic acid is an unprotected acid undergoes lithiation, e.g. with s-BuLi, by stereospecific 1,4-addition, providing a facile route to 1,2,2-trisubstituted 1,2-dihydronaphthalenes. It is also used as an intermediate in organic synthesis. The fluorescence spectra and electronic absorption of 2-naphthoic acid was studied.

Definition

ChEBI: 2-naphthoic acid is a naphthoic acid that is naphthalene carrying a carboxy group at position 2. It has a role as a xenobiotic metabolite and a mouse metabolite. It is a conjugate acid of a 2-naphthoate.

General Description

2-Naphthoic acid (NPA) is a noncompetitive N-methyl-D-aspartate (NMDA) receptor inhibitor. The fluorescence spectra and electronic absorption of 2-naphthoic acid was studied.

Purification Methods

Crystallise the acid from EtOH (4mL/g), aqueous 50% EtOH or Me2CO (m 185-186o). Dry it at 100o. The acid chloride has m 52-52o (from *C6H6/pet ether) and b 160-162o/11mm [Hersberg & Carson Org Synth Coll Vol III 629 1955], the amide has m 192o (from EtOH), and the N-Methyl amide has m 109-109.5o (form *C6H6). [Beilstein 9 H 656, 9 III 3174, 9 IV 2402.]

Properties of 2-Naphthoic acid

Melting point:	185-187 °C(lit.)
Boiling point:	300 °C
Density	1.08
refractive index	1.5520 (estimate)
Flash point:	205 °C
storage temp.	Sealed in dry,Room Temperature
solubility	alcohol: soluble
pka	4.17(at 25℃)
form	Powder
color	White to beige
PH	4.5 (H2O, 20℃)
Water Solubility	<0.5 g/L (20 C)
Merck	14,6382
BRN	972039
CAS DataBase Reference	93-09-4(CAS DataBase Reference)
NIST Chemistry Reference	2-Naphthalenecarboxylic acid(93-09-4)
EPA Substance Registry System	2-Naphthalenecarboxylic acid (93-09-4)

Safety information for 2-Naphthoic acid

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up.