1-naphthoic acid

Structural formula
General
Surname	1-naphthoic acid
other names	1-naphthalene carboxylic acid; 1-naphthoic acid; α-naphthoic acid;
Molecular formula	C 10 H 7 CO 2 H
Brief description	colorless or light green solid
External identifiers / databases
EC number	201-681-9
ECHA InfoCard	100.001.529
PubChem	6847
ChemSpider	6586
Wikidata	Q21050984
properties
Molar mass	172.18 g mol −1
Physical state	firmly
Melting point	157-160 ° C
boiling point	300 ° C
pK s value	3.68
solubility	slightly soluble in water; freely soluble in hot ethanol and ether;
safety instructions
GHS labeling of hazardous substances Caution
H and P phrases	H: 315-319-335
	P: 261-305 + 351 + 338
Toxicological data	2370 mg kg −1 ( LD 50 , mouse , oral )
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

1-Naphthoic acid is a chemical compound from the group of naphthalene derivatives . It is isomeric to 2-naphthoic acid .

Extraction and presentation

1-Naphthoic acid can be obtained by hydrolysing 1-cyannaphthalene , by oxidizing 1-acetylnaphthalene with sodium hypochlorite or by reacting 1-naphthylmagnesium bromide with carbon dioxide in ether.

{\ displaystyle \ mathrm {C_ {10} H_ {7} MgBr + CO_ {2} \ longrightarrow C_ {10} H_ {7} CO_ {2} H}}

properties

1-Naphthoic acid is a colorless or light green solid that is sparingly soluble in water. The compound enters into the usual reactions of carboxylic acids , but shows steric effects because of the hydrogen atom in the 8th position.

use

1-Naphthoic acid is used as an intermediate in the manufacture of dyes and medicinal products. Due to its fluorescence under UV light , depending on the pH value, it can be used as an indicator for this. It does not fluoresce at pH 2.5, but blue at pH 3.5.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g R. W. Sabnis: Handbook of Acid-Base Indicators . CRC Press, 2007, ISBN 978-0-8493-8219-2 , pp. 243 ( limited preview in Google Book search).
↑ ^a ^b ^c ^d ^e ^f ^g ^h Data sheet 1-Naphthoic acid, 96% from Sigma-Aldrich , accessed on August 9, 2015 ( PDF ).
↑ Amit Arora: Aromatic Organic Chemistry . Discovery Publishing House, 2006, ISBN 978-81-8356-202-7 , pp. 178 ( limited preview in Google Book search).
↑ Jürgen Falbe, Manfred Regitz: RÖMPP Lexikon Chemie, 10th edition, 1996-1999 Volume 4: M - Pk . Georg Thieme Verlag, 2014, ISBN 3-13-200021-3 , p. 2806 ( limited preview in Google Book Search).

[R._W._Sabnis-1] ↑ ^a ^b ^c ^d ^e ^f ^g R. W. Sabnis: Handbook of Acid-Base Indicators . CRC Press, 2007, ISBN 978-0-8493-8219-2 , pp. 243 ( limited preview in Google Book search).

[Sigma-2] ↑ ^a ^b ^c ^d ^e ^f ^g ^h Data sheet 1-Naphthoic acid, 96% from Sigma-Aldrich , accessed on August 9, 2015 ( PDF ).

[Amit_Arora-3] Amit Arora: Aromatic Organic Chemistry . Discovery Publishing House, 2006, ISBN 978-81-8356-202-7 , pp. 178 ( limited preview in Google Book search).

[Jürgen_Falbe,_Manfred_Regitz-4] Jürgen Falbe, Manfred Regitz: RÖMPP Lexikon Chemie, 10th edition, 1996-1999 Volume 4: M - Pk . Georg Thieme Verlag, 2014, ISBN 3-13-200021-3 , p. 2806 ( limited preview in Google Book Search).