1,5-dihydroxynaphthalene

Structural formula
General
Surname	1,5-dihydroxynaphthalene
other names	Naphthalene-1,5-diol; 1,5-naphthalenediol;
Molecular formula	C 10 H 8 O 2
Brief description	beige to brown solid with a faint odor
External identifiers / databases
EC number	201-487-4
ECHA InfoCard	100.001.353
PubChem	6749
Wikidata	Q19842073
properties
Molar mass	160.17 g mol −1
Physical state	firmly
Melting point	250 ° C (decomposition)
solubility	very sparingly soluble in water (0.6 g l −1 at 20 ° C)
safety instructions
H and P phrases	H: 302-317-319-411
	P: 301 + 312 + 330-305 + 351 + 338
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

1,5-dihydroxynaphthalene (derived from naphthalene ) is a chemical compound from the group of naphthols .

Extraction and presentation

1,5-Dihydroxynaphthalene can be obtained by alkaline hydrolysis of the disodium salt of naphthalene-1,5-disulfonic acid at temperatures of 270 to 290 ° C. and at 14 to 20 bar.

properties

1,5-Dihydroxynaphthalene is a flammable, difficult to ignite, beige to brown solid with a faint odor that is very sparingly soluble in water. It decomposes when heated above 250 ° C.

use

1,5-Dihydroxynaphthalene is used as an intermediate of synthetic mordant azo dyes, pharmaceuticals, dyes, and for photo chemicals. The reaction of 1,5-dihydroxynaphthalene with peracetic acid in excess yields a mixture of juglone and 2-hydroxy-1,4-naphthoquinone .

Individual evidence

↑ ^a ^b ^c ^d ^e Entry on naphthalene-1,5-diol in the GESTIS substance database of the IFA , accessed on January 9, 2019(JavaScript required) .
↑ WLF Armarego, Christina Chai: Purification of Laboratory Chemicals . Butterworth-Heinemann, 2009, ISBN 978-0-08-087824-9 , pp. 278 ( limited preview in Google Book search).
↑ Data sheet 1,5-dihydroxynaphthalene, 97% from Sigma-Aldrich , accessed on January 25, 2019 ( PDF ).
↑ Google Patents: Patent US4973758 - Process for the preparation of 1,5-dihydroxynaphthalene and 1,5-diaminonaphthalene , accessed December 28, 2016.
↑ Data sheet 1,5-dihydroxynaphthalene, 98% from AlfaAesar, accessed on December 28, 2016 ( PDF )(JavaScript required) .
^ Christoph Grundmann : A New Synthesis of Juglone . In: Synthesis . tape 1977 , no. 9 , September 1977, p. 644-645 , doi : 10.1055 / s-1977-24517 ( online [PDF]).

[GESTIS-1] Entry on naphthalene-1,5-diol in the GESTIS substance database of the IFA , accessed on January 9, 2019(JavaScript required) .

[W.L.F._Armarego,_Christina_Chai-2] WLF Armarego, Christina Chai: Purification of Laboratory Chemicals . Butterworth-Heinemann, 2009, ISBN 978-0-08-087824-9 , pp. 278 ( limited preview in Google Book search).

[Sigma-3] Data sheet 1,5-dihydroxynaphthalene, 97% from Sigma-Aldrich , accessed on January 25, 2019 ( PDF ).

[google.com-4] Google Patents: Patent US4973758 - Process for the preparation of 1,5-dihydroxynaphthalene and 1,5-diaminonaphthalene , accessed December 28, 2016.

[Alfa-5] Data sheet 1,5-dihydroxynaphthalene, 98% from AlfaAesar, accessed on December 28, 2016 ( PDF )(JavaScript required) .

[6] Christoph Grundmann : A New Synthesis of Juglone . In: Synthesis . tape 1977 , no. 9 , September 1977, p. 644-645 , doi : 10.1055 / s-1977-24517 ( online [PDF]).