2,6-naphthalenedicarboxylic acid

Structural formula
General
Surname	2,6-naphthalenedicarboxylic acid
other names	Naphthalene-2,6-dicarboxylic acid
Molecular formula	C 12 H 8 O 4
Brief description	white odorless solid
External identifiers / databases
CAS number 1141-38-4 EC number 214-527-0 ECHA InfoCard 100.013.206 PubChem 14357 ChemSpider 13718 DrugBank DB08262 Wikidata Q2725546
properties
Molar mass	216.19 g mol −1
Physical state	firmly
Melting point	> 300 ° C
solubility	practically insoluble in water easily soluble in ethanol
safety instructions
GHS labeling of hazardous substances no GHS pictograms H and P phrases H: no H-phrases P: no P-phrases
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

2,6-Naphthalenedicarboxylic acid is a chemical compound from the group of carboxylic acids .

Extraction and presentation

Most of the 2,6-naphthalenedicarboxylic acid synthesis processes developed to date are based on the catalytic oxidation of alkylnaphthalenes. However, the homogeneous catalytic oxidative carbonylation of naphthalene in palladium salt solutions in the presence of a reoxidant is better . The direct introduction of a carbonyl group into the aromatic ring in combination with the conversion of naphthalenecarboxylic acid derivatives into 2,6-NDA is a route to a few, highly selective 2,6-NDA synthesis processes.

properties

2,6-naphthalenedicarboxylic acid is a white, odorless solid that is practically insoluble in water.

use

2,6-Naphthalenedicarboxylic acid is used as an intermediate in the manufacture of plastics ( polyethylene naphthalate (PEN) and polyethylene phthalate (PET) polymers and copolymers).

Individual evidence

1. ↑ ^{a b c} Data sheet Naphthalene-2,6-dicarboxylic acid, 98 +% from AlfaAesar, accessed on January 3, 2019 ( PDF )(JavaScript required) .
2. ↑ ^{a b c d} data sheet 2,6-Naphthalenedicarboxylic acid, 99% from Sigma-Aldrich , accessed on January 3, 2019 ( PDF ).
3. ↑ David R. Lide: CRC Handbook of Chemistry and Physics A Ready-reference Book of Chemical and Physical Data . CRC Press, 1995, ISBN 978-0-8493-0595-5 , pp. 418 ( limited preview in Google Book search).
4. ↑ AR Elman: Synthesis methods for 2,6-naphthalenedicarboxylic acid. In: Catalysis in Industry. 1, 2009, p. 184, doi : 10.1134 / S2070050409030039 .
5. ↑ National Industrial Chemicals Notification and Assessment Scheme (NICNAS): 2,6-Naphthalenedicarboxylic acid , April 1997.