Naphthalene-2,7-disulfonic acid

Naphthalene-2,7-disulfonic acid Structure
CAS No.
92-41-1
Chemical Name:
Naphthalene-2,7-disulfonic acid
Synonyms
Ebert-Merz α-acid;naphthalene-2,7-disulfonicaci;3,6-Naphthalenedisulfonic acid;2,7-NAPHTHALENE DISULFONIC ACID;naphthalene-2,7-disulfonic acid;naphthalene-2,7-disulphonic acid
CBNumber:
CB5297140
Molecular Formula:
C10H8O6S2
Molecular Weight:
288.3
MOL File:
92-41-1.mol
MSDS File:
SDS
Modify Date:
2023/10/30 16:55:24

Naphthalene-2,7-disulfonic acid Properties

Melting point 199°C
Boiling point 400.53°C (rough estimate)
Density 1.6867 (rough estimate)
refractive index 1.6950 (estimate)
storage temp. 2-8°C
pka -0.33±0.40(Predicted)
CAS DataBase Reference 92-41-1(CAS DataBase Reference)
EPA Substance Registry System 2,7-Naphthalenedisulfonic acid (92-41-1)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS05
Signal word  Danger
Hazard statements  H314
Precautionary statements  P310-P260-P280
RIDADR  1759
HazardClass  8
PackingGroup  III
HS Code  2904100090

Naphthalene-2,7-disulfonic acid Chemical Properties,Uses,Production

Chemical Properties

White, crystalline solid.Soluble in water. Combustible. Naphthalene-2,7-disulfonic acid [92- 41-1]. C10H8O6S2, Mr 288.28; the sodium salt of Naphthalene-2,7-disulfonic acid is much more soluble than that of the 2,6- isomer but can be isolated and purified by precipitation of the calcium salt at lower temperature followed by recrystallization.

Uses

Intermediate for dyes. The disodium salt of 8 gives 2-hydroxynaphthalene-7-sulfonic acid or 2,7-dihydroxynaphthalene by fusion processes. Sulfonation by oleum gives the 1,3,6-trisulfonic acid, and nitration gives 1-nitronaphthalene-3,6- disulfonic acid. In sulfuric acid solution, the disodium salt of naphthalene-2,7-disulfonic acid undergoes an unusual reaction at the 4-position with 4,40 -bis- (dimethylamino)benzhydrol. The resulting condensation product is oxidized with lead dioxide to give the acid basic dye C.I. Acid Green 16.

Definition

ChEBI: A naphthalenesulfonic acid in which the sulfo groups are attached to positions 2 and 7 of the naphthalene ring.

Production Methods

The 2,7-disulfonic acid is always the main product of high-temperature sulfonation of naphthalene, but at 160 C it converts slowly to an equilibrium mixture containing ca. 30 % of the 2,6-isomer. Crystallization of the pure product from conventional sulfonation is difficult, and alternative processes, (for example, reaction of naphthalene vapor with sulfur trioxide in the gas phase at 220 C) are said to give a purer product.

Purification Methods

Crystallise the acid from conc HCl. The disulfonamide has m 273o (from EtOH). [Beilstein 11 II 119, 11 III 463.]

Naphthalene-2,7-disulfonic acid Preparation Products And Raw materials

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naphthalene-2,7-disulfonic acid 2,7-NAPHTHALENE DISULFONIC ACID naphthalene-2,7-disulphonic acid 3,6-Naphthalenedisulfonic acid Ebert-Merz α-acid naphthalene-2,7-disulfonicaci 92-41-1 91-41-1 C10H8S2O6 Intermediates of Dyes and Pigments bc0001