1857-16-5

Basic information

• Product Name: 1,3-Naphthalenedisulfonic acid, 4-hydroxy-
• CAS NO: 1857-16-5
• Molecular Formula: C10H8O7S2
• Molecular Weight: 304.301
• Mol File: 1857-16-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1,3-Naphthalenedisulfonic acid, 4-hydroxy-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Naphthalenedisulfonic acid, 4-hydroxy-(1857-16-5)
• EPA Substance Registry System: 1,3-Naphthalenedisulfonic acid, 4-hydroxy-(1857-16-5)

Safety Data

• Hazardous Substances Data: 1857-16-5(Hazardous Substances Data)

Usage

Derivative of

Naphthalene

Contains

Two sulfonic acid groups and a hydroxy group

Applications

a. Production of dyes, particularly reactive dyes
b. Textile industry for coloring fabrics
c. Synthesis of other chemicals and pharmaceuticals

Potential for

Various organic reactions and transformations due to the presence of the hydroxy group

Importance

Building block in the field of organic chemistry

Industrial applications

Wide range of uses in chemical and pharmaceutical industries

Upstream product

• 90-15-3 α-naphthol 
• 7664-93-9 sulfuric acid 

Downstream Products

• 567-18-0 1-naphthol-2-sulfonic acid 
• 84-87-7 1-hydroxy-4-naphthalenesulfonate 
• 90-15-3 α-naphthol 
• 605-69-6 1-hydroxy-2,4-dinitronaphthalene 

Relevant articles and documents

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Isomerization and Sulfodeprotonation in the Reaction of 1,6-Oxidoannulene, 1,6-Iminoannulene, Their Isomers 1-Naphthol and 1-Aminonaphthalene, and 11-Oxo-1,6-methanoannulene with SO3

The reactions of 1-naphthol (3), 1-aminonaphthalene (10), and 1,6-oxido- (1), 1,6-imino- (2), and 11-oxo-1,6-methanoannulene (15) with SO3 in aprotic solvents have been studied.With 3 the initial product is 1-naphthyl hydrogen sulfate (4), which is slowly converted into the 1-naphthol-2- (5) and -4-sulfonic acid (6) via O-desulfonation and C-sulfonation on using is less than or equal to 1 equiv of SO3, but via C-sulfonation and O-desulfonation if the SO3 is in a large excess.It is suggested that on using is less than or equal to 1 equiv of SO3 the conversion of 4 into the 2-sulfonic acid 5 proceeds intramolecularly.The annulene 1 with SO3 in dioxane initially yields 1-naphthol and its hydrogen sulfate (4), which at temperatures >-30 deg C undergo ring sulfonation (vide supra).The nitrogen-containing substrates behave quite similarly to their oxygen analogues in that both 10 and 2 yield 10-2-SO3H, 10-4-SO3H, and 10-2,4-(SO3H)2.With 2, the initial product is the N-sulfonic acid 9.The ketone 15 undergoes ring substition with formation of the 2-sulfonic and 2,7-disulfonic acids.Mechanisms have been presented to rationalize the skeletal rearrangements of the annulenes 1 and 2.