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Methyl naphthalene-2-sulfonate is a naphthalenesulfonic acid in which the sulfo group is linked to position 2 of the naphthalene ring.
Methyl naphthalene-2-sulfonate has a role as an environmental contaminant and a xenobiotic.
The fluorescence of Methyl naphthalene-2-sulfonate is effectively quenched by colloidal silver via photoinduced interfacial electron transfer from the excited singlet of NSA to silver.
CAS: 120-18-3
MF: C10H8O3S
MW: 208.23
EINECS: 204-375-3
Synonyms
2-Naphthalenesulfonicacid,tri;BETA NAPTHALENE SULPHONATE;BETA-NAPHTHALENESULFONIC ACID;2-Naphthalenesulfoni;2-Naphthalenesulfonic Acid ;2-Sulfonaphthalene;Dirinal NSK;2-Naphthalenesulfonic Acid (β-Naphthalenesulfonic acid)
Adsorption behavior of Methyl naphthalene-2-sulfonate on a conventional macroporous resin Amberlite XAD4 and hypercrosslinked resins NDA101 and NDA100 has been investigated.
Methyl naphthalene-2-sulfonate is an organic compound with the formula C10H7SO3H.
A colorless, water-soluble solid, Methyl naphthalene-2-sulfonate is often available as the mono- and trihydrates C10H7SO3H.2H2O.
Methyl naphthalene-2-sulfonate is one of two monosulfonic acids of naphthalene, the other being naphthalene-1-sulfonic acid.
Methyl naphthalene-2-sulfonate is mainly used in the production of dyes via nitration en route to aminonaphthalenesulfonic acids.
Methyl naphthalene-2-sulfonate is prepared by sulfonation of naphthalene with sulfuric acid, however under equilibrating conditions that allow the 1-sulfonic acid isomer to convert to the more stable 2-sulfonic acid.
Methyl naphthalene-2-sulfonate undergoes many reactions, some of which are or were of commercial interest.
Fusion with sodium hydroxide followed by acidification gives 2-naphthol.
Methyl naphthalene-2-sulfonate is an intermediate in the formation of 2,6-, 2,7- and 1,6-naphthalene disulfonic acids as well as 1,3,6-naphthalenetrisulfonic acid.
Methyl naphthalene-2-sulfonate condenses with formaldehyde to give polymeric sulfonic acids, they find use as low-grade superplasticizers in concrete.
Methyl naphthalene-2-sulfonate is an activated sodium salt that is used to treat wastewater.
Methyl naphthalene-2-sulfonate has been shown to react with malonic acid, a major component of wastewater, by forming a kinetic and thermodynamic acid complex.
The reaction solution then reacts with epidermal growth factor to form benzalkonium chloride.
Methyl naphthalene-2-sulfonate has been shown to be effective in the treatment of wastewater due to its ability to remove organic materials and inhibit the growth of bacteria.
Methyl naphthalene-2-sulfonate Chemical Properties
Melting point: 124 °C
Boiling point: 317.43°C (rough estimate)
density: 1.44 g/cm
vapor pressure: 2.33Pa at 20℃
refractive index: 1.4998 (estimate)
storage temp.: Inert atmosphere,Room Temperature
solubility: water: freely soluble(lit.)
pka: 0.27±0.10(Predicted)
form: solid
color: White
Water Solubility: Soluble in water.
Sensitive: Hygroscopic
Merck: 6377
InChI: 1S/C10H8O3S/c11-14(12,13)10-6-5-8-3-1-2-4-9(8)7-10/h1-7H,(H,11,12,13)
InChIKey: KVBGVZZKJNLNJU-UHFFFAOYSA-N
LogP: -0.944 at 23℃
CAS DataBase Reference: 120-18-3(CAS DataBase Reference)
EPA Substance Registry System: Methyl naphthalene-2-sulfonate (120-18-3)
Uses
Methyl naphthalene-2-sulfonate is used in making direct dyes, reactive des and employed as dye and agrochemical intermediates.
Starting point in the manufacture of β-naphthol, β-naphtholsulfonic acid, β-naphthylaminesulfonic acid, etc.
Preparation
Methyl naphthalene-2-sulfonate is prepared by sulfonation of naphthalene.
Step: With naphthalene as raw material, 98% sulfuric acid is used as sulfonating agent, and Methyl naphthalene-2-sulfonate is obtained by sulfonation at 160-166 ℃.
During the sulfonation process, a small amount of α-naphthalenesulfonic acid by-product is generated.
By heating, the unstable α-naphthalenesulfonic acid can be hydrolyzed at 140-150 °C to remove the sulfonic acid group, and become naphthalene and sulfuric acid.
Methyl naphthalene-2-sulfonate can be blown out.
During the hydrolysis of Methyl naphthalene-2-sulfonate, a small amount of lye should be added to neutralize part of the sulfuric acid.
Methyl naphthalene-2-sulfonate also acts with naphthalenesulfonic acid to form β-naphthalenesulfonic acid sodium salt crystals, which can be filtered to obtain the finished product of Methyl naphthalene-2-sulfonate.
