81-04-9

Basic information

• Product Name: 1,5-Naphthalenedisulfonic acid
• Synonyms: 1,5-disulfonic acid;5-Naphthalenedisulfonic acid;Naphthalene-1,5-disulfonic acid tetrahydrate;1,5-phthalenedisulfonic acid;NAPHTHALENE-1,5-DISULFONIC ACID DISODIUM SALT;naphthalene-1,5-disulphonic acid;SODIUM 1,5-NAPHTHALENEDISULFONATE DIBASIC;1,5-Naphthalenedisulphonicacid
• CAS NO: 81-04-9
• Molecular Formula: C₁₀H₈O₆S₂
• Molecular Weight: 288.3
• EINECS: 216-732-0
• Product Categories: Intermediates of Dyes and Pigments;Organic acids
• Mol File: 81-04-9.mol

Chemical Properties

• Melting Point: 242.5°C (rough estimate)
• Boiling Point: 400.53°C (rough estimate)
• Appearance: /
• Density: 1.7040
• Vapor Pressure: 0Pa at 25℃
• Refractive Index: 1.5630 (estimate)
• Storage Temp.: Store below +30°C.
• PKA: -0.60±0.40(Predicted)
• Water Solubility: 90.52g/L at 25℃
• CAS DataBase Reference: 1,5-Naphthalenedisulfonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5-Naphthalenedisulfonic acid(81-04-9)
• EPA Substance Registry System: 1,5-Naphthalenedisulfonic acid(81-04-9)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 22-24/25-45-36/37/39-26
• RIDADR: UN 2585
• WGK Germany: 1
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 81-04-9(Hazardous Substances Data)

Usage

Chemical Properties

White powder

Flammability and Explosibility

Notclassified

Safety Profile

Very low oral toxicity. Whenheated to decomposition it emits toxic fumes of SOx. Seealso SULFONATES.

InChI:InChI=1/C10H8O6S2/c11-17(12,13)9-5-1-3-7-8(9)4-2-6-10(7)18(14,15)16/h1-6H,(H,11,12,13)(H,14,15,16)

Upstream product

• 91-20-3 naphthalene 
• 64-17-5 ethanol 
• 122290-30-6 4,8-disulfo-naphthalene-2-diazonium-betaine 
• 85-47-2 1-naphthalenesulfonic acid 
• 117-55-5 4-aminonaphthalene-1,5-disulfonic acid 
• 7664-93-9 sulfuric acid 
• 7790-94-5 chlorosulfonic acid 
• 56-23-5 tetrachloromethane 
• 7446-11-9 sulfur trioxide 
• 1655-29-4 disodium 1,5-naphthalenedisulfonate 

Downstream Products

• 1825-30-5 1,5-dichloronaphthalene 
• 117-59-9 1-hydroxynaphthalene-5-sulphonic acid 
• 83-56-7 1,5-dihydroxynaphthalene 
• 92-41-1 2,7-naphthalenedisulfonic acid 
• 581-75-9 naphthalene-2,6-disulfonic acid 
• 117-86-2 3-nitro naphthalene-1,5-disulphonic acid 
• 91-20-3 naphthalene 
• 864783-32-4 biphenyl-2-ylcarbamic acid 1-{2-[5-(4-hydroxybenzylamino)pentyl-carbamoyl]ethyl}piperidin-4-yl ester 1,5-naphthalenedisulfonic acid salt 
• 1377182-09-6 C₆H₈N₂*C₁₀H₈O₆S₂ 

Relevant articles and documents

Preparation method of clean product amino C acid

The invention relates to a preparation method of clean product amino C acid. The preparation method comprises the steps that refined naphthalene is doubly sulfonated, then 1,5-naphthalene disulfonic acid is obtained, after nitration, 3-nitronaphthalene-1,5-disulfonic acid is generated, then neutralizing is conducted through liquid caustic soda, and the amino C acid is obtained through hydrazine hydrate reduction. Compared with an original production technology, no waste residue is generated in the whole technological process, the purpose of emission reduction is achieved, and the technology issimpler, more convenient and safer and has the actual effect.

A 1,5-dihydroxynaphthalene preparation method

The invention provides a preparation method of 1,5-dihydroxy naphthalene. The preparation method comprises the following steps: after sulfonation reaction between refined naphthalene and sulfonating agents, salting out to obtain reaction solid and reaction liquid; in the presence of catalysts, heating the reaction solid obtained in the former step, water and inorganic strong alkali to react to obtain1,5-dihydroxy naphthalene, wherein the catalysts are one or more of methanol, ethanol and propanol. The preparation method provided by the invention has the beneficial effects that the reaction temperature in the alkali fusion step in the 1,5-dihydroxy naphthalene production process is reduced, thus reducing the requirements of equipment and reducing the danger coefficient in actual production, so that the reaction conditions are mild and the preparation method is easy to operate.

Liquid crystal composition and liquid crystal element

The present invention relates to a liquid crystal composition comprising a compound represented by the following formula (1) and a liquid crystal and a liquid crystal element containing the liquid crystal composition: wherein R1, R2, R3, R4, R5, R6 and R7 each independently represent a hydrogen atom or a substituent; and X represents an oxygen atom or a sulfur atom.

Clean-chemistry sulfonation of aromatics

A solution of TFAA/H2SO4 is an atom-efficient liquid-phase system for rapid sulfonation of aromatic structures; H2SO4 is consumed stoichiometrically and the spent trifluoroacetic anhydride (TFAA) is readily recovered as trifluoroacetic acid (TFA) which can be recycled to TFAA.

The positional reactivity order in the sulfur trioxide sulfonation of benzene and naphtalene derivatives containing an electron-withdrawing substituent

The reaction of sulfur trioxide with derivatives of benzene and naphthalene containing an electron-withdrawing substituent, viz.-SO3H, -SO2Ph, -NO2, -CHO, -COPh, -CO2H, and -CO2Me, in dichloromethane as solvent at ca. 22 deg C has been studied by analysis of the resulting mixtures of the sulfo derivatives with 1H-NMR.The initial sulfonation of the benzene derivatives yields the corresponding 3-sulfonic acid (3-S) and subsequently, with the exception of nitrobenzene and methyl benzoate, small amounts of 3,5-S2.Benzenesulfonic acid in addition undergoes sulfonylation giving 3,3'-di- and 3,5,3'-trisulfodiphenyl sulfone.Monosulfonation of naphtalene-1-S yields the 1,5-S2, 1,6-S2 and 1,7-S2 derivatives in a ratio of 71:20:9.On using a large excess of SO3, the eventual products are 1,3,5-S3, 1,3,6-S3 and 1,3,5,7-S4.Monosulfonation of naphthalene yields 5-S, 6-S, 7-S and 8-S in a 55:9:6:30 ratio, that of 1-benzoylnaphthalene 5-S, 6-S and 7-S in a ratio of 83:11:6, and 1-nitronaphtalene only the 5-S.The absence of peri sulfonation with 1-sulfo-, 1-benzoyl- and 1-nitronaphthalene is due to prohibitive steric hidrance. 1-Naphthoic acid and its methyl ester upon SO3 sulfonation and aqueous work-up both yield 5- and 8-sulfonaphthoic acid in a ratio of 65:35 and 77:21, respectively.The initially formed peri-substituted product is the intramolecular anhydride of 8-sulfo-1-naphthoic acid (5).All the 2-substituted naphthalenes yield 5-S and 8-S upon SO3 sulfonation of which the former sulfo isomer is far in excess.The positional reactivity orders for the SO3 sulfonation of the monosubstituted naphthalene derivatives are discussed in terms of the difference in reactivity of the α- and β-positions, and the steric and electronic effects of the deactivating substituent.

SUBSTITUTED AMINOMETHYLTETRALINS AND THEIR HETEROCYCLIC ANALOGUES

For binding 5-HT 1 receptors and thereby treating central nervous system disorders, novel substituted aminomethyltetralins and their heterocyclic analogues of the formula STR1 in which Z--denotes a group of the formula STR2 R 1, E and F can be hydrogen or other radicals, or salts thereof.

Process for the preparation of 1,5-dihydroxynaphthalene and 1,5-diaminonaphthalene

The characteristic of the improved process for the preparation of 1,5-dihydroxynaphthalene and 1,5-diaminonaphthalene is to carry out the alkaline pressure hydrolysis of the disodium salt of naphthalene-1,5-disulphonic acid at temperatures from 270° to 290° C. and under 14 to 20 bar using an excess of sodium hydroxide solution such that the molar ratio NaOH/disodium salt of naphthalenesulphonic acid is at least 12:1. The 1,5-dihydroxynaphthalene which is obtained in this manner, without hazard and in substantially higher purity, is then aminated with ammonia in the presence of ammonium bisulphite to give 1,5-diaminonaphthalene, it being possible to achieve a further increase in the degree of purity of the 1,5-diaminonaphthalene by increasing the molar ratio NH3 /1,5-dihydroxynaphthalene to at least 6:1.

On the positional reactivity order in the sulfuric acid sulfonation of the two naphthalenesulfonic acids

The sulfonation in 98.5percent H2SO4 at 25.0 deg C of naphthalene-1-sulfonic acid yields 58percent 1,5-, 32percent 1,6-, and 10percent 1,7-disulfonic acids and that of the 2-sulfonic acid 4percent 1,3-, 74percent 1,6-, 18percent 1,7-, and 4percent 2,6- + 2,7-disulfonic acids.Further sulfonation of the latter disulfonic acid mixture in 105.2percent H2SO4 at 25.0 deg C yields 78percent 1,3,6- and 12percent 1,3,5- + 1,3,7-trisulfonic acids.Reaction of naphthalene-1,5-disulfonic acid with 105.2percent H2SO4 at 25 deg C yields 5-sulfonaphthalene-1-sulfonic anhydride.Partial rate factors for the sulfonation of naphthalene-1- and -2-sulfonate in highly concentrated aqueous sulfuric acid (where the sulfonating entity is H2S2O7) are reported.They are discussed in terms of the difference in the reactivity of the α- and β-positions of the naphthalene skeleton and the electronic and steric effects of the sulfonate substituent already present.

1,2,3,4,5,6-Hexahydro-3-(3-methyl-2-butenyl)-6-methyl-11(EQ)-hydroxy-11-methyl-2,6-methano-3-benzazocine

11-Oxygenated-2,6-methano-3-benzazocines N-alkylated by alkylmethyl, haloalkenylmethyl, alkynylmethyl, cycloalkylmethyl, cycloalkenylmethyl, cycloalkyl or 2-cycloalkenyl are prepared directly by N-alkylation of the corresponding N-H intermediates or indirectly by N-acylation of the corresponding N-H intermediates followed by reduction of the resulting N-acylated intermediates and are useful as antagonists of narcotic analgesics.

N-acylated-11-oxygenated-2,6-methano-3-benzazocine intermediates

11-Oxygenated-2,6-methano-3-benzazocines N-alkylated by alkylmethyl, haloalkenylmethyl, alkynylmethyl, cycloalkylmethyl, cycloalkenylmethyl, cycloalkyl or 2-cycloalkenyl are prepared directly by N-alkylation of the corresponding N-H intermediates or indirectly by N-acylation of the corresponding N-H intermediates followed by reduction of the resulting N-acylated intermediates and are useful as antagonists of narcotic analgesics.