1,5-Naphthalenedisulfonic acid
Synonym(s):1,5-Naphthalenedisulfonic acid;1,5-Naphthalenedisulfonic acid disodium salt;Armstrong acid
- CAS NO.:81-04-9
- Empirical Formula: C10H8O6S2
- Molecular Weight: 288.3
- MDL number: MFCD00064178
- EINECS: 201-317-9
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-12-18 14:15:30
What is 1,5-Naphthalenedisulfonic acid?
Chemical properties
Naphthalene-1,5-disulfonic acid [81-04-9]. Armstrong acid, C10H8O6S2, Mr 288.28, crystallizes as the tetrahydrate but dehydrates at 125 ℃ to give the anhydrous acid (mp 240 – 245℃). The disulfonic acid forms an anhydride when treated with oleum below 50℃. This anhydride reacts with ammonia to give a mixture of naphthalene-1,5-disulfonamide and naphthalene-1- sulfonamide-5-sulfonic acid. Treatment of the disodium salt of naphthalene-1,5-disulfonic acid with phosphorus pentachloride at 110℃ gives naphthalene-1,5-disulfonyl chloride (mp 184 ℃), which may also be prepared by chlorosulfonation of naphthalene. Reaction of an aqueous solution of naphthalene-1,5-disulfonic acid with bromide – bromate gives 1,5-dibromonaphthalene so readily that the yellow precipitate may be used to identify very low concentrations of the disulfonic acid.
The Uses of 1,5-Naphthalenedisulfonic acid
The disodium salt of naphthalene-1,5- disulfonic acid gives 1-hydroxynaphthalene-5- sulfonic acid or 1,5-dihydroxynaphthalene (see Section 3.3) by fusion processes. Further sulfonation of the disulfonated reaction mixture gives naphthalene-1,3,5-trisulfonic acid, and nitration leads to 1- and 2-nitronaphthalene-4,8-disulfonic acids as intermediates to the corresponding aminonaphthalene disulfonic acids. Naphthalene-1,5-disulfonic acid is an important stabilizer for diazo compounds.
Definition
ChEBI: Naphthalene-1,5-disulfonic acid is a naphthalenesulfonic acid.
Production Methods
Naphthalene is mixed with 20 % oleum at 20 – 35 C followed by gradual addition of 65 % oleum and further naphthalene alternately. After heating for 6 h at 55 C the reaction mixture is added to water, and the product is precipitated as the free acid by cooling or as the disodium salt by the addition of alkaline sodium sulfate. In each case, the isolated yield is ca. 53 %. The 1,6-disulfonic acid can be recovered from the filtrate. Higher yields of 4 have been reported for alternative processes; for example, solvent sulfonation with sulfur trioxide and chlorosulfonic acid in a solvent such as tetrachloroethylene [24] or sulfonation with oleum through a double screw-feed apparatus.
Flammability and Explosibility
Not classified
Safety Profile
Very low oral toxicity. Whenheated to decomposition it emits toxic fumes of SOx. Seealso SULFONATES.
Properties of 1,5-Naphthalenedisulfonic acid
Melting point: | 242.5°C (rough estimate) |
Boiling point: | 400.53°C (rough estimate) |
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) |
color | Crystals or plates |
Water Solubility | 90.52g/L at 25℃ |
CAS DataBase Reference | 81-04-9(CAS DataBase Reference) |
EPA Substance Registry System | 1,5-Naphthalenedisulfonic acid (81-04-9) |
Safety information for 1,5-Naphthalenedisulfonic acid
Signal word | Danger |
Pictogram(s) |
Corrosion Corrosives GHS05 |
GHS Hazard Statements |
H314:Skin corrosion/irritation H318:Serious eye damage/eye irritation |
Precautionary Statement Codes |
P260:Do not breathe dust/fume/gas/mist/vapours/spray. P280:Wear protective gloves/protective clothing/eye protection/face protection. P310:Immediately call a POISON CENTER or doctor/physician. P301+P330+P331:IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for 1,5-Naphthalenedisulfonic acid
1,5-Naphthalenedisulfonic acid manufacturer
Prolife Bio Chemical Industries Pvt Ltd
Santel Industries
Shree Ashaka Chemicals
R K Synthesis Limited
Navone Specialties (OPC) Pvt Ltd
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