5-Amino-1-naphthalenesulfonic acid
Synonym(s):1-Naphthylamine-5-sulfonic acid;Laurent’s acid
- CAS NO.:84-89-9
- Empirical Formula: C10H9NO3S
- Molecular Weight: 223.25
- MDL number: MFCD00014315
- EINECS: 201-571-0
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-06 15:28:16
What is 5-Amino-1-naphthalenesulfonic acid?
Chemical properties
?1-Aminonaphthalene-5-sulfonic acid [84- 89-9]. (5-aminonaphthalene-1-sulfonic acid), Laurent’s acid, L acid, Purpurin acid, C10H9NO3S, Mr 223.24, crystallizes from hot water as needles of the monohydrate. The alkalimetal salts are all readily soluble in water. Bromination yields the 2,4-dibromo derivative, vigorous nitration gives 2,4-dinitro-1- hydroxynaphthalene, and sulfonation results in 1-aminonaphthalene-2,5,7-trisulfonic acid. 1- Hydroxynaphthalene-5-sulfonic acid is obtained by heating 104 with aqueous bisulfite (reverseBucherer reaction) or via the diazo compound. Caustic fusion produces 5-amino-1-hydroxynaphthalene. Coupling with diazo compounds takes place in the 2-position.
The Uses of 5-Amino-1-naphthalenesulfonic acid
Intermediate of dyestuff
The Uses of 5-Amino-1-naphthalenesulfonic acid
5-Aminonaphthalene-1-sulfonic acid is an deriva- tizing agents in the precolumn derivatization of some chiral phenoxy acid. Cu(II) based on a dansyl derivative was synthesized with 29.2% overall yield by a seven-step synthetic procedure from the readily available starting material 5-aminonaphthalene-1-sulfonic acid.
What are the applications of Application
5-Amino-1-naphthalenesulfonic acid is a fluorophore
Definition
ChEBI: 5-Amino-1-naphthalenesulfonic acid is a naphthalenesulfonic acid.
Production Methods
Laurent’s acid is coproduced with Peri acid as the minor component of a 5:2 isolated product ratio.
Purification Methods
Crystallise the acid under nitrogen from boiling water and dry it in a steam oven [Bryson Trans Faraday Soc 47 522, 527 1951]. [Beilstein 14 IV 2800.]
Properties of 5-Amino-1-naphthalenesulfonic acid
Melting point: | >300°C |
Boiling point: | 220°C (rough estimate) |
Density | 1.3588 (rough estimate) |
refractive index | 1.6500 (estimate) |
solubility | Aqueous Base (Slightly), DMSO (Slightly) |
pka | pK1: 3.69 (25°C) |
form | powder to crystal |
color | Purple to Dark purple to Dark red |
Water Solubility | Soluble in hot water. |
Merck | 14,6404 |
BRN | 2214149 |
CAS DataBase Reference | 84-89-9(CAS DataBase Reference) |
EPA Substance Registry System | 1-Naphthalenesulfonic acid, 5-amino- (84-89-9) |
Safety information for 5-Amino-1-naphthalenesulfonic acid
Signal word | Danger |
Pictogram(s) |
Corrosion Corrosives GHS05 Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H312:Acute toxicity,dermal H314:Skin corrosion/irritation H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H332:Acute toxicity,inhalation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P310:Immediately call a POISON CENTER or doctor/physician. 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 5-Amino-1-naphthalenesulfonic acid
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