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| CAS No.: | 119-79-9 |
|---|---|
| Name: | 1-Aminonaphthalene-6-sulfonic acid |
| Article Data: | 12 |
| Molecular Structure: | |
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|
|
| Formula: | C10H9NO3S |
| Molecular Weight: | 223.252 |
| Synonyms: | 1,6-Cleve'sacid;1-Amino-6-naphthalenesulfonic acid;1-Amino-6-sulfonaphthalene;1-Naphthylamine-6-sulfonic acid;5-Amino-2-nanphthalenesulfonic acid;5-Naphthylamine-2-sulfonic acid;6-Sulfo-1-naphthylamine;Cleve's acid;Cleve's b-acid;NSC 31506;NSC 4984;1,6-cleve's acid;2-naphthalenesulfonic acid, 5-amino-;5-Aminonaphthalene-2-sulfonic acid;5-Ammonionaphthalene-2-sulfonate; |
| EINECS: | 204-351-2 |
| Density: | 1.502 g/cm3 |
| Melting Point: | >300 °C |
| Solubility: | 1g/L(16 oC) |
| Appearance: | grey-red power |
| Hazard Symbols: | R36/37/38:Irritating to eyes, respiratory system and skin.; |
| Risk Codes: | 36/37/38 |
| Safety: | 26-36/37/39 |
| Transport Information: | UN 1759 |
| PSA: | 88.77000 |
| LogP: | 3.33070 |
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- 1219080-61-1IMIDAZOLE-2-BORONIC ACID
- 120-18-3
naphthalene-2-sulfonate
A
- 119-79-9
5-aminonaphthalene-2-sulfonic acid
B
- 119-28-8
8-amino-2-naphthalenesulfonic acid
| Conditions | Yield |
|---|---|
| With sulfuric acid; nitric acid at 25℃; anschl. bei 10grad, Reduzieren des erhaltenen Gemisches mit Eisen und sehr verd. Salzsaeure; | |
| With sulfuric acid; nitric acid at 25℃; dann bei 10grad, Reduzieren des erhaltenen Gemisches mit Eisen und sehr verd. Salzsaeure; | |
| Stage #1: naphthalene-2-sulfonate With sulfuric acid at 120℃; for 0.666667h; Stage #2: With nitric acid at 33 - 35℃; for 20h; Reagent/catalyst; Overall yield = 86 percent; Overall yield = 75 g; Further stages; |
| Conditions | Yield |
|---|---|
| With ammonium sulfide | |
| With iron; acetic acid |
| Conditions | Yield |
|---|---|
| With sulfuric acid at 125 - 130℃; |
- 7664-93-9
sulfuric acid
- 134-32-7
1-amino-naphthalene
A
- 119-79-9
5-aminonaphthalene-2-sulfonic acid
B
- 84-89-9
1-aminonaphthalene-5-sulfonic acid
| Conditions | Yield |
|---|---|
| at 125 - 130℃; bei laengerem Erhitzen; |
- 7664-93-9
sulfuric acid
- 134-32-7
1-amino-naphthalene
A
- 119-79-9
5-aminonaphthalene-2-sulfonic acid
B
- 84-89-9
1-aminonaphthalene-5-sulfonic acid
C
- 85-75-6
4-aminonaphthalene-1,6-disulfonic acid
| Conditions | Yield |
|---|---|
| at 125 - 130℃; bei laengerem Erhitzen; |
- 84-86-6
4-amino-1-naphthalenesufonic acid
- 7664-93-9
sulfuric acid
A
- 119-79-9
5-aminonaphthalene-2-sulfonic acid
B
- 84-89-9
1-aminonaphthalene-5-sulfonic acid
C
- 85-75-6
4-aminonaphthalene-1,6-disulfonic acid
| Conditions | Yield |
|---|---|
| at 125 - 130℃; |
| Conditions | Yield |
|---|---|
| With sodium carbonate In water; toluene pH=5; | 96% |
- 119-79-9
5-aminonaphthalene-2-sulfonic acid
| Conditions | Yield |
|---|---|
| With sodium hydroxide; sodium periodate; aniline hydrochloride In water oxidative polymerization; | 95% |
- 119-79-9
5-aminonaphthalene-2-sulfonic acid
- 24424-99-5
di-tert-butyl dicarbonate
- 1415094-45-9
5-(tert-butoxycarbonylamino)naphthalene-2-sulfonic acid
| Conditions | Yield |
|---|---|
| With triethylamine In methanol at 20℃; Inert atmosphere; | 94% |
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Specification
The 5-Amino-2-naphthalenesulfonic acid, with the CAS registry number 119-79-9 and EINECS registry number 257-269-4, has the systematic name of 5-aminonaphthalene-2-sulfonic acid. It is also known as 1,6-cleve's acid. And the molecular formula of this chemical is C10H9NO3S. It belongs to the following product categories: Intermediates of Dyes and Pigments; Organics; Organic Building Blocks; Sulfonic/Sulfinic Acids; Sulfur Compounds.
The physical properties of 5-Amino-2-naphthalenesulfonic acid are as following: (1)ACD/LogP: 0.42; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -3.03 ; (4) ACD/LogD (pH 7.4): -3.08; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 4; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 54.99 Å2; (13)Index of Refraction: 1.713; (14)Molar Refractivity: 58.27 cm3; (15)Molar Volume: 148.6 cm3; (16)Polarizability: 23.1×10-24cm3; (17)Surface Tension: 72.1 dyne/cm; (18)Density: 1.502 g/cm3.
Preparation and uses of 5-Amino-2-naphthalenesulfonic acid(1,6-cleve's acid): It can start with the sulfonation of refined naphthalene, and gives 2-naphthalene sulfonic acid. The nitrification of 2-naphthalene sulfonic acid gives mixture of 1-nitro-6-naphthalene sulfonic acid and 1-nitro-7- naphthalene sulfonate. After the reduction of the mixture with magnesium salts, you can get magnesium aminonaphthol sulfonic acid. Seperate the mixture by taking advantage of difference solubility in a certain temperature. Then the desired 1,6-cleve's acid is obtained, and the other product is 1,7-cleve's acid. What's more, it is used in the preparation of azo dyes and sulfur dyes, such as direct fast blue BGL and sulfur blue CV.
You should be cautious while dealing with this chemical. It irritates eyes, respiratory system and skin. Therefore, you had better take the following instructions: Wear suitable protective clothing, gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)SMILES: O=S(=O)(O)c1ccc2c(c1)cccc2N
(2)InChI: InChI=1/C10H9NO3S/c11-10-3-1-2-7-6-8(15(12,13)14)4-5-9(7)10/h1-6H,11H2,(H,12,13,14)
(3)InChIKey: UWPJYQYRSWYIGZ-UHFFFAOYAF
The toxicity data is as follows:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| rat | LD50 | oral | 14200mg/kg (14200mg/kg) | "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 1056, 1986. |