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| CAS No.: | 132-53-6 |
|---|---|
| Name: | 2-Nitroso-1-naphthol |
| Article Data: | 20 |
| Molecular Structure: | |
|
|
|
| Formula: | C10H7 N O2 |
| Molecular Weight: | 173.171 |
| Synonyms: | 1-Naphthol,2-nitroso- (7CI,8CI); 2-Nitroso-1-hydroxynaphthalene; 2-Nitroso-1-naphthalenol;2-Nitroso-1-naphthol; 2-Nitrosonaphthol; C.I. 76610; NSC 5034; b-Nitroso-a-naphthol; b-Nitrosonaphthol |
| EINECS: | 205-064-5 |
| Density: | 1.27 g/cm3 |
| Melting Point: | 150-155 °C (dec.)(lit.) |
| Boiling Point: | 357.6 °C at 760 mmHg |
| Flash Point: | 170.1 °C |
| Solubility: | SLIGHTLY SOLUBLE |
| Appearance: | purple-yellow solid. |
| Hazard Symbols: |
|
| Risk Codes: | R36/37/38 |
| Safety: | Moderately toxic by ingestion. Many nitroso compounds are carcinogens. Questionable carcinogen with experimental tumorigenic data. When heated to decomposition it emits toxic fumes of NOx. See also NITROSO COMPOUNDS. |
| PSA: | 49.66000 |
| LogP: | 2.94330 |
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| Conditions | Yield |
|---|---|
| With 1-butyl-3-methylimidazolium nitrite; boric acid for 0.0416667h; Microwave irradiation; Neat (no solvent); regioselective reaction; | A 72% B n/a |
| Conditions | Yield |
|---|---|
| With sulfuric acid; sodium hydroxide; sodium nitrite In water for 5h; | 70% |
| With sodium hydroxide; (2S)-N-methyl-1-phenylpropan-2-amine hydrate; sodium nitrite anschl. Ansaeuern mit verd. Schwefelsaeure; |
| Conditions | Yield |
|---|---|
| With sodium nitrite In water; propionic acid at -5℃; | A 63% B 22% |
| With i-AmNO2; potassium carbonate In N,N-dimethyl-formamide Ambient temperature; | A 26% B 59% |
| Conditions | Yield |
|---|---|
| With hydrogenchloride In water at 0 - 5℃; for 0.916667h; | A 56% B 35% |
- 90-15-3
α-naphthol
A
- 132-53-6
2-Nitroso-1-naphthol
B
- 605-60-7
4-nitroso-1-naphthol
C
- 607-24-9
2-nitro-1-naphthol
| Conditions | Yield |
|---|---|
| With acetic acid; sodium nitrite In ethanol for 0.0833333h; Nitrosation; nitration; | A 17% B 42% C 8% |
| Conditions | Yield |
|---|---|
| With zinc(II) chloride; sodium nitrite In ethanol for 3h; Nitrosation; Heating; | 36% |
| With zinc(II) chloride; sodium nitrite | |
| With potassium hydroxide; potassium nitrite; water anschliessend Hinzugeben von konz. Schwefelsaeure; | |
| With sodium nitrite Reaktion ueber mehrere Stufen; | |
| With acetic acid; sodium hydroxide; sodium nitrite In water for 1h; |
| Conditions | Yield |
|---|---|
| With isopentyl nitrite In chloroform at 5℃; for 16h; Further byproducts given; | A 3% B 7% C 30% D n/a |
| Conditions | Yield |
|---|---|
| With potassium nitrite; sulfuric acid | |
| With nitrosylsulfuric acid |
| Conditions | Yield |
|---|---|
| With potassium carbonate at 55℃; |
| Conditions | Yield |
|---|---|
| With ethanol; hydroxylamine hydrochloride |
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Chemistry
IUPAC Name: 2-Nitroso-1-naphthol
The MF of 2-Nitroso-1-naphthol (132-53-6) is C10H7NO2.
The MW of 2-Nitroso-1-naphthol (132-53-6) is 173.17.
Synonyms of 2-Nitroso-1-naphthol (132-53-6): 2-Nitroso-1-naphthol ; 1-Hydroxy-2-nitrosonaphthalene ; 1-Naphthalenol, 2-nitroso- ; 1-Naphthol, 2-nitroso-
Product Categories: Intermediates of Dyes and Pigments;Piperazine derivates;Nitroso Compounds;Nitrogen Compounds;Organic Building Blocks
Form: yellow-greenish to yellow-brownish powder
Index of Refraction: 1.629
EINECS: 205-064-5
Density: 1.27 g/ml
Flash Point: 170.1 °C
Boiling Point: 357.6 °C
Melting Point: 156-158 °C
Water Solubility: slightly soluble
BRN: 1867919
Uses
2-Nitroso-1-naphthol (132-53-6) is used for the determination of cobalt, zirconium, copper, iron and palladium. Can also be used in organic synthesis.
Production
From 1 - naphthol derived by nitrosation. 1. Nitrosation will be sodium hydroxide dissolve in water after the stirring stopped by adding 1 - naphthol. Filtration, the filtrate kept at 0-5 ℃, the Canadian drought sodium nitrite solution, and then slowly adding acetic acid plus end. And then 1:4 diluted hydrochloric acid to adjust pH, so that until the Congo red test paper blue. Control points with the starch iodide test paper and continue to stir for half an hour, filter out the nitration objects to a non-acidic washing up, dry. 2. Remove isomers nitrosation also generates 4 - nitroso--1 - naphthol, can be used to remove non-viable given that the potassium hydroxide dissolved in alcohol after stirring slowly adding the dry Nitrate, this time the reaction temperature maintained at 60 ℃, plus complete, continue stirring 10min. Cooling, filter out the crude, soaked in ethanol, filtering. Finally refined derived products.
Toxicity Data With Reference
| 1. | orl-rat LD:>500 mg/kg | NCNSA6 National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. 5 (1953),35. |
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
Moderately toxic by ingestion. Many nitroso compounds are carcinogens. Questionable carcinogen with experimental tumorigenic data. When heated to decomposition it emits toxic fumes of NOx. See also NITROSO COMPOUNDS.
Safety information of 2-Nitroso-1-naphthol (132-53-6):
Hazard Codes 
Xi
Risk Statements
36/37/38 Irritating to eyes, respiratory system and skin
Safety Statements
26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
WGK Germany 3
RTECS QL4550000
F 8