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| CAS No.: | 95-55-6 |
|---|---|
| Name: | 2-Aminophenol |
| Molecular Structure: | |
|
|
|
| Formula: | C6H7NO |
| Molecular Weight: | 109.128 |
| Synonyms: | NakoYellow 3GA;Paradone Olive Green B;Pelagol 3GA;Pelagol Grey GG;Rodol 2G;Zoba 3GA;o-Aminohydroxybenzene;o-Aminophenol;o-Hydroxyaniline;o-Hydroxyphenylamine;o-aminophenol;o-hydroxyaniline;O-Amino phenol;Phenol,o-amino- (8CI);(2-Hydroxyphenyl)amine;1-Amino-2-hydroxybenzene;1-Hydroxy-2-aminobenzene;2-Amino-1-hydroxybenzene;Phenol,2-amino-;2-Aminophenylalcohol;2-Hydroxyaniline;2-Hydroxybenzenamine;BASF Ursol 3GA;Benzofur GG;C.I. 76520;C.I. Oxidation Base 17;Fouramine OP;NSC 1534;NSC 226261; |
| EINECS: | 202-431-1 |
| Density: | 1.211 g/cm3 |
| Melting Point: | 172 °C |
| Boiling Point: | 234.496 °C at 760 mmHg |
| Flash Point: | 95.62 °C |
| Solubility: | 17 g/L (20 °C) in water |
| Appearance: | Colorless to light yellow liquid |
| Hazard Symbols: |
 Xn,  C
|
| Risk Codes: | 20/22-68-34-20/21/22 |
| Safety: | 28-36/37-28A-45-36/37/39-26 |
| Transport Information: | UN 2512 6.1/PG 3 |
| PSA: | 46.25000 |
| LogP: | 1.55560 |
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| Conditions | Yield |
|---|---|
| With hydrogen; Pd in AV-17-8-Pd In ethanol at 40℃; | 100% |
| With hydrogen; Pd in AV-17-8-Pd In ethanol at 40℃; under 760 Torr; Rate constant; | 100% |
| With hydrogen; palladium-containing anion exchanger AB-17-8-Pd In ethanol at 20 - 40℃; under 750.06 Torr; Kinetics; Product distribution; Further Variations:; Catalysts; | 100% |
| Conditions | Yield |
|---|---|
| With ammonium bromide; ethylenediamine at 70℃; for 2h; Microwave irradiation; | 99% |
| In 1,2-dichloro-ethane at 95 - 105℃; under 0 - 1125.11 Torr; Alkaline conditions; Large scale; | 96.5% |
| With sodium hydroxide In water at 100℃; for 16h; | 72% |
| Alkaline hydrolysis; |
| Conditions | Yield |
|---|---|
| With [Cu2(2,7-bis(pyridin-2-yl)-l,8-naphthyridine)(OH)(CF3COO)3]; tetrabutylammomium bromide; ammonia; caesium carbonate In water at 110 - 120℃; for 16h; Sealed tube; | 99% |
| With ammonium hydroxide In water at 20℃; for 9h; Green chemistry; | 96% |
| Conditions | Yield |
|---|---|
| With dihydrogen peroxide In neat (no solvent) at 30℃; for 0.3h; Green chemistry; | 90% |
| With water; oxygen; sodium sulfite at 50℃; for 2h; Green chemistry; | 72% |
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2-((trimethylsilyl)oxy)aniline
- 95-55-6
2-amino-phenol
| Conditions | Yield |
|---|---|
| With methanol; 1,3-disulfonic acid imidazolium hydrogen sulfate at 20℃; for 0.0833333h; Green chemistry; | 98% |
| With rice husk ash supported on anatase-phase titania nanoparticles nanocomposite In methanol at 20℃; for 0.05h; | 94% |
| With nano magnetic sulfated zirconia (Fe3O4 at ZrO2/SO42-) In neat (no solvent) at 20℃; for 0.333333h; Green chemistry; | 90% |
| Conditions | Yield |
|---|---|
| With ammonium hydroxide In water at 20℃; for 9h; Green chemistry; | 93% |
| With ammonium hydroxide; L-2-O-methyl-chiro-inositol; copper(II) acetate monohydrate; potassium iodide In 1-methyl-pyrrolidin-2-one at 150℃; for 12h; | 70% |
| With ammonium hydroxide; copper at 80℃; for 7h; Inert atmosphere; | 65.5% |
| Conditions | Yield |
|---|---|
| Stage #1: phenol With copper(ll) sulfate pentahydrate; copper In water at 30℃; for 2h; Inert atmosphere; Sealed tube; Stage #2: With ammonium hydroxide; sodium hydroxide In water at 20℃; for 1h; pH=~ 9; Inert atmosphere; Sealed tube; | |
| Multi-step reaction with 2 steps 1: nitric acid; sulfuric acid / water / 2 h / 50 - 55 °C 2: iron; acetic acid / water / 0.75 h / Reflux View Scheme | |
| Multi-step reaction with 2 steps 1: nitric acid; sulfuric acid / 1.08 h / 15 - 25 °C / 9000.9 Torr 2: hydrogenchloride; zinc / water / 1.5 h / 70 °C / 9750.98 Torr / Sealed tube View Scheme | |
| Multi-step reaction with 2 steps 1.1: acetic acid 1.2: 12 h / 0 - 25 °C 2.1: ammonium hydroxide; copper / 7 h / 80 °C / Inert atmosphere View Scheme |
| Conditions | Yield |
|---|---|
| With aminomethyl polysterene resin formic acid salt; zinc In methanol at 20℃; for 0.3h; | 96% |
| With polystyrene-CH2-NH3(+)HCO2(-); magnesium In methanol at 20℃; for 0.266667h; | 96% |
| With aminomethylpolystyrene-supported formate; palladium on activated charcoal In methanol at 20℃; for 3.5h; | 95% |
| Conditions | Yield |
|---|---|
| With trifluoroacetic acid In isopropyl alcohol at 70℃; for 18h; | 67% |
| With bis(triphenylphosphine)copper(I) cyanide; caesium carbonate; triphenylphosphine Reagent/catalyst; | 62% |
| With ethylene glycol; zinc(II) chloride In neat (no solvent) at 120℃; for 6h; Green chemistry; | 62% |
| Conditions | Yield |
|---|---|
| With 3-azapentane-1,5-diamine at 130℃; for 2h; Sealed tube; | 98% |
| With ammonium bromide; ethylenediamine at 80℃; for 5h; Microwave irradiation; | 91% |
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- Total:34 Page 1 of 1 1
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Specification
2-Aminophenol is an organic compound with the formula C6H4(OH)NH2. Along with its isomer 4-aminophenol, it is an amphoteric molecule and a reducing agent. It is a useful reagent for the synthesis of dyes and heterocyclic compounds. Reflecting its slight hydrophilic character, white powder is moderately soluble in alcohols and can be recrystallised from hot water. O-Aminophenol should avoid the condition like incompatible materials,light. It is incompatibilities with other materials light, acids, acid chlorides, acid anhydrides, chloroformates. Its hazardous decomposition products are nitrogen oxides, carbon monoxide, carbon dioxide. Its hazardous polymerization has not been reported.
Physical properties about 2-Aminophenol are: (1)ACD/LogP: 0.497; (2)ACD/LogD (pH 5.5): 0.43; (3)ACD/LogD (pH 7.4): 0.49; (4)ACD/BCF (pH 5.5): 1.21; (5)ACD/BCF (pH 7.4): 1.39; (6)ACD/KOC (pH 5.5): 38.36; (7)ACD/KOC (pH 7.4): 44.05; (8)#H bond acceptors: 2; (9)#H bond donors: 3; (10)#Freely Rotating Bonds: 2; (11)Index of Refraction: 1.637; (12)Molar Refractivity: 32.371 cm3; (13)Molar Volume: 90.144 cm3; (14)Polarizability: 12.833 10-24cm3; (15)Surface Tension: 57.4010009765625 dyne/cm; (16)Density: 1.211 g/cm3; (17)Flash Point: 95.62 °C; (18)Enthalpy of Vaporization: 49.037 kJ/mol; (19)Boiling Point: 234.496 °C at 760 mmHg; (20)Vapour Pressure: 0.0350000001490116 mmHg at 25°C
Uses of 2-Aminophenol: 2-Aminophenol has a variety of uses. As a reducing agent, it is marketed under the names of Atomal and Ortol to develop black and white photographs. 2-Aminophenol is an intermediate in the synthesis of dyes. It is particularly useful in yielding tridentate ligands for metal-complex dyes when diazotized and coupled to a phenol, naphthol, or other aromatic or resonant dye species. Metal complex dyes using copper or chromium are commonly used for producing dull colors. Tridentate ligand dyes are particularly useful, since they are more stable than their bi- or mono-dentate counterparts.
When you are using this chemical, please be cautious about it as the following:
1. After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer);
2. Wear suitable protective clothing and gloves;
3. In case of accident or if you feel unwell, seek medical advice immediately (show label where possible);
4. Wear suitable protective clothing, gloves and eye/face protection;
5. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;
You can still convert the following datas into molecular structure:
(1)InChI=1S/C6H7NO/c7-5-3-1-2-4-6(5)8/h1-4,8H,7H2;
(2)InChIKey=CDAWCLOXVUBKRW-UHFFFAOYSA-N;
(3)Smilesc1(c(cccc1)O)N;
The toxicity data is as follows:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| cat | LDLo | subcutaneous | 37mg/kg (37mg/kg) | LUNGS, THORAX, OR RESPIRATION: CYANOSIS LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: GENERAL ANESTHETIC | Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 72, Pg. 241, 1913. |
| guinea pig | LD50 | skin | > 1gm/kg (1000mg/kg) | National Technical Information Service. Vol. OTS0555965, | |
| mouse | LD50 | intraperitoneal | 200mg/kg (200mg/kg) | National Technical Information Service. Vol. AD691-490, | |
| mouse | LD50 | oral | 800mg/kg (800mg/kg) | LUNGS, THORAX, OR RESPIRATION: CYANOSIS BEHAVIORAL: TREMOR | National Technical Information Service. Vol. OTS0555965, |
| mouse | LD50 | unreported | 675mg/kg (675mg/kg) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 50(3), Pg. 4, 1985. | |
| quail | LD50 | oral | 316mg/kg (316mg/kg) | Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983. | |
| rat | LD50 | oral | 951mg/kg (951mg/kg) | BEHAVIORAL: TREMOR LUNGS, THORAX, OR RESPIRATION: CYANOSIS | National Technical Information Service. Vol. OTS0555965, |
| rat | LD50 | subcutaneous | 37mg/kg (37mg/kg) | Yakkyoku. Pharmacy. Vol. 32, Pg. 1093, 1981. | |
| rat | LD50 | unreported | 1406mg/kg (1406mg/kg) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 50(3), Pg. 4, 1985. | |
| rat | LDLo | intraperitoneal | 300mg/kg (300mg/kg) | Archives Internationales de Pharmacodynamie et de Therapie. Vol. 131, Pg. 151, 1961. |