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2-Aminophenol

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2-Aminophenol Basic information

Product Name:
2-Aminophenol
Synonyms:
  • 1-Amino-2-hydroxybenzene
  • 1-Hydroxy-2-aminobenzene
  • Dimethyl[2-​
  • 2-amino-pheno
  • 2-Hydroxyanaline
  • 2-Hydroxyaniline H
  • 2-hydroxybenzenamine
  • BASF Ursol 3GA
CAS:
95-55-6
MF:
C6H7NO
MW:
109.13
EINECS:
202-431-1
Product Categories:
  • A
  • A-BAlphabetic
  • Alpha sort
  • AM to AQChemical Class
  • Amines
  • Aromatics
  • Intermediates of Dyes and Pigments
  • Aromatic Phenols
  • Phenoles and thiophenoles
  • Organic Building Blocks
  • Oxygen Compounds
  • Phenols
  • Pesticides&Metabolites
  • dye intermediates
  • Amine
Mol File:
95-55-6.mol
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2-Aminophenol Chemical Properties

Melting point:
172 °C
Boiling point:
164 °C (11.2515 mmHg)
Density 
1.328
vapor pressure 
14 hPa (153 °C)
refractive index 
1.5444 (estimate)
Flash point:
168 °C
storage temp. 
Store below +30°C.
solubility 
17 g/L (20°C)
pka
4.78, 9.97(at 20℃)
form 
Powder
Colour Index 
76520
color 
White to brown
PH
6.5-7.5 (10g/l, H2O, 20℃)
PH Range
6.5 - 7.5 at 10 g/l at 20 °C
Water Solubility 
17 g/L (20 ºC)
Merck 
14,461
BRN 
606075
Stability:
Stable, but may be air or light sensitive. Incompatible with strong oxidizing agents.
CAS DataBase Reference
95-55-6(CAS DataBase Reference)
NIST Chemistry Reference
Phenol, 2-amino-(95-55-6)
EPA Substance Registry System
o-Aminophenol (95-55-6)
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Safety Information

Hazard Codes 
Xn,C
Risk Statements 
20/22-68-34-20/21/22
Safety Statements 
28-36/37-28A-45-36/37/39-26-68-20/22
RIDADR 
UN 2512 6.1/PG 3
WGK Germany 
2
RTECS 
SJ4950000
8-10-23
Autoignition Temperature
190 °C
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
III
HS Code 
29222900
Hazardous Substances Data
95-55-6(Hazardous Substances Data)
Toxicity
LD50 orally in Rabbit: 1300 mg/kg

MSDS

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2-Aminophenol Usage And Synthesis

Description

o-Aminophenol is contained in hair dyes and can cause contact dermatitis in hairdressers.

Chemical Properties

o-Aminophenol appears as colorless needles or as white crystalline substance turning tan to brown on exposure to air.

Chemical Properties

Colorless to light yellow liqui

Uses

2-Aminophenol is an isomer of 4-Aminophenol (A618920) and is used as a reagent for the synthesis of heterocyclic compounds and dyes.

Definition

ChEBI: The aminophenol which has the single amino substituent located ortho to the phenolic -OH group.

Synthesis Reference(s)

Synthetic Communications, 13, p. 495, 1983 DOI: 10.1080/00397918308081828

General Description

Off-white crystals or beige powder.

Air & Water Reactions

Protect from air and light. Insoluble in water.

Reactivity Profile

2-Aminophenol can react with oxidizing agents. THF forms explosive products with 2-aminophenol [Lewis 3227].

Fire Hazard

Combustible material: may burn but does not ignite readily. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form.

Contact allergens

It is contained in hair dyes and can cause contact dermatitis in hairdressers and consumers

Safety Profile

Poison by intraperitoneal and subcutaneous routes. Moderately toxic by ingestion. An experimental teratogen. Other experimental reproductive effects. An eye irritant. Mutation data reported. When heated to decomposition it emits toxic NO,. See also AROMATIC AMINES.

Potential Exposure

Workers may be exposed to oAminophenol during its use as a chemical intermediate; in the manufacture of azo and sulfur dyes; and in the photographic industry. There is potential for consumer exposure to o-Aminophenol because of its use in dyeing hair, fur, and leather. The compound is a constituent of 75 registered cosmetic products suggesting the potential for widespread consumer exposure. p-Aminophenol is used mainly as a dye, dye intermediate and as a photographic developer; and in small quantities in analgesic drug preparation. Consumer exposure to p-aminophenol may occur from use as a hairdye or as a component in cosmetic preparations. mAminophenol is used mainly as a dye intermediate

Shipping

UN2512 Aminophenols (o-; m-; p-), Hazard Class: 6.1; Labels: 6.1-Poisonous materials

Purification Methods

Purify it by dissolving it in hot water, decolorising with activated charcoal, filtering and cooling to induce crystallisation. Maintain an atmosphere of N2 over the hot phenol solution to prevent its oxidation [Charles & Freiser J Am Chem Soc 74 1385 1952]. It can also be crystallised from EtOH using the same precautions. [Beilstein 13 IV 805.]

Incompatibilities

These phenol/cresol materials can react with oxidizers; reaction may be violent. Incompatible with strong reducing substances such as alkali metals, hydrides, nitrides, and sulfides. Flammable gas (H2) may be generated, and the heat of the reaction may cause the gas to ignite and explode. Heat may be generated by the acidbase reaction with bases; such heating may initiate polymerization of the organic compound. Reacts with boranes, alkalies, aliphatic amines, amides, nitric acid, sulfuric acid. Phenols are sulfonated very readily (e.g., by concentrated sulfuric acid at room temperature). These reactions generate heat. Phenols are also nitrated very rapidly, even by dilute nitric acid and can explode when heated. Many phenols form metal salts that may be detonated by mild shock.

Waste Disposal

Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed.

2-AminophenolSupplier

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