ChemicalBook > CAS DataBase List > 2-Aminophenol

2-Aminophenol

Product Name
2-Aminophenol
CAS No.
95-55-6
Chemical Name
2-Aminophenol
Synonyms
ORTHO AMINO PHENOL;O-AMINOPHENOL;OAP;Phenol, o-amino-;Orsin;Rodol 2G;2-amino-pheno;2-HYDROXYANILINE;Mesalazine EP IMpurity C;o-Aminophenol 2-Aminophenol
CBNumber
CB8309112
Molecular Formula
C6H7NO
Formula Weight
109.13
MOL File
95-55-6.mol
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2-Aminophenol Property

Melting point:
172 °C
Boiling point:
164 °C (11.2515 mmHg)
Density 
1.328
bulk density
600kg/m3
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)
Colour Index 
76520
form 
Powder
pka
4.78, 9.97(at 20℃)
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.
LogP
0.620
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

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
F 
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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H341Suspected of causing genetic defects

Precautionary statements

P201Obtain special instructions before use.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
A71301
Product name
2-Aminophenol
Purity
99%
Packaging
5g
Price
$37.5
Updated
2025/07/31
Sigma-Aldrich
Product number
Y0001569
Product name
Mesalazine impurity C
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
15 mg
Price
$156
Updated
2025/07/31
Sigma-Aldrich
Product number
A71301
Product name
2-Aminophenol
Purity
99%
Packaging
100g
Price
$41.7
Updated
2025/07/31
Sigma-Aldrich
Product number
8.00419
Product name
2-Aminophenol
Purity
for synthesis
Packaging
5G
Price
$39.8
Updated
2025/07/31
Sigma-Aldrich
Product number
8.00419
Product name
2-Aminophenol
Purity
for synthesis
Packaging
250g
Price
$60.4
Updated
2025/07/31
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2-Aminophenol Chemical Properties,Usage,Production

Chemical Properties

2-aminophenol appears as colorless needles or as white crystalline substance turning tan to brown on exposure to air. It forms white orthorhombic bipyramidal needles when crystallized from water or benzene. The crystals have eight molecules to the elementary cell. Insoluble in benzene, soluble in ethanol and water. o-aminophenol is contained in hair dyes and can cause contact dermatitis in hairdressers.

Uses

2-Aminophenol is an isomer of 4-Aminophenol and is used as a reagent for the synthesis of heterocyclic compounds and dyes. It is also used to make dyes and pharmaceuticals.

Definition

ChEBI: 2-aminophenol is the aminophenol which has the single amino substituent located ortho to the phenolic -OH group. It has a role as a bacterial metabolite.

Preparation

2-Aminophenol is obtained by reduction of o-nitrophenol with sodium sulfide or hydrogen gas.

Synthesis Reference(s)

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

Antimicrobial activity

Further observations on this group of compounds are required, but its low toxicity and its bacteriostatic activity against the Gram-negative bacilli suggest that 2-aminophenol may be of value as a local antiseptic.

General Description

2-Aminophenol, also called o-aminophenol, is an aromatic amphoteric compound with the formula C6H4(OH)NH2. It is a white needle-shaped crystal that darkens when exposed to light and air. It is an isomer of aminophenol and serves as a vital chemical intermediate for dyes, medicine, printing, and biological applications.

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

Side effects

(1)Methemoglobinemia - an increase in methemoglobin in the blood; the compound is classified as having secondary toxic effects.
(2)Skin sensitiser - a substance that can induce an allergic skin reaction.
(3)Asthma - reversible bronchoconstriction (narrowing of the fine bronchial tubes) caused by inhalation of irritating or allergenic substances.

Toxicology

2-Aminophenol can act as a skin sensitiser and cause contact dermatitis. In addition, inhalation of large amounts can cause methemoglobinemia and bronchial asthma. Methemoglobinemia is the formation of methemoglobin when 2-aminophenol interacts with adult and fetal hemoglobin. Compared to its isomers 3-aminophenol and 4-aminophenol, 2-aminophenol is the most potent in forming methemoglobinemia. Since methemoglobin cannot bind oxygen as well as haemoglobin, this may lead to tissue hypoxia.

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.

Synthesis

2-Aminophenol is industrially synthesized by reducing the corresponding nitrophenol by hydrogen in the presence of various catalysts. The nitrophenols can also be reduced with iron.

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-Aminophenol Preparation Products And Raw materials

Raw materials

Sodium sulfide 2-Nitrochlorobenzene 2-Nitrophenol

Preparation Products

2-Acetamidophenol Fluorescent Brightener 185 Mordant Blue 13 Direct Red 243 5-Methoxymethyl-2,3-pyridinedicarboxylic acid Pirenoxine 2-Chlorobenzoxazole Phosalone 2-Benzoxazolinone Glyoxalbis(2-hydroxyanil) Reactive Blue 104 Fluorescent Brightener 367 Copper quinolate 8-Hydroxyquinaldine Reactive Blue X-R FENOXAPROP-ETHYL 4-(2-OXO-1,3-BENZOXAZOL-3(2H)-YL)BUTANOIC ACID 8-Hydroxyquinoline 4-Vinylpyridine
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View Lastest Price from 2-Aminophenol manufacturers

Hebei Chuanghai Biotechnology Co., Ltd
Product
2-Aminophenol 95-55-6
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-11-27
Shanghai UCHEM Inc.
Product
2-Aminophenol 95-55-6
Price
US $56.00/kg
Min. Order
1kg
Purity
0.98
Supply Ability
100kg
Release date
2023-11-10
Hebei Chuanghai Biotechnology Co,.LTD
Product
2-Aminophenol 95-55-6
Price
US $10.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
10 ton
Release date
2024-08-20

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