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591-27-5

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Identification

Name
3-Aminophenol
CAS
591-27-5
Synonyms
3-AMINO-1-HYDROXYBENZENE
3-AMINOPHENOL
3-HYDROXYANILINE
5-AMINO-PHENOL
AMINOPHENOL-3
LABOTEST-BB LTBB000485
M-AMINOPHENOL
META AMINO PHENOL
M-HYDROXYANILINE
1-Amino-3-hydroxybenzene
1-amino-3-hydroxybenzene[qr]
3-amino-1-hydroxybenzene[qr]
3-amino-pheno
3-hydroxyaniline[qr]
3-Hydroxyanilinel AC
3-hydroxybenzenamine
Basf ursol eg
basfursoleg
C.I. 76545
C.I. Oxidation Base 7
EINECS(EC#)
209-711-2
Molecular Formula
C6H7NO
MDL Number
MFCD00007786
Molecular Weight
109.13
MOL File
591-27-5.mol

Chemical Properties

Appearance
Light grey crystal powder
Appearance
o-Aminophenol appears as colorless needles or as white crystalline substance turning tan to brown on exposure to air.
mp 
121 °C
bp 
164 °C11 mm Hg(lit.)

density 
0.99
Fp 
155 °C
Colour Index 
76545
Stability:
Stable. Combustible. Incompatible with strong oxidizing agents, bases, mineral acids. May be light or air-sensitive.
Water Solubility 
35 g/L (20 ºC)
Merck 
14,460
BRN 
636059
Uses
m-Aminophenol (MAP) is an important starting material for dyes, including a variety of leuco (or latent) dyes used in imaging technology, optical bleaches and fluorescent agents, drugs, agricultural chemicals; and high-performance polymers. Although the synthesis of m-aminophenol(s) by the reaction of resorcinol with ammonia or (di)alkylarnines has been known for about 100 years,the preferred manufacturing process had been for many years a route involving the sulfonation of nitrobenzene to m-nitrobenzenesulfonic acid, the reduction of the nitro group to give m-aminobenzenesulfonic acid, followed by the caustic fusion of sodium m-aminobenzenesulfonate to yield sodium m-aminophenolate. The m-aminophenol was isolated/purified by neutralization, filtration, and recrystallization; the overall yield of m-aminophenol from nitrobenzene was estimated by SRI International to be 58%. (Doubtless, process improvements were made by the producers using this process.) The nitrobenzene/sulfonationlreductionlcaustic fusion route is still being used commercially, notably by ACNA in Italy, the largest producer of MAP, as well as a few smaller manufacturers. Sumitomo Chemical Co. used this process as well into the early 1980s and had licensed their knowhow to Hindustani Organic Chemicals, Ltd. of India which started up a plant on this basis with a capacity for MAP of 1.5 mill. lb /yr in 1970.The output of the Indian plant was said to be devoted to making sodium p-aminosalycilate (PAS), a tuberculostatic agent.
CAS DataBase Reference
591-27-5(CAS DataBase Reference)
NIST Chemistry Reference
Phenol, 3-amino-(591-27-5)

Safety Data

Hazard Codes 
Xn,N
Risk Statements 
R20/22:Harmful by inhalation and if swallowed .
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
Safety Statements 
S28:After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
RIDADR 
UN 2512 6.1/PG 3

WGK Germany 
2

RTECS 
SJ4900000

HazardClass 
6.1
PackingGroup 
III
HS Code 
29222900
Safety Profile
Poison by ingestion, subcutaneous, and intraperitoneal routes. An experimental teratogen. Other experimental reproductive effects. Mutation data reported. A skin and eye irritant. When heated to decomposition it emits toxic fumes of NOx,.
Hazardous Substances Data
591-27-5(Hazardous Substances Data)

Raw materials And Preparation Products

Hazard Information

General Description
White crystals or off-white flakes.
Reactivity Profile
M-AMINOPHENOL(591-27-5) may react with strong oxidizers and mineral acids or bases.
Air & Water Reactions
This compound may be sensitive to prolonged exposure to air and light. Slightly soluble in water.
Hazard
Toxic by ingestion.
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
Fire Hazard
Flash point data for this chemical are not available. M-AMINOPHENOL is probably combustible.
First aid
If this chemical gets into the eyes, remove any contact lenses at once and irrigate immediately for at least 15 minutes, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts the skin, remove contaminated clothing and wash immediately with soap and water. Seek medical attention immediately. If this chemical has been inhaled, remove from exposure, begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if heart action has stopped. Transfer promptly to a medical facility. When this chemical has been swallowed, get medical attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit.
Shipping
UN2512 Aminophenols (o-; m-; p-), Hazard Class: 6.1; Labels: 6.1-Poisonous materials
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.

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