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3-Aminophenol

CAS No.
591-27-5
Chemical Name:
3-Aminophenol
Synonyms
M-AMINOPHENOL;META AMINO PHENOL;m-Aminofenol;3-HYDROXYANILINE;3-AMINO-1-HYDROXYBENZENE;1-Amino-3-hydroxybenzene;furroeg;nakoteg;renaleg;ursoleg
CBNumber:
CB8853903
Molecular Formula:
C6H7NO
Molecular Weight:
109.13
MDL Number:
MFCD00007786
MOL File:
591-27-5.mol
MSDS File:
SDS
Last updated:2026-06-04 16:00:12
Product description Number Pack Size Price
3-Aminophenol for synthesis 8.00420 5G $33.3
3-Aminophenol for synthesis 8.00420 250g $70.3
3-Aminophenol for synthesis 8.00420 1kg $189
3-Aminophenol for synthesis 8.00420 50kg $5190
3-Aminophenol 98% 100242 5g $40
More product size

3-Aminophenol Properties

Melting point 120-124 °C (lit.)
Boiling point 164 °C/11 mmHg (lit.)
Density 0.99
bulk density 700kg/m3
vapor pressure 0.019Pa at 20℃
refractive index 1.5444 (estimate)
Flash point 155 °C
storage temp. 2-8°C
solubility 26g/l
form Crystalline Powder
pka 4.37, 9.82(at 20℃)
Colour Index 76545
color White to pinkish or light gray
PH 6.8 (10g/l, H2O, 20℃)
Odor odorless
Water Solubility 35 g/L (20 ºC)
Merck 14,460
BRN 636059
Henry's Law Constant 3.7×104 mol/(m3Pa) at 25℃, HSDB (2015)
Stability Stable. Combustible. Incompatible with strong oxidizing agents, bases, mineral acids. May be light or air-sensitive.
Major Application agriculture
environmental
Cosmetics Ingredients Functions HAIR DYEING
Cosmetic Ingredient Review (CIR) 3-Aminophenol (591-27-5)
InChI 1S/C6H7NO/c7-5-2-1-3-6(8)4-5/h1-4,8H,7H2
InChIKey CWLKGDAVCFYWJK-UHFFFAOYSA-N
SMILES Nc1cccc(O)c1
LogP 0.183 at 20℃
CAS DataBase Reference 591-27-5(CAS DataBase Reference)
EWG's Food Scores 3-5
FDA UNII L3WTS6QT82
NIST Chemistry Reference Phenol, 3-amino-(591-27-5)
EPA Substance Registry System 3-Aminophenol (591-27-5)
UNSPSC Code 41116107
NACRES NA.24

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)Health Hazard (GHS08)Environment (GHS09)
GHS07,GHS08,GHS09
Signal word  Warning
Hazard statements  H302+H332-H316-H319-H371-H373-H411
Precautionary statements  P501-P273-P260-P270-P271-P264-P280-P391-P337+P313-P305+P351+P338-P308+P311-P332+P313-P301+P312+P330-P304+P340+P312-P405
PPE dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes  Xn,N
Risk Statements  20/22-51/53
Safety Statements  28-61-28A
RIDADR  UN 2512 (AMINOPHENOLS (o-, m-, p-))
WGK Germany  2
RTECS  SJ4900000
Autoignition Temperature >600°C
TSCA  TSCA listed
HazardClass  6.1
PackingGroup  III
HS Code  29222900
Storage Class 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard Classifications Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
Aquatic Chronic 2
Eye Irrit. 2
Hazardous Substances Data 591-27-5(Hazardous Substances Data)
Toxicity LD50 i.p. in mice: 4.5 mg/20g (Koelzer, Giesen)
REACH Registrations Active
Limited Quantities 5.0 kg (11 lbs) (solid)
Excepted Quantities Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
NFPA 704
0
2 0

3-Aminophenol price More Price(54)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.00420 3-Aminophenol for synthesis 591-27-5 5G $33.3 2026-04-30 Buy
Sigma-Aldrich 8.00420 3-Aminophenol for synthesis 591-27-5 250g $70.3 2026-04-30 Buy
Sigma-Aldrich 8.00420 3-Aminophenol for synthesis 591-27-5 1kg $189 2026-04-30 Buy
Sigma-Aldrich 8.00420 3-Aminophenol for synthesis 591-27-5 50kg $5190 2026-04-30 Buy
Sigma-Aldrich 100242 3-Aminophenol 98% 591-27-5 5g $40 2026-04-30 Buy
Product number Packaging Price Buy
8.00420 5G $33.3 Buy
8.00420 250g $70.3 Buy
8.00420 1kg $189 Buy
8.00420 50kg $5190 Buy
100242 5g $40 Buy

3-Aminophenol Chemical Properties,Uses,Production

Chemical Properties

Light grey crystal powder

Chemical Properties

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

Uses

Dye intermediate, manufacture of p-aminosalicylic acid.

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.

Uses

3-Aminophenol is an aromatic compound used in the preparation of inhibitors of mammalian carbonic anhydrase isoforms. Also used in the preparation of quinoline tethered fluorescent carbon dots for regulated anticancer discovery.

Definition

ChEBI: An aminophenol that is one of three amino derivatives of phenol which has the single amino substituent located meta to the phenolic -OH group.

Application

3-Aminophenol has been used in the synthesis of disulfonated bis[4-(3-aminophenoxy)phenyl]sulfone (S-BAPS).
It can be used to synthesize:
Methyl 2-oxo-7-[(triphenylphosphoranylidene)amino]-2H-chromene-4-carboxylate by reacting with dimethyl acetylenedicarboxylate (DMAD) in the presence of triphenylphosphine.
3-Amino-2-cyclohexen-1-one via palladium-catalyzed hydrogenation.

Synthesis Reference(s)

Tetrahedron Letters, 25, p. 1479, 1984 DOI: 10.1016/S0040-4039(01)80191-X

General Description

White crystals or off-white flakes.

Air & Water Reactions

3-Aminophenol may be sensitive to prolonged exposure to air and light. Slightly soluble in water.

Reactivity Profile

3-Aminophenol may react with strong oxidizers and mineral acids or bases.

Hazard

Toxic by ingestion.

Fire Hazard

Flash point data for 3-Aminophenol are not available. 3-Aminophenol is probably combustible.

Flammability and Explosibility

Non flammable

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,.

Synthesis

3-Amino-2-cyclohexene-1-one (1.5 mol, 166.7 g), potassium acetate (6 mmol, 0.6 g), and 5% palladium on carbon (4.7 g, 65.5% water) were added to N, N-dimethylacetamide (475 g) solvent in one liter creased round bottom flask equipped with a nitrogen purge, thermometer, condenser, distillation head, overhead stirrer, and heating mantle. The solution was then heated to reflux for two hours at 173° C. with a continuous nitrogen purge. The palladium catalyst was filtered from the solution. Gas chromatography analysis indicated 130.9 g 3-aminophenol (1.2 mole, 80% yield based on 3-amino-2-cyclohexene-1-one).

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

Crystallise it from hot water or toluene. [Beilstein 13 IV 952.]

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.

Toxics Screening Level

The Initial Threshold Screening Level (ITSL) is 390 μg/m3 annual average.

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.

554-84-7
591-27-5
Synthesis of 3-Aminophenol from 3-Nitrophenol
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View Lastest Price from 3-Aminophenol manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
3-Aminophenol pictures 2026-08-10 3-Aminophenol
591-27-5
1KG 99% 5000mt/year Jinan Finer Chemical Co., Ltd
M-Aminophenol / 3-Aminophenol pictures 2026-05-28 M-Aminophenol / 3-Aminophenol
591-27-5
$1.00 10kg 99 % 10000kg Hebei Chuanghai Biotechnology Co,.LTD
3-Aminophenol pictures 2026-03-20 3-Aminophenol
591-27-5
$10.00 1kg 99% 100 mt Hebei Chuanghai Biotechnology Co., Ltd
  • 3-Aminophenol pictures
  • 3-Aminophenol
    591-27-5
  • $10.00
  • 99%
  • Hebei Chuanghai Biotechnology Co., Ltd
1-Amino-3-hydroxybenzene 1-amino-3-hydroxybenzene[qr] M-HYDROXYANILINE LABOTEST-BB LTBB000485 3-AMINO-1-HYDROXYBENZENE 3-AMINOPHENOL 3-HYDROXYANILINE AMINOPHENOL-3 5-AMINO-PHENOL METHA AMINO PHENON m-Aminophenol;3-Amino-1-hydroxybenzene 3-AMINOPHENOL PESTANAL 3-Aminophenol99% 3-Aminophenol, 98+% 1-AMINO-3-HYDROXYBENZONE 1-HYDROXY-3-AMINOBENZENE 3-AMINOPHENOL / 3-HYDROXYANILINE 3-AMINOPHENOL 99.00% 3-Aminophenol m-Aminophenol (3-Hydroxyphenyl)amine m-Aminophenol (300 mg) 3-Hydroxyaniline, 1-Amino-3-hydroxybenzene 3-Hydroxyanaline M-Aminophenol(3-Aminophenol) 3-AMinophenol, 99% 250GR 3-AMinophenol, 99% 5GR 3-AMINOPHENOL FOR SYNTHESIS 5 G 3-AMINOPHENOL FOR SYNTHESIS 1 KG 3-AMINOPHENOL FOR SYNTHESIS 50 KG 3-AMINOPHENOL FOR SYNTHESIS 250 G Between aMino phenol 3-Amino-1-hydroxybenzene m-Hydroxyaniline Mesalazine Impurity 2(Mesalazine EP Impurity B) Sodium aminosalicylate EP Impurity A Meta Amino Phenol (Map) 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 c.i.76545 c.i.oxidationbase7 C.I.OxidationBase7(76546) ci76545[qr] cioxidationbase7[qr] Fouramine EG FouramineeEG fouramineeg fouramineeg[qr] Fourrine 65 Fourrine EG fourrine65 fourrine65[qr] fourrineeg