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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;1-Amino-3-hydroxybenzene;3-AMINO-1-HYDROXYBENZENE;nakoteg;renaleg;ursoleg;furroeg
CBNumber:
CB8853903
Molecular Formula:
C6H7NO
Molecular Weight:
109.13
MDL Number:
MFCD00007786
MOL File:
591-27-5.mol
MSDS File:
SDS
Last updated:2023-06-05 07:33:04

3-Aminophenol Properties

Melting point 120-124 °C (lit.)
Boiling point 164 °C/11 mmHg (lit.)
Density 0.99
vapor pressure 0.019Pa at 20℃
refractive index 1.5444 (estimate)
Flash point 155 °C
storage temp. 2-8°C
solubility 26g/l
Colour Index 76545
form Crystalline Powder
pka 4.37, 9.82(at 20℃)
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
Stability Stable. Combustible. Incompatible with strong oxidizing agents, bases, mineral acids. May be light or air-sensitive.
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)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS09
Signal word  Warning
Hazard statements  H302+H332-H319-H411
Precautionary statements  P261-P264-P273-P301+P312-P304+P340+P312-P305+P351+P338
Hazard Codes  Xn,N
Risk Statements  20/22-51/53
Safety Statements  28-61-28A
RIDADR  UN 2512 6.1/PG 3
WGK Germany  2
RTECS  SJ4900000
TSCA  Yes
HazardClass  6.1
PackingGroup  III
HS Code  29222900
Toxicity LD50 i.p. in mice: 4.5 mg/20g (Koelzer, Giesen)
NFPA 704
0
2 0

3-Aminophenol price More Price(28)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.00420 3-Aminophenol for synthesis 591-27-5 5G $42.5 2024-03-01 Buy
Sigma-Aldrich 8.00420 3-Aminophenol for synthesis 591-27-5 250g $88.7 2024-03-01 Buy
Sigma-Aldrich 8.00420 3-Aminophenol for synthesis 591-27-5 1kg $249 2024-03-01 Buy
Sigma-Aldrich 8.00420 3-Aminophenol for synthesis 591-27-5 50kg $5200 2024-03-01 Buy
Sigma-Aldrich 100242 3-Aminophenol 98% 591-27-5 5g $36.4 2024-03-01 Buy
Product number Packaging Price Buy
8.00420 5G $42.5 Buy
8.00420 250g $88.7 Buy
8.00420 1kg $249 Buy
8.00420 50kg $5200 Buy
100242 5g $36.4 Buy

3-Aminophenol Chemical Properties,Uses,Production

Chemical Properties

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

Chemical Properties

Light grey crystal powder

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.

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.

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.

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,.

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.

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 2024-04-28 3-Aminophenol
591-27-5
US $0.00 / Kg/Bag 1KG 99% 5000mt/year Jinan Finer Chemical Co., Ltd
3-Aminophenol pictures 2023-11-27 3-Aminophenol
591-27-5
US $0.00 / kg 10kg 99% 1ton Wuhan Senwayer Century Chemical Co.,Ltd
3-Aminophenol pictures 2023-09-14 3-Aminophenol
591-27-5
US $100.00 / bag 1bag 99% 15MT Wuhan Han Sheng New Material Technology Co.,Ltd
  • 3-Aminophenol pictures
  • 3-Aminophenol
    591-27-5
  • US $0.00 / Kg/Bag
  • 99%
  • Jinan Finer Chemical Co., Ltd
  • 3-Aminophenol pictures
  • 3-Aminophenol
    591-27-5
  • US $0.00 / kg
  • 99%
  • Wuhan Senwayer Century Chemical Co.,Ltd
  • 3-Aminophenol pictures
  • 3-Aminophenol
    591-27-5
  • US $100.00 / bag
  • 99%
  • Wuhan Han Sheng New Material Technology Co.,Ltd
1-amino-3-hydroxybenzene[qr] M-HYDROXYANILINE LABOTEST-BB LTBB000485 3-AMINOPHENOL AMINOPHENOL-3 5-AMINO-PHENOL METHA AMINO PHENON 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 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 m-aminophenol[qr] m-Hydroxyaminobenzene m-hydroxyaminobenzene[qr] m-hydroxyaniline[qr] m-Hydroxyphenylamine m-hydroxyphenylamine[qr] Nako TEG nakoteg nakoteg[qr] n-aminophenol Pelagol EG pelagoleg pelagoleg[qr]