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591-27-5

Name 3-Aminophenol
CAS 591-27-5
EINECS(EC#) 209-711-2
Molecular Formula C6H7NO
MDL Number MFCD00007786
Molecular Weight 109.13
MOL File 591-27-5.mol

Chemical Properties

Appearance o-Aminophenol appears as colorless needles or as white crystalline substance turning tan to brown on exposure to air.
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)
Fp  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
Odor odorless
PH 6.8 (10g/l, H2O, 20℃)
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)
EPA Substance Registry System 3-Aminophenol (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
TSCA  Yes
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)
Toxicity
LD50 i.p. in mice: 4.5 mg/20g (Koelzer, Giesen)

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