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Merck

303585

2-Amino-5-nitrophenol

Synonym(s):

2-Hydroxy-4-nitroaniline, 3-Hydroxy-4-aminonitrobenzene, 3-Nitro-6-aminophenol, 5-Nitro-2-amino-1-hydroxybenzene, 5-Nitro-2-aminophenol, NSC 7087

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About This Item

Linear Formula:
H2NC6H3(NO2)OH
CAS Number:
Molecular Weight:
154.12
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
204-503-8
Beilstein/REAXYS Number:
972974
MDL number:
Form:
solid
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form

solid

Quality Segment

mp

198-202 °C (dec.) (lit.)

functional group

nitro

SMILES string

Nc1ccc(cc1O)[N+]([O-])=O

InChI

1S/C6H6N2O3/c7-5-2-1-4(8(10)11)3-6(5)9/h1-3,9H,7H2

InChI key

DOPJTDJKZNWLRB-UHFFFAOYSA-N

Application

2-Amino-5-nitrophenol was used:
  • as starting material in the synthesis of series of (Z)-2-(substituted aryl)-N-(3-oxo-4-(substituted carbamothioyl)-3,4-dihydro-2H-benzo[b][1,4]oxazin-7-yl) hydrazine carboxamides
  • as semipermanent (nonoxidative) hair colorant and as toner in permanent (oxidative) hair dye products
  • in synthesis of series of 7-benzylamino-2H-1,4-benzoxazin-3(4H)-ones, anticonvulsant agents
Reactant for:
  • Diazotation and coupling reactions
  • Preparation of biologically and pharmacologically active molecules


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Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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