2-amino-4-chloro-6-nitrophenol

• ChemBase ID: 92017
• Molecular Formular: C6H5ClN2O3
• Molecular Mass: 188.5685
• Monoisotopic Mass: 187.99886971
• SMILES: Oc1c(cc(cc1[N+](=O)[O-])Cl)N
• Canonical SMILES: Clc1cc(N)c(c(c1)[N+](=O)[O-])O
• InChI: InChI=1S/C6H5ClN2O3/c7-3-1-4(8)6(10)5(2-3)9(11)12/h1-2,10H,8H2
• InChIKey: MHAFRUMLQZZSIN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-4-chloro-6-nitrophenol
• IUPAC Traditional name: 2-amino-4-chloro-6-nitrophenol
• Synonyms: 2-Amino-4-chloro-6-nitro-phenol; 6-Amino-4-chloro-2-nitrophenol; 2-Amino-4-chloro-6-nitrophenol; 2-Amino-4-chloro-6-nitrophenol; 2-氨基-4-氯-6-硝基苯酚

Database IDs

• CAS Number: 6358-08-3
• EC Number: 228-761-6
• MDL Number: MFCD00035925
• PubChem SID: 162078715; 24877744
• PubChem CID: 4348294

CALCULATED PROPERTIES

• Acid pKa: 7.059937
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.3730369
• LogD (pH = 7.4): 0.88877296
• Log P: 1.3847834
• Molar Refractivity: 43.8646 cm^3
• Polarizability: 15.998928 Å^3
• Polar Surface Area: 89.39 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethanol; Ethyl Acetate; Methanol
• Apperance: Red Solid
• Melting Point: 122-124°C; 150-152°C; 152 - 154°C; 158-162 °C(lit.)
• Hydrophobicity(logP): 2.023

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95%; 95+%; 97%
• Linear Formula: H2NC6H2(Cl)(NO2)OH

DETAILS

Sigma Aldrich - 530387

Packaging
5, 25 g in glass bottle

Toronto Research Chemicals - A603475

Intermediate in the preparation of antipsychotics

REFERENCES

• Smid, P., et al.: J. Med. Chem., 48, 6855 (2005)
• Harikrishnan, L., et al.: Bioorg. Med. Chem. Lett., 18, 2640 (2005)