4-Nitrophenol

EPA Genetic Toxicology Program. Community Right-To-Know List. Reported in EPA TSCA Inventory.

The 4-Nitrophenol with CAS registry number of 100-02-7 is also known as Phenol, 4-nitro-. The IUPAC name and product name are the same. It belongs to product categories of Organics; Phenoles and thiophenoles; Analytical Chemistry; Biochemistry; Coupling Reactions (Peptide Synthesis); Indicator (pH); Peptide Synthesis; pH Indicators. Its EINECS registry number is 202-811-7. In addition, the formula is C₆H₅NO₃ and the molecular weight is 139.11. This chemical is a yellow to brown crystal and should be sealed in ventilated, cool room away from fire and heat. What's more, this chemical is soluble in sodium carbonate, sodium hydroxide solution, and other organic solvents such as ethanol, ether, chloroform and benzene.

Physical properties about 4-Nitrophenol are: (1)ACD/LogP: 1.67; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.66; (4)ACD/LogD (pH 7.4): 1.272; (5)ACD/BCF (pH 5.5): 10.707; (6)ACD/BCF (pH 7.4): 4.385; (7)ACD/KOC (pH 5.5): 188.961; (8)ACD/KOC (pH 7.4): 77.385; (9)#H bond acceptors: 4; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Index of Refraction: 1.612; (13)Molar Refractivity: 34.68 cm³; (14)Molar Volume: 99.705 cm³; (15)Surface Tension: 60.24 dyne/cm; (16)Density: 1.395 g/cm³; (17)Flash Point: 141.896 °C; (18)Enthalpy of Vaporization: 53.846 kJ/mol; (19)Boiling Point: 278.999 °C at 760 mmHg; (20)Vapour Pressure: 0.002 mmHg at 25 °C.

Preparation of 4-Nitrophenol: it is prepared by hydrolysis reaction of chloronitrobenzene.

Uses of 4-Nitrophenol: it is used as an intermediate in the synthesis of paracetamol and also is used for the preparation of phenetidine or acetophenetidine, indicators and raw materials for fungicides. What's more, it is used to produce methyl-phosphonic acid bis-(4-nitro-phenyl ester) by reaction with methyl-phosphonic acid dichloride. The reaction occurs with reagent Et₃N and solvent CH₂Cl₂ at 20 °C for 1 hour. The yield is about 52%.

When you are using this chemical, please be cautious about it. As a chemical, it is harmful and danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed. Besides, it is highly flammable and has danger of cumulative effects. During using it, wear suitable protective clothing and gloves. Keep away from sources of ignition. After using it, keep container tightly closed. If contact with skin, wash immediately. In case of accident or if you feel unwell seek medical advice immediately.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: C1=CC(=CC=C1[N+](=O)[O-])O
2. InChI: InChI=1S/C6H5NO3/c8-6-3-1-5(2-4-6)7(9)10/h1-4,8H
3. InChIKey: BTJIUGUIPKRLHP-UHFFFAOYSA-N

The toxicity data is as follows: