2-Chloro-4-nitrophenol

Reported in EPA TSCA Inventory. Chlorophenol compounds are on the Community Right-To-Know List.

The 2-Chloro-4-nitrophenol, with the CAS registry number 619-08-9 and EINECS registry number 210-578-8, is also called 2-Fluoro-5-bromopyrimidine. It is a kind of white to beige crystalline powder or crystals, and its classification codes are: Agricultural Chemical; Experimental pesticide; Unspecified / Unclassified pesticide. And the molecular formula of this chemical is C₆H₄ClNO₃. What's more, it is used in the organic synthesis.

The physical properties of 2-Chloro-4-nitrophenol are as following: (1)ACD/LogP: 2.22; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.88; (4)ACD/LogD (pH 7.4): 0.27; (5)ACD/BCF (pH 5.5): 13.22; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 177.25; (8)ACD/KOC (pH 7.4): 4.36; (9)#H bond acceptors: 4; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 55.05 Å²; (13)Index of Refraction: 1.626; (14)Molar Refractivity: 39.57 cm³; (15)Molar Volume: 111.6 cm³; (16)Polarizability: 15.68×10^-24cm³; (17)Surface Tension: 62.2 dyne/cm; (18)Density: 1.554 g/cm³; (19)Flash Point: 129.6 °C; (20)Enthalpy of Vaporization: 55.13 kJ/mol; (21)Boiling Point: 290.6 °C at 760 mmHg; (22)Vapour Pressure: 0.00118 mmHg at 25°C.

Preparation of 2-Chloro-4-nitrophenol: This chemical can be prepared by the chlorination of paranitrophenol. Mix the paranitrophenol and concentrated hydrochloric acid, and heat to make it dissolved. Add aqueous solution of potassium chlorate after the solution is cool down, and keep stirring for 0.5 hours. Keep it standing overnight, and wash with water to get rid of acid. The raw product is obtained.

Uses of 2-Chloro-4-nitrophenol: It can react with sulfuric acid dimethyl ester to produce 2-chloro-4-nitro-anisole. This reaction will need reagents K₂CO₃ and xylene.

You should be cautious while dealing with this chemical. It irritates eyes, respiratory system and skin, and it is also harmful by inhalation, in contact with skin and if swallowed. Therefore, you had better take the following instructions: Wear suitable protective clothing, gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: Clc1cc([N+]([O-])=O)ccc1O
(2)InChI: InChI=1/C6H4ClNO3/c7-5-3-4(8(10)11)1-2-6(5)9/h1-3,9H
(3)InChIKey: BOFRXDMCQRTGII-UHFFFAOYAM

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	80mg/kg (80mg/kg)		Journal of Medicinal Chemistry. Vol. 18, Pg. 868, 1975.
rabbit	LDLo	skin	2gm/kg (2000mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" BEHAVIORAL: FOOD INTAKE (ANIMAL)	National Technical Information Service. Vol. OTS0570573,
rat	LD50	oral	900mg/kg (900mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"	National Technical Information Service. Vol. OTS0570573,