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2-Chloro-3-hydroxypyridine

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Name

2-Chloro-3-hydroxypyridine

EINECS 229-635-3
CAS No. 6636-78-8 Density 1.392 g/cm3
PSA 33.12000 LogP 1.44060
Solubility N/A Melting Point 168-172 °C
Formula C5H4ClNO Boiling Point 316.2 °C at 760 mmHg
Molecular Weight 129.546 Flash Point 145 °C
Transport Information N/A Appearance light beige powder
Safety 26-37/39-24/25-36 Risk Codes 36/37/38-20/21/22
Molecular Structure Molecular Structure of 6636-78-8 (2-Chloro-3-hydroxypyridine) Hazard Symbols HarmfulXn,IrritantXi
Synonyms

2-Chloro-3-hydroxypyridine;2-Chloro-3-pyridino;2-Chloro-3-Hydroxy pyridine;2-chloro-3-hydroxyl pyridine;3-Pyridinol, 2-chloro-;2-chloro-3-pyridinol;2-Chloropyridin-3-ol;5-21-02-00085 (Beilstein Handbook Reference);

Article Data 13

2-Chloro-3-hydroxypyridine Specification

The IUPAC name of 2-Chloro-3-hydroxyl pyridine is 2-chloropyridin-3-ol. With the CAS registry number 6636-78-8 and EINECS 229-635-3, it is also named as 3-Pyridinol, 2-chloro-. The product's categories are Pyridine; Pyridines, Pyrimidines, Purines and Pteredines; Pyridines Derivatives; Halides; Chloropyridines; Halopyridines. It is light beige powder

The other characteristics of this product can be summarized as: (1)ACD/LogP: 1.27; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.25; (4)ACD/LogD (pH 7.4): 0.62; (5)ACD/BCF (pH 5.5): 5.22; (6)ACD/BCF (pH 7.4): 1.21; (7)ACD/KOC (pH 5.5): 112.24; (8)ACD/KOC (pH 7.4): 26.05; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 22.12 Å2; (13)Index of Refraction: 1.583; (14)Molar Refractivity: 31.12 cm3; (15)Molar Volume: 93 cm3; (16)Surface Tension: 54 dyne/cm; (17)Enthalpy of Vaporization: 57.97 kJ/mol; (18)Vapour Pressure: 0.000225 mmHg at 25°C; (19)Tautomer Count: 2; (20)Exact Mass: 128.998141; (21)MonoIsotopic Mass: 128.998141; (22)Topological Polar Surface Area: 33.1; (23)Heavy Atom Count: 8; (24)Complexity: 78.8.

Preparation of 2-Chloro-3-hydroxyl pyridine: It can be obtained by (2-chloro-pyridin-3-yloxy)-acetonitrile. This reaction needs reagent H2, catalytic agent PtO2 and solvent ethanol at temperature of 55 °C. The yield is 98%.

Uses of 2-Chloro-3-hydroxyl pyridine: It is used as pharmaceutical intermediate. It also can react with chloromethyl-benzene to get 3-benzyloxy 2-chloropyridine. This reaction needs reagent K2CO3 and solvent acetone. The reaction time is 16 hours. The yield is 98%.

When you are using this chemical, please be cautious about it as the following:
It is not only harmful by inhalation, in contact with skin and if swallowed, but also irritating to eyes, respiratory system and skin. So people should avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection.

People can use the following data to convert to the molecule structure. 
1. SMILES:Clc1ncccc1O
2. InChI:InChI=1/C5H4ClNO/c6-5-4(8)2-1-3-7-5/h1-3,8H
3. InChIKey:RSOPTYAZDFSMTN-UHFFFAOYAB

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 180mg/kg (180mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#04685,

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