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5-Fluorosalicylic acid

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Name

5-Fluorosalicylic acid

EINECS 206-455-3
CAS No. 345-16-4 Density 1.492 g/cm3
PSA 57.53000 LogP 1.22950
Solubility Slightly soluble in water. Melting Point 177-179 °C(lit.)
Formula C7H5FO3 Boiling Point 307.4 °C at 760 mmHg
Molecular Weight 156.113 Flash Point 139.7 °C
Transport Information N/A Appearance light yellow powder
Safety 26-37/39-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 345-16-4 (5-Fluorosalicylic acid) Hazard Symbols IrritantXi
Synonyms

Salicylicacid, 5-fluoro- (6CI,7CI,8CI);2-Hydroxy-5-fluorobenzoic acid;5-Fluoro-2-hydroxybenzoic acid;NSC 46619;5-Fluoro-2-hydroxybenzoic acid;

Article Data 17

5-Fluorosalicylic acid Specification

The 5-Fluorosalicylic acid, with the CAS registry number 345-16-4 and EINECS registry number 206-455-3, has the systematic name of 5-fluoro-2-hydroxybenzoic acid. And the molecular formula of this chemical is C7H5FO3. It is a kind of light yellow powder, and belongs to the following product categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Acids & Esters; Fluorine Compounds; Phenols. What's more, it is used as medicine intermediate.

The physical properties of 5-Fluorosalicylic acid are as following: (1)ACD/LogP: 2.57; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.5; (4)ACD/LogD (pH 7.4): -0.58; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 35.53 Å2; (13)Index of Refraction: 1.585; (14)Molar Refractivity: 35.05 cm3; (15)Molar Volume: 104.6 cm3; (16)Polarizability: 13.89×10-24cm3; (17)Surface Tension: 60.3 dyne/cm; (18)Density: 1.492 g/cm3; (19)Flash Point: 139.7 °C; (20)Enthalpy of Vaporization: 57.86 kJ/mol; (21)Boiling Point: 307.4 °C at 760 mmHg; (22)Vapour Pressure: 0.000316 mmHg at 25°C.

Preparation of 5-Fluorosalicylic acid: This chemical can be prepared by 5-amino-2-hydroxy-benzoic acid. The reaction will need reagents HF-pyridine and NaNO2. And the yield is about 85%. 

5-Fluorosalicylic acid can be prepared by 5-amino-2-hydroxy-benzoic acid

Uses of 5-Fluorosalicylic acid: It can react with 4-iodo-2-methyl-aniline to produce 4'-iodo-5-fluoro-2'-methylsalicylanilide. This reaction will need reagent PCl3, and the solvent xylene. The reaction time is 4 hours with temperature of 140°C, and the yield is about 30%.

5-Fluorosalicylic acid can react with 4-iodo-2-methyl-aniline to produce 4'-iodo-5-fluoro-2'-methylsalicylanilide

You should be cautious while dealing with this chemical. It irritates eyes, respiratory system and skin. 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: O=C(O)c1cc(F)ccc1O
(2)InChI: InChI=1/C7H5FO3/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,9H,(H,10,11)
(3)InChIKey: JWPRICQKUNODPZ-UHFFFAOYAE

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