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87-17-2

Basic Information
CAS No.: 87-17-2
Name: Salicylanilide
Article Data: 96
Molecular Structure:
Molecular Structure of 87-17-2 (Salicylanilide)
Formula: C13H11NO2
Molecular Weight: 213.236
Synonyms: Salicylanilide(8CI);2-(N-Phenylcarboxamido)phenol;2-Hydroxy-N-phenylbenzamide;Aseptolan;Hyanilid;N-Phenyl-2-hydroxybenzamide;N-Phenylsalicylamide;NSC 14881;SA 88;SA 88 (biocide);Salicylic acid anilide;Salifebrin;Salinidol;Sherstat SLN;Shirlan;Shirlan AG;Shirlan Extra;WR 10019;o-Hydroxybenzanilide;
EINECS: 201-727-8
Density: 1.278 g/cm3
Melting Point: 136-138 °C
Boiling Point: 294.3 °C at 760 mmHg
Flash Point: 131.8 °C
Solubility: slightly soluble in water
Appearance: greyish-brownish powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-37/39-36
PSA: 49.33000
LogP: 2.71750
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  • Salicylanilide, 98%

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    87-17-2

    Salicylanilide, 98%

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    Salicylanilide

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  • Benzamide,2-hydroxy-N-phenyl-

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    87-17-2

    Benzamide,2-hydroxy-N-phenyl-

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  • Salicylanilide

  • Casno:

    87-17-2

    Salicylanilide

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  • Salicylanilide

  • Casno:

    87-17-2

    Salicylanilide

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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The IUPAC name of Salicylanilide is 2-hydroxy-N-phenylbenzamide. With the CAS registry number 87-17-2, it is also named as 2-N-Phenylcarboxamidophenol; Anilid kyseliny salicylove. It belongs to pharmaceutical intermediates. Furthermore, it is greyish-brownish powder which is soluble in alcohol, ether, benzene and chloroform, and slightly soluble in water.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 3.27; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.26; (4)ACD/LogD (pH 7.4): 2.98; (5)ACD/BCF (pH 5.5): 177.83; (6)ACD/BCF (pH 7.4): 92.14; (7)ACD/KOC (pH 5.5): 1414.8; (8)ACD/KOC (pH 7.4): 733.04; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 3; (12)Index of Refraction: 1.675; (13)Molar Refractivity: 62.71 cm3; (14)Molar Volume: 166.7 cm3; (15)Polarizability: 24.86×10-24 cm3; (16)Surface Tension: 58.9 dyne/cm; (17)Enthalpy of Vaporization: 55.53 kJ/mol; (18)Vapour Pressure: 0.00093 mmHg at 25°C; (19)Rotatable Bond Count: 2; (20)Tautomer Count: 7; (21)Exact Mass: 213.078979; (22)MonoIsotopic Mass: 213.078979; (23)Topological Polar Surface Area: 49.3; (24)Heavy Atom Count: 16.

Preparation of Salicylanilide: It can be obtained by 2-hydroxy-benzoic acid phenyl ester and aniline with the reagent 1.2.4-trichloro-benzene.

Uses of Salicylanilide: The product is mildew preventive which is mainly used for cotton fabrics and its sodium salt can be used for sheep-line, or inhabited by vinyl chloride and other plastics, rubber, paints, adhesives, leather and other materials of fungicide. Pharmaceutical grade product is used to treat skin diseases and ringworm medicine antisepsis. It also can be used in organic synthesis. For example: It reacts with 3-bromo-2-methyl-propene to get 2-(2-methyl-allyloxy)-N-phenyl-benzamide. This reaction needs reagent potassium carbonate and solvent acetone by heating. The reaction time is 12 hours. The yield is 72%.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. 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, suitable gloves and eye/face protection.

People can use the following data to convert to the molecule structure. 
1. SMILES: O=C(c1ccccc1O)Nc2ccccc2;
2. InChI: InChI=1/C13H11NO2/c15-12-9-5-4-8-11(12)13(16)14-10-6-2-1-3-7-10/h1-9,15H,(H,14,16).

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal > 500mg/kg (500mg/kg)   Farmaco. Vol. 44, Pg. 465, 1989.
 
mouse LD50 oral 2400mg/kg (2400mg/kg)   "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 663, 1986.