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97-24-5

Basic Information
CAS No.: 97-24-5
Name: BIS(2-HYDROXY-5-CHLOROPHENYL) SULFIDE
Article Data: 12
Molecular Structure:
Molecular Structure of 97-24-5 (BIS(2-HYDROXY-5-CHLOROPHENYL) SULFIDE)
Formula: C12H8Cl2O2S
Molecular Weight: 287.166
Synonyms: 2,2'-Dihydroxy-5,5'-dichlorodiphenylsulfide;5,5'-Dichloro-2,2'-dihydroxydiphenyl sulfide;Bis(2-hydroxy-5-chlorophenyl) sulfide;CR 305;D 25;D 25-Antimykotikum;Fentichlor;Fenticlor;HL 1050;Meflorin;NSC 4112;NSC 55636;Novex;Oksid;Ovitrol;Ph 549;S 7;S 7 (antimycotic);
EINECS: 202-568-7
Density: 1.588 g/cm3
Melting Point: 175 °C
Boiling Point: 416.688 °C at 760 mmHg
Flash Point: 205.806 °C
Appearance: white to pale yellow powder
Risk Codes: 36/37/38
Safety: 26-36/37/39
PSA: 65.76000
LogP: 4.55580
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Specification

The 2,2'-Thiobis(4-chlorophenol), with the CAS registry number 97-24-5, is also known as Bis(2-hydroxy-5-chlorophenyl) sulfide. It belongs to the product categories of Diphenyl Sulfides (for High-Performance Polymer Research); Functional Materials; Reagent for High-Performance Polymer Research. Its EINECS number is 202-568-7. This chemical's molecular formula is C12H8Cl2O2S and molecular weight is 287.16. What's more, its systematic name is 2,2'-Sulfanediylbis(4-chlorophenol). Its classification code is Anti-infective, topical. This chemical is an antibacterial and antifungal agent for topical use. Since it may cause photosensitivity it is nowadays mostly used in veterinary medicine.

Physical properties of 2,2'-Thiobis(4-chlorophenol) are: (1)ACD/LogP: 3.645; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.64; (4)ACD/LogD (pH 7.4): 3.52; (5)ACD/BCF (pH 5.5): 345.35; (6)ACD/BCF (pH 7.4): 261.31; (7)ACD/KOC (pH 5.5): 2280.39; (8)ACD/KOC (pH 7.4): 1725.49; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 65.76 Å2; (13)Index of Refraction: 1.73; (14)Molar Refractivity: 72.187 cm3; (15)Molar Volume: 180.791 cm3; (16)Polarizability: 28.617×10-24cm3; (17)Surface Tension: 76.4 dyne/cm; (18)Density: 1.588 g/cm3; (19)Flash Point: 205.806 °C; (20)Enthalpy of Vaporization: 69.596 kJ/mol; (21)Boiling Point: 416.688 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

Preparation: this chemical can be prepared by 4-chloro-phenol at the ambient temperature. This reaction will need reagents carbon-sulfur electrode, 0.1 M trichloroacetic acid, 0.2 M TEAP and solvent CH2Cl2 with the reaction time of 2 hours. The yield is about 41%.

2,2'-Thiobis(4-chlorophenol) can be prepared by 4-chloro-phenol at the ambient temperature

Uses of 2,2'-Thiobis(4-chlorophenol): it can be used to produce 4,4'-dichloro-6,6'-dinitro-2,2'-sulfanediyl-di-phenol at the temperature of 20 °C. It will need reagents nitric acid, acetic acid with the reaction time of 3 hours. The yield is about 75%.

2,2'-Thiobis(4-chlorophenol) can be used to produce 4,4'-dichloro-6,6'-dinitro-2,2'-sulfanediyl-di-phenol at the temperature of 20 °C

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: Clc2cc(Sc1cc(Cl)ccc1O)c(O)cc2
(2)Std. InChI: InChI=1S/C12H8Cl2O2S/c13-7-1-3-9(15)11(5-7)17-12-6-8(14)2-4-10(12)16/h1-6,15-16H
(3)Std. InChIKey: ANUSOIHIIPAHJV-UHFFFAOYSA-N

The toxicity data is as follows:  

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LDLo intraperitoneal 250mg/kg (250mg/kg)   "Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 7, Pg. 788, 1955.