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Phenyl sulfoxide

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Name

Phenyl sulfoxide

EINECS 213-415-9
CAS No. 945-51-7 Density 1.25 g/cm3
PSA 36.28000 LogP 3.71900
Solubility Soluble in water. Soluble in most organic solvents. Melting Point 66-71 °C
Formula C12H10OS Boiling Point 357.6 °C at 760 mmHg
Molecular Weight 202.277 Flash Point 170.1 °C
Transport Information N/A Appearance white to off-white crystalline powder
Safety 22-24/25 Risk Codes N/A
Molecular Structure Molecular Structure of 945-51-7 (Phenyl sulfoxide) Hazard Symbols IrritantXi
Synonyms

Phenylsulfoxide (6CI,8CI);1,1'-Sulfinylbis[benzene];Diphenyl sulfoxide;NSC 630195;NSC 6779;

Article Data 353

Phenyl sulfoxide Consensus Reports

Reported in EPA TSCA Inventory.

Phenyl sulfoxide Specification

The IUPAC name of Diphenyl sulfoxide is benzenesulfinylbenzene. With the CAS registry number 945-51-7, it is also named as Benzene, 1,1'-sulfinylbis-. The product's categories are Biochemistry; Reagents for Oligosaccharide Synthesis. It is white to off-white crystalline powder which is stable under normal temperature and pressure. When people use it, you should not breathe dust and avoid contact with skin and eyes. Additionally, this chemical should be sealed in the container and stored in the cool and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 2.06; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.06; (4)ACD/LogD (pH 7.4): 2.06; (5)ACD/BCF (pH 5.5): 21.66; (6)ACD/BCF (pH 7.4): 21.66; (7)ACD/KOC (pH 5.5): 314.51; (8)ACD/KOC (pH 7.4): 314.51; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Index of Refraction: 1.672; (13)Molar Refractivity: 60.33 cm3; (14)Molar Volume: 161 cm3; (15)Polarizability: 23.91×10-24 cm3; (16)Surface Tension: 61.1 dyne/cm; (17)Enthalpy of Vaporization: 57.93 kJ/mol; (18)Vapour Pressure: 5.55E-05 mmHg at 25°C; (19)Rotatable Bond Count: 2; (20)Exact Mass: 202.045236; (21)MonoIsotopic Mass: 202.045236; (22)Topological Polar Surface Area: 36.3; (23)Heavy Atom Count: 14; (24)Complexity: 171.

Preparation of Diphenyl sulfoxide: It can be obtained by diphenylsulfane. This reaction needs reagents PhIO, 3,5-disubstituted Cr(salen) and solvent CH2Cl2 at temperature of 20 °C. The reaction time is 6 hours. The yield is 91%.

Uses of Diphenyl sulfoxide: It is used in organic synthesis. For example: it can be used to produce diphenylsulfane. This reaction needs reagents MoCl5, NaI and solvent acetonitrile at temperature of 20 °C. The reaction time is 30 min. The yield is 95%.

People can use the following data to convert to the molecule structure. 
1. SMILES:O=S(c1ccccc1)c2ccccc2
2. InChI:InChI=1/C12H10OS/c13-14(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H
3. InChIKey:JJHHIJFTHRNPIK-UHFFFAOYAI

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 750mg/kg (750mg/kg)   International Journal of Radiation Biology and Related Studies in Physics, Chemistry and Medicine. Vol. 3, Pg. 41, 1961.

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