(benzylsulfanyl)benzene

• ChemBase ID: 109245
• Molecular Formular: C13H12S
• Molecular Mass: 200.29938
• Monoisotopic Mass: 200.06597138
• SMILES: C(Sc1ccccc1)c1ccccc1
• Canonical SMILES: c1ccc(cc1)SCc1ccccc1
• InChI: InChI=1S/C13H12S/c1-3-7-12(8-4-1)11-14-13-9-5-2-6-10-13/h1-10H,11H2
• InChIKey: LKMCJXXOBRCATQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (benzylsulfanyl)benzene; [(phenylsulfanyl)methyl]benzene
• IUPAC Traditional name: benzyl phenyl sulfide; [(phenylsulfanyl)methyl]benzene
• Synonyms: BENZYL PHENYL SULFIDE; Benzylthiobenzene; Benzyl phenyl sulfide; Benzyl(phenyl)sulfane; 苄基苯硫酚; 苄基苯基硫醚

Database IDs

• CAS Number: 831-91-4
• EC Number: 212-612-7
• MDL Number: MFCD00003066
• Beilstein Number: 1909409
• PubChem SID: 24891420; 162096141
• PubChem CID: 13255

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 4.222158
• LogD (pH = 7.4): 4.222158
• Log P: 4.222158
• Molar Refractivity: 63.4787 cm^3
• Polarizability: 24.899595 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 39-42°C; 40-44 °C(lit.)
• Boiling Point: 167-168°C/10mm; 197 °C/27 mmHg(lit.)
• Flash Point: >110°C(230°F); 113 °C; 235.4 °F

Safety Information

• German water hazard class: 3
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 95+%; 98%; 99%
• Linear Formula: C6H5CH2SC6H5

DETAILS

MP Biomedicals - 05210325

MP Biomedicals Rare Chemical collection

REFERENCES

• Has been used in a sequence for the introduction of an ortho-substituent into aromatic amines by base-induced rearrangement of an amino sulfonium salt: J. Am. Chem. Soc., 100, 7600 (1978):
  
• Lithiation of phenylthioethers, (t-BuLi/HMPA) leads exclusively to the ɑ-lithio derivatives, which react with electrophiles such as alkyl halides and carbonyl compounds: Tetrahedron Lett., 1961 (1977).