triphenylmethanethiol

• ChemBase ID: 147525
• Molecular Formular: C19H16S
• Molecular Mass: 276.39534
• Monoisotopic Mass: 276.09727151
• SMILES: c1ccc(cc1)C(c1ccccc1)(c1ccccc1)S
• Canonical SMILES: SC(c1ccccc1)(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C19H16S/c20-19(16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15,20H
• InChIKey: JQZIKLPHXXBMCA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: triphenylmethanethiol
• IUPAC Traditional name: triphenylmethanethiol
• Synonyms: Triphenylmethyl mercaptan; Trityl mercaptan; Triphenylmethanethiol; Triphenylmethanethiol; Triphenylmethyl mercaptan; 三苯基甲硫醇; 三苯甲基硫醇; 三苯甲硫醇; 三苯甲基硫醇

Database IDs

• CAS Number: 3695-77-0
• EC Number: 223-020-3
• MDL Number: MFCD00004854
• Beilstein Number: 2113168
• PubChem SID: 24889783; 162241713; 24900529
• PubChem CID: 77281

CALCULATED PROPERTIES

• Acid pKa: 9.131108
• H Acceptors: 0
• H Donor: 1
• LogD (pH = 5.5): 5.6820974
• LogD (pH = 7.4): 5.674779
• Log P: 5.6821914
• Molar Refractivity: 89.4385 cm^3
• Polarizability: 34.554726 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 103-108°C; 104-106 °C(lit.); 104-109 °C

Safety Information

• RTECS: PB5335000
• European Hazard Symbols: Irritant (Xi); Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20; 36/37/38
• Safety Statements: 23; 26-36/37
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335; H332
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥96.0% (HPLC); 97%; 98+%
• Grade: purum
• Linear Formula: (C6H5)3CSH

DETAILS

Sigma Aldrich - T84107

Packaging
5, 25, 100 g in glass bottle

Sigma Aldrich - 93070

Other Notes
Reagent for the mild introduction of the mercapto functionality1,2,3

REFERENCES

• Convenient reagent for the introduction of the thiol group. The trityl group can be cleaved with Ag(I) or Hg(II) salts: J. Am. Chem. Soc., 104, 1391 (1982).