Thiophenol
An aromatic thiol, C6H6S, 110.181 g/mol. Boiling point 169.1 °C, melting point -14.87 °C, as published. Appears in 96 documented reactions.
Identifiers
- Molecular formula
- C₆H₆S
- Molecular weight
- 110.181 g/mol
- Exact mass
- 110.019021 g/mol
- IUPAC name
- benzenethiol
- Sc1ccccc1
- InChI=1S/C6H6S/c7-6-4-2-1-3-5-6/h1-5,7H
- RMVRSNDYEFQCLF-UHFFFAOYSA-N
Measured properties
- Boiling Point
- 334.9 °F at 760 mmHg (EPA, 1998)
- 169.1 °C
- Melting Point
- 5.4 °F (EPA, 1998)
- -14.87 °C
- Density
- 1.0728 at 77 °F (EPA, 1998) - Denser than water; will sink
- 1.0775 g/cu cm at 20 °C
- Solubility
- 0.08 % at 77 °F (NIOSH, 2024)
- In water, 835 mg/L at 25 °C
- Vapor Pressure
- 1 mmHg at 65.48 °F (EPA, 1998)
- 1.93 [mmHg]
- LogP
- log Kow = 2.52
- 2.52
- Flash Point
- 127 °F (USCG, 1999)
- 127 °F
- Refractive Index
- Index of refraction: 1.5893 at 20 °C/D
- 1.589-1.593
Calculated properties
- Molecular weight
- 110.18 g/mol
- Exact mass
- 110.01902136 Da
- XLogP3
- 2.5
- Polar surface area
- 1 Ų
- Complexity
- 46
- H-bond donors
- 1
- H-bond acceptors
- 1
- logP
- 1.9753
- Topological polar surface area
- 0 Ų
- H-bond donors
- 1
- H-bond acceptors
- 1
- Rotatable bonds
- 0
- Molar refractivity
- 33.694 cm³/mol
- Fraction sp³ carbons
- 0
- QED drug-likeness
- 0.4849
What it is made of
Elements
Structure
- Heavy atoms, hydrogen excluded
- 7
- Total atoms, hydrogen included
- 13
- Rings
- 1
- Aromatic rings
- 1
- Stereocentres
- 0
- Formal charge
- 0
Functional groups
Thiol
Aromatic ring
The molecule in three dimensions
The drawing above is a diagram of what is bonded to what. A molecule is not flat, and the model here is one low-energy shape generated from the connectivity — useful for seeing which groups can reach each other, and not a measured structure. A real sample is a population of conformations, interconverting.
Reactions it appears in
96 documented reactions involve Thiophenol, each with a written procedure and a source, and all of them are buchwald–hartwig thioetherification. A few are shown.
Buchwald–Hartwig thioetherification
Buchwald–Hartwig thioetherification · as a reactant
A recorded experiment with its conditions, its yield where one was published, and a link to the source.
Buchwald–Hartwig thioetherification
Buchwald–Hartwig thioetherification · as a reactant
A recorded experiment with its conditions, its yield where one was published, and a link to the source.
Buchwald–Hartwig thioetherification
Buchwald–Hartwig thioetherification · as a reactant
A recorded experiment with its conditions, its yield where one was published, and a link to the source.
Other names for it
The systematic name on this record is benzenethiol.
The sources also call it Benzenethiol, Mercaptobenzene, Phenyl mercaptan, Phenylthiol, Phenylmercaptan, Phenol, thio-, Thiofenol, thiophenate, Benzene, mercapto-, RCRA waste number P014, USAF XR-19.
Structurally related
Seen alongside it in reaction records
Molecules that appear in the same recorded reactions as Thiophenol. This says nothing about structure: most of them are the bases, solvents, ligands and catalysts the chemistry needed, and they are here because somebody put them in the same flask.
Where these values came from
chemistry engine
What this page does not claim
Identifiers are copied from the source record, measured values are reported as published, and calculated values are marked as calculated. Nothing here is a hazard, purity or handling assessment — how the library is checked.
Where to next
More molecules under T
The rest of this shelf, a hundred names at a time.
Molar mass calculator
Work with C6H6S in a calculation, with every element's contribution shown.
Molarity calculator
Grams of Thiophenol for a volume and a concentration, or the concentration a mass gives.
Open in ReactionLens
The full record in the workstation: every atom, every bond, and the reactions it appears in.