Thiophenol
C6H6S, 110.181 g/mol. Its structure, the values that were measured, the values that were calculated, and where each one came from.
Identifiers
- Molecular formula
- C₆H₆S
- Molecular weight
- 110.181 g/mol
- Exact mass
- 110.019021 g/mol
- Sc1ccccc1
- InChI=1S/C6H6S/c7-6-4-2-1-3-5-6/h1-5,7H
- RMVRSNDYEFQCLF-UHFFFAOYSA-N
Measured properties
Values somebody obtained from a sample and published. Where two sources report the same property they are both shown, in the units each used — a disagreement between them is information, and averaging it away would be inventing a number neither one gave.
- Boiling Point
- 334.9 °F at 760 mmHg (EPA, 1998)
- 169.1 °C
- 169.00 °C. @ 760.00 mm Hg
- 168 °C
- 169 °C; 46.4 °C (10mm Hg)
- 336 °F
- 169.5 °C @760 [mm Hg]
- 336 °F
- Melting Point
- 5.4 °F (EPA, 1998)
- -14.87 °C
- -14.8 °C
- -15 °C
- 5.4 °F
- -14.8 °C
- 5 °F
- Flash Point
- 127 °F (USCG, 1999)
- 127 °F
- 50 °C (122 °F) (Closed cup)
- 132 °F
- 132 °F
- Solubility
- 0.08 % at 77 °F (NIOSH, 2024)
- In water, 835 mg/L at 25 °C
- Water solubility of 836 mg/l at 25 °C.
- In water, 470 mg/L at 15 °C
- Very soluble in alcohol; miscible with ether, benzene, carbon disulfide
- Soluble in ethanol, ethyl ether, benzene; slightly soluble in carbon tetrachloride
- 0.835 mg/mL at 25 °C
- Solubility in water: none
- insoluble in water; slightly soluble in alcohol and ether; soluble in oils
- (in ethanol)
- (77 °F): 0.08%
- Density
- 1.0728 at 77 °F (EPA, 1998) - Denser than water; will sink
- 1.0775 g/cu cm at 20 °C
- Relative density (water = 1): 1.07
- 1.073-1.080
- 1.073
- 1.073 @25 °C
- 1.08
- Vapor Pressure
- 1 mmHg at 65.48 °F (EPA, 1998)
- 1.93 [mmHg]
- Vapor pressure: 1 mm Hg at 18.6 °C; 10 mm Hg at 56 °C; 100 mm Hg at 106.6 °C
- 1.93 mm Hg at 25 °C
- Vapor pressure, kPa at 18 °C: 0.13
- 1 mmHg at 65.48 °F
- 2 [mm Hg] @25 °C
- (65 °F): 1 mmHg
- LogP
- log Kow = 2.52
- 2.52
- 2.52
- 2.52
- Refractive Index
- Index of refraction: 1.5893 at 20 °C/D
- 1.589-1.593
Calculated properties
Derived from the structure rather than from a sample. These are reproducible and they are not measurements: a calculated partition coefficient and a measured one can differ by a long way, and where both exist they are listed apart on purpose.
- 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 sources also call it Benzenethiol, Mercaptobenzene, Phenyl mercaptan, Phenylthiol, Phenylmercaptan, Phenol, thio-, Thiofenol, thiophenate, Benzene, mercapto-, RCRA waste number P014, USAF XR-19, FEMA No. 3616.
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
The identifiers are what the source record holds, copied rather than recomputed. Measured values are reported as their source gave them, units and all; calculated values are marked as calculated and are not measurements. Where a field is absent the page says so, because a blank cell reads as a zero and a guessed value reads as a fact.
Nothing here is a hazard assessment, a purity statement or advice about handling a sample. A flash point quoted from a safety database is a number somebody published, not a judgement by us about whether this molecule is safe for what you intend.