Thiophenol

Thiophenol
Names
	Preferred IUPAC name Benzenethiol
	Other names Thiophenol (or phenylthiol); Phenyl mercaptan; Mercaptobenzene;
Identifiers
CAS Number	108-98-5 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	506523
ChEBI	CHEBI:48498 ;
ChEMBL	ChEMBL119405 ;
ChemSpider	7681 ;
ECHA InfoCard	100.003.306
EC Number	203-635-3;
PubChem CID	7969;
RTECS number	DC0525000;
UNII	7K011JR4T0 ;
CompTox Dashboard (EPA)	DTXSID7026811 ;
	InChI InChI=1S/C6H6S/c7-6-4-2-1-3-5-6/h1-5,7H Key: RMVRSNDYEFQCLF-UHFFFAOYSA-N ; InChI=1/C6H6S/c7-6-4-2-1-3-5-6/h1-5,7H Key: RMVRSNDYEFQCLF-UHFFFAOYAL;
	SMILES Sc1ccccc1;
Properties
Chemical formula	C6H6S
Molar mass	110.17 g·mol−1
Appearance	Colorless liquid
Odor	Unpleasant, pungent
Density	1.0766 g/mL
Melting point	−15 °C (5 °F; 258 K)
Boiling point	169 °C (336 °F; 442 K)
Solubility in water	0.08%
Solubility	Most organic solvents; aqueous base
Vapor pressure	1 mmHg (18°C)
Acidity (pKa)	6.62 (H2O); 10.28 (DMSO);
Magnetic susceptibility (χ)	−70.8·10−6 cm3/mol
Hazards
	Occupational safety and health (OHS/OSH):
Main hazards	Toxic
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H226, H300, H310, H314, H315, H330, H410
Precautionary statements	P210, P233, P240, P241, P242, P243, P260, P262, P264, P270, P271, P273, P280, P284, P301+P310, P301+P330+P331, P302+P350, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P320, P321, P322, P330, P332+P313, P361, P362, P363, P370+P378, P391, P403+P233, P403+P235, P405, P501
NFPA 704 (fire diamond)	4 2 1 OX
Flash point	56 °C; 132 °F; 329 K
	NIOSH (US health exposure limits):
PEL (Permissible)	none
REL (Recommended)	C 0.1 ppm (0.5 mg/m3) [15-minute]
IDLH (Immediate danger)	N.D.
Related compounds
Related thiols	1,2-Benzenedithiol; Benzenemethanethiol
Related compounds	Phenol; Benzeneselenol; Diphenyl disulfide
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Thiophenol is an organosulfur compound with the formula C₆H₅SH, sometimes abbreviated as PhSH. This foul-smelling colorless liquid is the simplest aromatic thiol. The chemical structures of thiophenol and its derivatives are analogous to phenols, where the oxygen atom in the hydroxyl group (−OH) bonded to the aromatic ring in phenol is replaced by a sulfur atom. The prefix thio- implies a sulfur-containing compound and when used before a root word name for a compound which would normally contain an oxygen atom, in the case of 'thiol' that the alcohol oxygen atom is replaced by a sulfur atom.

Thiophenols also describes a class of compounds formally derived from thiophenol itself. All have a sulfhydryl group (-SH) covalently bonded to an aromatic ring. The organosulfur ligand in the medicine thiomersal is a thiophenol.