Structure via PubChem · Public domain (PubChem)
1,2-benzenedithiol
Sign in to saveAlso known as benzene-1,2-dithiol, 1,2-dimercaptobenzene
Benzene-1,2-dithiol is the organosulfur compound with the formula CH(SH). This colourless viscous liquid consists of a benzene ring with a pair of adjacent thiol groups. The conjugate base of this diprotic compound serves as chelating agent in coordination chemistry and a building block for the synthesis of other organosulfur compounds.
Chemical data
- Formula
- C6H6S2
- Molecular weight
- 142.2 g/mol
- IUPAC name
- benzene-1,2-dithiol
- SMILES
- C1=CC=C(C(=C1)S)S
- InChIKey
- JRNVQLOKVMWBFR-UHFFFAOYSA-N
- XLogP
- 2.2
- Polar surface area
- 2 Ų
- H-bond donors
- 2
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 141.991092
Show 4 more facts
- canonical SMILES
- C1=CC=C(C(=C1)S)S
- chemical formula
- C₆H₆S₂
- melting point
- 23.0
- Commons category
- Benzene-1,2-dithiol
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
4 sectionsContents
- Synthesis
- Reactions
- Related compounds
- References
Benzene-1,2-dithiol is the organosulfur compound with the formula CH(SH). This colourless viscous liquid consists of a benzene ring with a pair of adjacent thiol groups. The conjugate base of this diprotic compound serves as chelating agent in coordination chemistry and a building block for the synthesis of other organosulfur compounds.
==Synthesis== The compound is prepared by ortho-lithiation of benzenethiol using butyl lithium (BuLi) followed by sulfidation: CHSH + 2 BuLi → CHSLi-2-Li + 2 BuH CHSLi-2-Li + S → CH(SLi) CH(SLi) + 2 HCl → CH(SH) + 2 LiCl
Excerpted from Wikipedia’s “1,2-benzenedithiol” article, available under the CC BY-SA 4.0 licence.