File:Brenzcatechin.svg · Wikimedia Commons · See Wikimedia Commons
pyrocatechol
Sign in to saveAlso known as 1,2-Benzenediol, o-Benzenediol, 1,2-Dihydroxybenzene, o-Dihydroxybenzene, 2-Hydroxyphenol, o-hydroxyphenol, pyrocatechin
Catechol ( or ), also known as pyrocatechol or 1,2-dihydroxybenzene, is an organic compound with the molecular formula . It is the ortho isomer of the three isomeric benzenediols. This colorless compound occurs naturally in trace amounts. It was first discovered by destructive distillation of the plant extract catechin. About 20,000 tonnes of catechol are now synthetically produced annually as a commodity organic chemical, mainly as a precursor to pesticides, flavors, and fragrances. Small amounts of catechol occur in fruits and vegetables.
Chemical data
- Formula
- C6H6O2
- Molecular weight
- 110.11 g/mol
- IUPAC name
- benzene-1,2-diol
- SMILES
- C1=CC=C(C(=C1)O)O
- InChIKey
- YCIMNLLNPGFGHC-UHFFFAOYSA-N
- XLogP
- 0.9
- Polar surface area
- 40.5 Ų
- H-bond donors
- 2
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 110.037
Show 12 more facts
- Commons category
- Pyrocatechol
- chemical formula
- C₆H₆O₂
- vapor pressure
- 10
- NIOSH Pocket Guide ID
- 0109
- density
- 1.34
- melting point
- 106.0
- boiling point
- 474
- flash point
- 261
- solubility
- 44
- lower flammable limit
- 1.4
- time-weighted average exposure limit
- 20
- canonical SMILES
- C1=CC=C(C(=C1)O)O
via Wikidata · CC0
~7 min read
Article
9 sectionsContents
- Isolation and synthesis
- Reactions
- Redox chemistry
- Catechol derivatives
- Uses
- Nomenclature
- See also
- References
- External links
Catechol ( or ), also known as pyrocatechol or 1,2-dihydroxybenzene, is an organic compound with the molecular formula . It is the ortho isomer of the three isomeric benzenediols. This colorless compound occurs naturally in trace amounts. It was first discovered by destructive distillation of the plant extract catechin. About 20,000 tonnes of catechol are now synthetically produced annually as a commodity organic chemical, mainly as a precursor to pesticides, flavors, and fragrances. Small amounts of catechol occur in fruits and vegetables.
==Isolation and synthesis==