Structure via PubChem · Public domain (PubChem)
resorcin
Sign in to saveAlso known as resorcinol, 1,3-benzenediol, m-benzenediol, 1,3-dihydroxybenzene, m-dihydroxybenzene, 3-hydroxyphenol, m-hydroxyphenol, 1,3-Benzenediol
Resorcinol (or resorcin) is a phenolic compound. It is an organic compound with the formula C6H4(OH)2. It is one of three isomeric benzenediols, the 1,3-isomer (or meta-isomer). Resorcinol crystallizes from benzene as colorless needles that are readily soluble in water, alcohol, and ether, but insoluble in chloroform and carbon disulfide.
Chemical data
- Formula
- C6H6O2
- Molecular weight
- 110.11 g/mol
- IUPAC name
- benzene-1,3-diol
- SMILES
- C1=CC(=CC(=C1)O)O
- InChIKey
- GHMLBKRAJCXXBS-UHFFFAOYSA-N
- XLogP
- 0.8
- Polar surface area
- 40.5 Ų
- H-bond donors
- 2
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Research
4,056 papers- Biomimetic tail-to-head terpene cyclizations using the resorcin[4]arene capsule catalyst.Nature protocols · 2024
- Anion-Based Self-assembly of Resorcin[4]arenes and Pyrogallol[4]arenes.Journal of the American Chemical Society · 2022
- Resorcin poisoning.Archives of disease in childhood · 1956
- Resorcinol.IARC monographs on the evaluation of carcinogenic risks to humans · 1999
- [Resorcin hypersensitivity].Dermatologische Wochenschrift · 1958
via PubMed
Wikidata facts
- Mass
- 110.037
Show 17 more facts
- flash point
- 261
- Commons category
- Resorcinol
- NIOSH Pocket Guide ID
- 0543
- density
- 1.27
- melting point
- 111
- boiling point
- 280
- vapor pressure
- 1
- solubility
- 1400
- lower flammable limit
- 1.4
- ionization energy
- 8.63
- time-weighted average exposure limit
- 45
- short-term exposure limit
- 90
- canonical SMILES
- C1=CC(=CC(=C1)O)O
- chemical formula
- C₆H₆O₂
- median lethal dose (LD50)
- 301
- NCI Thesaurus ID
- C77056
- minimal lethal dose
- 29
via Wikidata · CC0
~8 min read
Article
11 sectionsContents
- Production
- Reactions
- Occurrence and use
- Adhesives
- Medical uses
- Chemical uses
- Related compounds
- History, etymology, and nomenclature
- Toxicity
- References
- External links
Resorcinol (or resorcin) is a phenolic compound. It is an organic compound with the formula C6H4(OH)2. It is one of three isomeric benzenediols, the 1,3-isomer (or meta-isomer). Resorcinol crystallizes from benzene as colorless needles that are readily soluble in water, alcohol, and ether, but insoluble in chloroform and carbon disulfide.
==Production== Resorcinol is produced in several steps from benzene, starting with dialkylation with propylene to give 1,3-diisopropylbenzene. Oxidation and Hock rearrangement of this disubstituted arene gives acetone and resorcinol. thumb|384px|center|Production of resorcinol via Hock Rearrangement Resorcinol is a relatively inexpensive chemical. It is produced in only a very few locations around the world (as of 2010 only four commercial plants were known to be operative: in the United States, Germany, China, and Japan), and is the determining factor in the cost of PRF adhesives. Production in the United States ended in 2017 with the closure of Indspec Chemical's plant in Petrolia, Pennsylvania.