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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.
OverviewAI-generated
Resorcin, also known as benzene-1,3-diol, is a chemical compound with the formula C₆H₆O₂. Its molecular mass is 110.037, and it has a density of 1.27. The substance melts at 228 and boils at 531. It exhibits a vapor pressure of 1 and a solubility of 1400. Resorcin has a flash point of 261 and a lower flammable limit of 1.4. Its ionization energy is 8.63.
Safety data for resorcin includes a time-weighted average exposure limit of 45 and a short-term exposure limit of 90. The median lethal dose (LD50) is 301, while the minimal lethal dose is 29. The compound has two hydrogen bond donors and two hydrogen bond acceptors, with a topological polar surface area of 40.5 and an xlogp of 0.8. It carries a charge of 0.
Literature references for resorcin number 4056. The compound is referenced by 199 other encyclopedia articles.
Synthesized by Vinony from 32 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
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
~8 min read
Encyclopedic overview
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.
Excerpted from Wikipedia’s “resorcin” article, available under the CC BY-SA 4.0 licence.