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Orcinol information


Orcinol[1]
Names
Preferred IUPAC name
5-Methylbenzene-1,3-diol
Other names
  • 5-Methylresorcinol
  • 3,5-Toluenediol
  • Orcin
  • 5-Methyl-1,3-benzenediol
  • 3,5-Dihydroxytoluene
Identifiers
CAS Number
  • 504-15-4 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 13839080 ☒N
ECHA InfoCard 100.007.259 Edit this at Wikidata
PubChem CID
  • 10436
UNII
  • 534PMB3438 ☒N
CompTox Dashboard (EPA)
  • DTXSID2060123 Edit this at Wikidata
InChI
  • InChI=1S/C7H8O2/c1-5-2-6(8)4-7(9)3-5/h2-4,8-9H,1H3
    Key: OIPPWFOQEKKFEE-UHFFFAOYSA-N
SMILES
  • CC1=CC(=CC(=C1)O)O
Properties
Chemical formula
C7H8O2
Molar mass 124.139 g·mol−1
Appearance Crystalline solid
Melting point 109.0 °C (228.2 °F; 382.1 K)[2]
Boiling point 291 °C (556 °F; 564 K)[2]
Solubility in water
Miscible
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

Orcinol is an organic compound with the formula CH3C6H3(OH)2. It occurs in many species of lichens[3] including Roccella tinctoria and Lecanora. Orcinol has been detected in the "toxic glue" of the ant species Camponotus saundersi. It is a colorless solid. It is related to resorcinol, 1,3-C6H4(OH)2.

  1. ^ Merck Index, 11th Edition, 6819.
  2. ^ a b Cite error: The named reference Mozaffari2020 was invoked but never defined (see the help page).
  3. ^ Robiquet: „Essai analytique des lichens de l'orseille", Annales de chimie et de physique, 1829, 42, p. 236–257.

and 26 Related for: Orcinol information

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Orcinol

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Orcinol is an organic compound with the formula CH3C6H3(OH)2. It occurs in many species of lichens including Roccella tinctoria and Lecanora. Orcinol...

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Orsellinate decarboxylase

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reaction 2,4-dihydroxy-6-methylbenzoate ⇌ {\displaystyle \rightleftharpoons } orcinol + CO2 This enzyme belongs to the family of lyases, specifically the carboxy-lyases...

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Pentose

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the aniline acetate test with aniline acetate; and in Bial's test, with orcinol. In each of these tests, pentoses react much more strongly and quickly...

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Resorcinol

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derivation from ammoniated resin gum, and for its relation to the chemical orcinol. Resorcinol has low toxicity, with an LD50 (rats, oral) > 300 mg/kg. It...

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Ethanethiol

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Retrieved 20 February 2015. Mirrington, R. N.; Feutrill, G. I. (1988). "Orcinol Monomethyl Ether". Organic Syntheses; Collected Volumes, vol. 6, p. 859...

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Polyketide

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20th century. In 1893, J. Norman Collie synthesized detectable amounts of orcinol by heating dehydracetic acid with barium hydroxide causing the pyrone ring...

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Griseofulvin

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in relation to biosynthesis I. Some possible routes to derivatives of orcinol and phloroglucinol". Australian Journal of Chemistry. 6 (4): 360. doi:10...

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Roccella tinctoria

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profit motive for Jean de Béthencourt during his conquest of the islands. Orcinol, a natural phenolic organic compound, occurs in many species of lichens...

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Dihydroxybenzenes

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(3-methylbenzene-1,2-diol) 4-Methylcatechol (4-methylbenzene-1,2-diol) Orcinol (5-methylbenzene-1,3-diol) Methoxyphenols — can be derived from benzenediols...

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Orcein

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of the world. A major source is the archil lichen, Roccella tinctoria. Orcinol is extracted from such lichens. It is then converted to orcein by ammonia...

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Trihydroxytoluene

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(caricaphenyl triol) of the papaya plant 2,3,5-trihydroxytoluene, a product of orcinol catalysis Hydroxytoluene Dihydroxytoluene Trinitrotoluene This set index...

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Diffractaic acid

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Diffractaic acid is a β-orcinol depside with the molecular formula C20H22O7, which is produced by lichens. Diffractaic acid has cytotoxic, cytogenetic...

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Guaiacol

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PMC 1827660. PMID 20322688. Mirrington, R. N.; Feutrill, G. I. (1988). "Orcinol Monomethyl Ether". Organic Syntheses; Collected Volumes, vol. 6, p. 859...

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Plant development

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scent compounds are OOMT1 and OOMT2. OOMT1 and OOMT2 help to synthesize orcinol O-methyltransferases (OOMT), which catalyze the last two steps of the DMT...

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Demethylation

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os056.11. ISBN 978-0471264224. Mirrington, R. N.; Feutrill, G. I. (1973). "Orcinol Monomethyl Ether". Organic Syntheses. 53: 90. doi:10.15227/orgsyn.053.0090...

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Erythrolitmin

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related to the orceins, and consists essentially of several phenoxazone and orcinol residues.[citation needed] The intense coloring of the molecule is generated...

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Parmotrema perlatum

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spectrometry (LC–MS/MS). The lichen produces several notable compounds, including orcinol, atraric acid, benzoic acid, 2,4-dihydroxy-3,6-dimethyl-, methyl ester...

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Thamnolic acid

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Thamnolic acid is a β-orcinol depside with the molecular formula C19H16O11. Thamnolic acid was first isolated from the lichen Thamnolia vermicularis,...

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Psoromic acid

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Psoromic acid is a β-orcinol depsidone with the molecular formula C18H14O8. Psoromic acid inhibits herpes simplex viruses type 1 and type 2. Furthermore...

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Colobopsis saundersi

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corrosive compound 2,4-Dihydroxyacetophenone 2-Methyl-5,7-dihydroxychromone Orcinol (traces found) Aliphatics Undecane 2-Heptanone (traces found) Terpenoids...

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Methylbenzenediol

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4-dihydroxytoluene) 2-methylbenzene-1,3-diol 4-methylbenzene-1,3-diol Orcinol (5-methylbenzene-1,3-diol or 3,5-dihydroxytoluene) 2-methylbenzene-1,4-diol...

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C7H8O2

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2-Acetyl-5-methylfuran Methylbenzenediols 3-Methylcatechol 4-Methylcatechol Orcinol Hydroxymethylphenols Gastrodigenin Salicyl alcohol Methoxyphenols (benzenediol...

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Xanthoparmelia

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variety of chemical compounds including orcinol depsides, orcinol depsidones, β-orcinol depsides, β-orcinol depsidones, anthraquinones, aliphatic acids...

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Evernia esorediosa

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2% of the dry weight. In its lichenized condition divaricatic acid, an orcinol depside, made up 1.9% of Evernia esorediosa's dry weight. Specimens have...

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Manfred Bial

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May 1908) was a German physician who invented a test for pentoses using orcinol, now known as Bial's test. Bial was born on 10 December 1869 in Breslau...

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Narcissus tazetta

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only a few other plants, including roses and Acnistus arborescens, called orcinol dimethyl ether, which is almost undetectable to the human nose. Experiments...

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