aurin

Aurin (C.I. 43800), sometimes named rosolic acid or corallin is an organic compound, forming yellowish or deep-red crystals with greenish metallic luster. It is practically insoluble in water, freely soluble in alcohol. It is soluble in strong acids to form yellow solution, or in aqueous alkalis to form carmine red solutions. Due to this behaviour it can be used as pH indicator with pH transition range 5.0 - 6.8. It is used as an intermediate in manufacturing of dyes.

In the Vinony graph

Vinony's link graph records 8 inbound references to aurin, and connects out to green, yellow and ethanol.

It is catalogued under topics including 4-Hydroxyphenyl compounds, Bis(4-hydroxyphenyl)methanes and Chembox having GHS data.

Vinony links it to 17 Wikipedia language editions.

Chemical data

Formula: C19H14O3
Molecular weight: 290.3 g/mol
IUPAC name: 4-[bis(4-hydroxyphenyl)methylidene]cyclohexa-2,5-dien-1-one
SMILES: C1=CC(=O)C=CC1=C(C2=CC=C(C=C2)O)C3=CC=C(C=C3)O
InChIKey: FYEHYMARPSSOBO-UHFFFAOYSA-N
XLogP: 3.9
Polar surface area: 57.5 Å²
H-bond donors: 2
H-bond acceptors: 3
Formal charge: 0

via PubChem

Drug data · ChEMBL

Molecule type: Small molecule

via ChEMBL · EBI

Wikidata facts

Subclass of: chemical compound
Has part: carbon
Mass: 290.094

Show 4 more facts

chemical formula: C₁₉H₁₄O₃
canonical SMILES: C1=CC(=O)C=CC1=C(C2=CC=C(C=C2)O)C3=CC=C(C=C3)O
described by source: New International Encyclopedia
Commons category: Aurin (chemical)

Sources (2)

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Encyclopedic overview

4 sections

Contents

Synthesis
Safety
References
External links

==Synthesis== Aurin was first prepared in 1834 by the German chemist Friedlieb Ferdinand Runge, who obtained it by distilling coal tar. He named it Rosölsäure or Rosaölsäure (red oil acid). In 1861, the German chemists Hermann Kolbe and Rudolf Schmitt presented the synthesis of aurin by heating oxalic acid and creosote (which contains phenol) in the presence of concentrated sulfuric acid. (Gradually, chemists realized that commercial aurin was not a pure compound, but was actually a mixture of similar compounds.)

Excerpted from Wikipedia’s “aurin” article, available under the CC BY-SA 4.0 licence.