P-Rosolic Acid Powder CAS 603-45-2

p-Rosolic acid powder CAS 603-45-2
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Product Name:	ROSOLIC ACID
Synonyms:	4-[Bis(4-hydroxyphenyl)methylene]-2,5-cyclohexadienone, Aurin;4,4'-Dihydroxyfuchsone;Corallin Spirit Soluble;Spirit Aurin;Rosolic acid (CI x 43800);4-(p,p′-Dihydroxybenzhydrylidine)-2,5-cyclohexadien-1-one;Corallin Aurin p-Rosolic Acid;Rosolic aci
CAS:	603-45-2
MF:	C19H14O3
MW:	290.31
EINECS:	210-041-8
Product Categories:	Piperidines ,Homopiperidines;Indicator (pH);Miscellaneous Natural Products;Analytical Chemistry;pH Indicators;Triphenylmethane
Mol File:	603-45-2.mol

Melting point	309°C (decompose)
Boiling point	372.4°C (rough estimate)
density	1.2497 (rough estimate)
refractive index	1.4200 (estimate)
storage temp.	Store at room temperature.
solubility	Practically insoluble in water, benzene; freely soluble in ethanol
form	Crystalline Powder
Colour Index	43800
pka	6.98(at 25℃)
color	Red-brown to brownish-red
PH Range	6.8(YELLOW)--8.2(RED)
Water Solubility	Soluble in alcohol, sodium hydroxide, potassium hydroxide and strong acids. Insoluble in water.
λmax	534.6nm, 479.5nm, 482nm
Merck	14,881
BRN	2055205
Stability:	Stable. Incompatible with strong oxidizing agents.
Major Application	electrorheological materials, films patterning, antireflective coatings, thermochromic materials, photoresists, film patterning, recording materials, lithium battery, semiconductors, printing materials, inks, corrosion inhibitors, adhesives, drugs, detecting viable cells, treatment of Alzheimer’s disease
CAS DataBase Reference	603-45-2
EPA Substance Registry System	2,5-Cyclohexadien-1-one, 4-[bis(4-hydroxyphenyl)methylene]- (603-45-2)

Chemical Properties	red crystals or powder
Uses	activates heme oxygenase, anti-oxidative stress, inhibits DNA fragmentation
Uses	A red coloring medium made from phenol or carbolic acid. It is soluble in alcohol and ether but insoluble in water. When fabrics were steeped in this solution, the color was nonactinic and therefore safe for darkrooms, windows, and doorways. Aurin was also mixed with water-soluble gums and brushed on the backs of collodion and silver bromide gelatin plates as an antihalation layer.
Uses	Rosolic acid is used as a pH indicator in the range from 5.0 to 6.8. It acts as an intermediate in the manufacturing dyes. It is involved in the activation of heme oxygenase and in the inhibition of DNA fragmentation. It finds application in the selective isolation of coliform bacteria.
Definition	ChEBI: Aurin is a diarylmethane.
Purification Methods	It forms green crystals with a metallic luster, but the colour depends on the solvent used. When recrystallised from brine (saturated aqueous NaCl) acidified with HCl, it forms red needles, but when recrystallised from EtO/AcOH, the crystals have a beetle iridescent green colour. It has been recrystallised from Me2CO (although it dissolves slowly), methyl ethyl ketone, 80-95% AcOH and from AcOH/*C6H6. An aqueous KOH solution is golden yellow, and a 70% H2SO4 solution is deep red in colour. An alternative purification is to dissolve this triphenylmethane dye in 1.5% of aqueous NH3, filter, and heat to 70-80o, then acidify with dilute AcOH by adding it slowly with vigorous stirring, whereby the aurin separates as a brick-red powder or as purplish crystals depending on the temperature and period of heating. Filter off the solid, wash it with H2O and a little dilute AcOH, then H2O again. Stir this solid with Et2O to remove any ketones and allow it to stand overnight in the Et2O, then filter and dry it in air then in a vacuum. [Gomberg & Snow J Am Chem Soc 47 202 1925, Baines & Driver J Chem Soc 123 1216 1923, UV: Burawoy Chem Ber 64 462 1941, Beilstein 8 IV 2646.]