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603-45-2

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603-45-2 Usage

Chemical Properties

red crystals or powder

Uses

Different sources of media describe the Uses of 603-45-2 differently. You can refer to the following data:
1. activates heme oxygenase, anti-oxidative stress, inhibits DNA fragmentation
2. 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.
3. 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.

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.]

Check Digit Verification of cas no

The CAS Registry Mumber 603-45-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,0 and 3 respectively; the second part has 2 digits, 4 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 603-45:
(5*6)+(4*0)+(3*3)+(2*4)+(1*5)=52
52 % 10 = 2
So 603-45-2 is a valid CAS Registry Number.
InChI:InChI=1/C19H14O3/c20-16-7-1-13(2-8-16)19(14-3-9-17(21)10-4-14)15-5-11-18(22)12-6-15/h1-12,20-21H

603-45-2 Well-known Company Product Price

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  • (Code)Product description
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  • Detail
  • Alfa Aesar

  • (B21737)  Rosolic acid   

  • 603-45-2

  • 25g

  • 619.0CNY

  • Detail
  • Alfa Aesar

  • (B21737)  Rosolic acid   

  • 603-45-2

  • 100g

  • 1087.0CNY

  • Detail
  • Aldrich

  • (861324)  p-Rosolic acid  Dye content 85 %

  • 603-45-2

  • 861324-25G

  • 971.10CNY

  • Detail
  • Aldrich

  • (861324)  p-Rosolic acid  Dye content 85 %

  • 603-45-2

  • 861324-100G

  • 3,253.77CNY

  • Detail

603-45-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-[bis(4-hydroxyphenyl)methylidene]cyclohexa-2,5-dien-1-one

1.2 Other means of identification

Product number -
Other names Aurin No. 555

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:603-45-2 SDS

603-45-2Synthetic route

tetrachloromethane
56-23-5

tetrachloromethane

phenol
108-95-2

phenol

A

1-trifluoromethoxybenzene
456-55-3

1-trifluoromethoxybenzene

B

aurin
603-45-2

aurin

Conditions
ConditionsYield
With hydrogen fluorideA 31%
B 69%
tetrachloromethane
56-23-5

tetrachloromethane

2-(trifluoromethoxy)phenol
32858-93-8

2-(trifluoromethoxy)phenol

A

1,2-bis-trifluoromethoxybenzene
129644-61-7

1,2-bis-trifluoromethoxybenzene

B

aurin
603-45-2

aurin

Conditions
ConditionsYield
With hydrogen fluorideA 48%
B 45%
tetrachloromethane
56-23-5

tetrachloromethane

2-monochlorophenol
95-57-8

2-monochlorophenol

A

o-chloro-α,α,α-trifluoromethoxybenzene
450-96-4

o-chloro-α,α,α-trifluoromethoxybenzene

B

aurin
603-45-2

aurin

Conditions
ConditionsYield
With hydrogen fluorideA 35%
B 47%
o-chloro-α,α,α-trifluoromethoxybenzene
450-96-4

o-chloro-α,α,α-trifluoromethoxybenzene

aurin
603-45-2

aurin

Conditions
ConditionsYield
With hydrogen fluoride; tantalum pentachloride31%
1-trifluoromethoxybenzene
456-55-3

1-trifluoromethoxybenzene

aurin
603-45-2

aurin

Conditions
ConditionsYield
With hydrogen fluoride; tantalum pentachloride at 140℃; for 4h; Cooling with ice;25%
1-chloro-4-(trifluoromethoxy)benzene
461-81-4

1-chloro-4-(trifluoromethoxy)benzene

aurin
603-45-2

aurin

Conditions
ConditionsYield
With hydrogen fluoride; tantalum pentachloride20%
1,4-bis-trifluoromethoxybenzene
660-36-6

1,4-bis-trifluoromethoxybenzene

aurin
603-45-2

aurin

Conditions
ConditionsYield
With hydrogen fluoride; tantalum pentachloride20%
1,2-bis-trifluoromethoxybenzene
129644-61-7

1,2-bis-trifluoromethoxybenzene

aurin
603-45-2

aurin

Conditions
ConditionsYield
With hydrogen fluoride; tantalum pentachloride15%
tetrachloromethane
56-23-5

tetrachloromethane

2-Phenoxyphenol
2417-10-9

2-Phenoxyphenol

A

4-hydroxy-9H-xanthen-9-one
14686-63-6

4-hydroxy-9H-xanthen-9-one

B

aurin
603-45-2

aurin

Conditions
ConditionsYield
With hydrogen fluorideA 10%
B 7%
tetrachloromethane
56-23-5

tetrachloromethane

potassium phenolate
100-67-4

potassium phenolate

aurin
603-45-2

aurin

Conditions
ConditionsYield
at 170℃; analoge Reaktionen finden mit Kalium-o-kresolat und Kalium-m-kresolat statt;
at 170 - 190℃;
tetrachloromethane
56-23-5

tetrachloromethane

sodium phenoxide
139-02-6

sodium phenoxide

aurin
603-45-2

aurin

Conditions
ConditionsYield
at 170 - 190℃;
4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

aurin
603-45-2

aurin

Conditions
ConditionsYield
With phosphorus trichloride Erhitzen des Reaktionsproduktes mit Phenol und etwas Schwefelsaeure auf 140grad;
oxalic acid
144-62-7

oxalic acid

phenol
108-95-2

phenol

aurin
603-45-2

aurin

Conditions
ConditionsYield
With sulfuric acid
With sulfuric acid
tetrachloromethane
56-23-5

tetrachloromethane

phenol
108-95-2

phenol

aurin
603-45-2

aurin

Conditions
ConditionsYield
With zinc(II) chloride at 135℃;
at 150℃;
With aluminium trichloride at 140 - 160℃; Behandlung des Reaktionsproduktes mit Wasser;
With zinc(II) chloride at 140 - 160℃; Behandlung des Reaktionsproduktes mit Wasser;
formaldehyd
50-00-0

formaldehyd

phenol
108-95-2

phenol

aurin
603-45-2

aurin

Conditions
ConditionsYield
With hydrogenchloride
formic acid
64-18-6

formic acid

phenol
108-95-2

phenol

aurin
603-45-2

aurin

Conditions
ConditionsYield
With zinc(II) chloride at 120℃;
p-cresol
106-44-5

p-cresol

phenol
108-95-2

phenol

aurin
603-45-2

aurin

Conditions
ConditionsYield
With sodium hydroxide; sodium dichromate at 180℃; unter Druck;
carbon tetrabromide
558-13-4

carbon tetrabromide

phenol
108-95-2

phenol

aurin
603-45-2

aurin

Conditions
ConditionsYield
With zinc(II) chloride
With potassium hydroxide; copper
chloropicrin
76-06-2

chloropicrin

phenol
108-95-2

phenol

aurin
603-45-2

aurin

Conditions
ConditionsYield
With aluminium trichloride Auskochen des Reaktionsproduktes mit verd.Salzsaeure;
With sodium hydroxide at 50 - 60℃; dann bei Siedetemperatur;
bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

phenol
108-95-2

phenol

aurin
603-45-2

aurin

Conditions
ConditionsYield
With sulfuric acid; sodium nitrite
tetrachloromethane
56-23-5

tetrachloromethane

phenol
108-95-2

phenol

trichloroacetic acid
76-03-9

trichloroacetic acid

A

aurin
603-45-2

aurin

B

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

C

salicylaldehyde
90-02-8

salicylaldehyde

diethyl ether
60-29-7

diethyl ether

phenol
108-95-2

phenol

trichloroacetic acid
76-03-9

trichloroacetic acid

aurin
603-45-2

aurin

Conditions
ConditionsYield
at 190℃; Reaktion von Natrium-phenolat;
furan-2,3,5(4H)-trione pyridine (1:1)

furan-2,3,5(4H)-trione pyridine (1:1)

phenol
108-95-2

phenol

trichloroacetic acid
76-03-9

trichloroacetic acid

A

aurin
603-45-2

aurin

B

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

C

salicylaldehyde
90-02-8

salicylaldehyde

diethyl ether
60-29-7

diethyl ether

sodium phenoxide
139-02-6

sodium phenoxide

trichloroacetic acid
76-03-9

trichloroacetic acid

aurin
603-45-2

aurin

Conditions
ConditionsYield
at 190℃;
sodium phenoxide
139-02-6

sodium phenoxide

trichloroacetic acid
76-03-9

trichloroacetic acid

aurin
603-45-2

aurin

Conditions
ConditionsYield
With diethyl ether at 190℃;
tetrachloromethane
56-23-5

tetrachloromethane

aluminium trichloride
7446-70-0

aluminium trichloride

phenol
108-95-2

phenol

aurin
603-45-2

aurin

Conditions
ConditionsYield
at 140 - 160℃; im Autoklaven und anschl. Auskochen mit Wasser;
4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

sulfuric acid
7664-93-9

sulfuric acid

phosphorus trichloride
7719-12-2, 52843-90-0

phosphorus trichloride

phenol
108-95-2

phenol

aurin
603-45-2

aurin

tetrachloromethane
56-23-5

tetrachloromethane

p-cresol
106-44-5

p-cresol

water
7732-18-5

water

phenol
108-95-2

phenol

Na2Cr2O7

Na2Cr2O7

aurin
603-45-2

aurin

Conditions
ConditionsYield
at 180℃; unter Druck;
p-cresol
106-44-5

p-cresol

furan-2,3,5(4H)-trione pyridine (1:1)

furan-2,3,5(4H)-trione pyridine (1:1)

phenol
108-95-2

phenol

Na2Cr2O7

Na2Cr2O7

aurin
603-45-2

aurin

Conditions
ConditionsYield
at 180℃; unter Druck;
sulfuric acid
7664-93-9

sulfuric acid

bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

phenol
108-95-2

phenol

NaNO2

NaNO2

aurin
603-45-2

aurin

aurin
603-45-2

aurin

4,4',4''-methylidynetrisphenol
603-44-1

4,4',4''-methylidynetrisphenol

Conditions
ConditionsYield
With sodium tetrahydroborate; acetic acid In ethanol76%
aurin
603-45-2

aurin

benzoyl chloride
98-88-4

benzoyl chloride

4,4',4''-tris(benzoyloxy)tritylcarbinol
86610-67-5

4,4',4''-tris(benzoyloxy)tritylcarbinol

Conditions
ConditionsYield
In pyridine for 1h; Heating;58%
With 2,3-Dimethylaniline at 60℃; nachf. Behandlung des Reaktionsprodukts mit verd. Salzsaeure und Natronlauge;
aurin
603-45-2

aurin

4-methoxy-benzoyl chloride
100-07-2

4-methoxy-benzoyl chloride

tris<4-(p-anisoyloxy)phenyl>methanol
118161-45-8

tris<4-(p-anisoyloxy)phenyl>methanol

Conditions
ConditionsYield
With pyridine at 80 - 90℃; for 1.5h;44%
ethanol
64-17-5

ethanol

aurin
603-45-2

aurin

propargyl bromide
106-96-7

propargyl bromide

ethyl tris<4-(2-propynoxy)phenyl>methyl ether
142044-06-2

ethyl tris<4-(2-propynoxy)phenyl>methyl ether

Conditions
ConditionsYield
With potassium carbonate for 12h; Heating;44%
aurin
603-45-2

aurin

4-(4,4'-dimethoxy-benzhydrylidene)-cyclohexa-2,5-dienone
184865-84-7

4-(4,4'-dimethoxy-benzhydrylidene)-cyclohexa-2,5-dienone

Conditions
ConditionsYield
With diethyl ether
ethanol
64-17-5

ethanol

aurin
603-45-2

aurin

4-(4,4'-dihydroxy-benzhydrylidene)-cyclohexa-2,5-dienone; dihydrochloride, compound with ethanol

4-(4,4'-dihydroxy-benzhydrylidene)-cyclohexa-2,5-dienone; dihydrochloride, compound with ethanol

Conditions
ConditionsYield
With hydrogenchloride
aurin
603-45-2

aurin

4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

Conditions
ConditionsYield
With sodium hydroxide; air
aurin
603-45-2

aurin

pararosaniline
467-62-9

pararosaniline

Conditions
ConditionsYield
With ammonium hydroxide at 120℃;
aurin
603-45-2

aurin

4,4'-dihydroxy-3,5,3',5'-tetraiodo-benzophenone
15198-16-0

4,4'-dihydroxy-3,5,3',5'-tetraiodo-benzophenone

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide; iodine; potassium iodide
aurin
603-45-2

aurin

4,4',4''-triaminotriphenylmethane
548-61-8

4,4',4''-triaminotriphenylmethane

Conditions
ConditionsYield
With ethanol; ammonia at 150℃;
aurin
603-45-2

aurin

2,6-dibromo-4-(3,5,3',5'-tetrabromo-4,4'-dihydroxy-benzhydrylidene)-cyclohexa-2,5-dienone

2,6-dibromo-4-(3,5,3',5'-tetrabromo-4,4'-dihydroxy-benzhydrylidene)-cyclohexa-2,5-dienone

Conditions
ConditionsYield
With bromine; acetic acid
aurin
603-45-2

aurin

2,6-dichloro-4-(3,5,3',5'-tetrachloro-4,4'-dihydroxy-benzhydrylidene)-cyclohexa-2,5-dienone

2,6-dichloro-4-(3,5,3',5'-tetrachloro-4,4'-dihydroxy-benzhydrylidene)-cyclohexa-2,5-dienone

Conditions
ConditionsYield
With sulfuryl dichloride; iron(III) chloride; acetic acid
aurin
603-45-2

aurin

4-(4,4'-bis-phosphonooxy-benzhydrylidene)-cyclohexa-2,5-dienone

4-(4,4'-bis-phosphonooxy-benzhydrylidene)-cyclohexa-2,5-dienone

Conditions
ConditionsYield
With pyridine; chloroform; trichlorophosphate beim Behandeln des Reaktionsprodukts mit H2O;
aurin
603-45-2

aurin

4-(4,4'-dihydroxy-benzhydrylidene)-cyclohexa-2,5-dienone; sulfate

4-(4,4'-dihydroxy-benzhydrylidene)-cyclohexa-2,5-dienone; sulfate

Conditions
ConditionsYield
With sulfuric acid; acetic acid
aurin
603-45-2

aurin

4-(4,4'-dihydroxy-benzhydrylidene)-cyclohexa-2,5-dienone; sulfate

4-(4,4'-dihydroxy-benzhydrylidene)-cyclohexa-2,5-dienone; sulfate

Conditions
ConditionsYield
With ethanol; sulfuric acid
aurin
603-45-2

aurin

tris-(4-hydroxy-phenyl)-methanesulfinic acid ; sodium salt

tris-(4-hydroxy-phenyl)-methanesulfinic acid ; sodium salt

Conditions
ConditionsYield
With sodium hydroxide; sodium dithionite
aurin
603-45-2

aurin

4-(4,4'-dihydroxy-benzhydrylidene)-1-hydroxy-cyclohexa-2,5-dienesulfonic acid ; sodium-salt

4-(4,4'-dihydroxy-benzhydrylidene)-1-hydroxy-cyclohexa-2,5-dienesulfonic acid ; sodium-salt

Conditions
ConditionsYield
With water; sodium hydrogensulfite
aurin
603-45-2

aurin

4-(4,4'-dihydroxy-benzhydrylidene)-cyclohexa-2,5-dienone; sulfite

4-(4,4'-dihydroxy-benzhydrylidene)-cyclohexa-2,5-dienone; sulfite

Conditions
ConditionsYield
With ethanol; sulfur dioxide; water

603-45-2Related news

Degradation of ROSOLIC ACID (cas 603-45-2) by advanced oxidation processes: ozonation vs. solar photocatalysis07/16/2019

Rosolic acid has been used as model compound to check the efficiency of different advanced oxidation processes in the abatement of dyestuffs having triphenylmethane structure. Ozone is very effective; even at low flows (17 × 10−3 min−1 for an ozone flow of 0.2 g h−1) important degradation rates...detailed

603-45-2Relevant articles and documents

-

Baines,Driver

, p. 1216 (1923)

-

Lability of the trifluoromethyl group of trifluoromethoxybenzenes under HF/Lewis acid conditions

Belter, Randolph K.

scheme or table, p. 1302 - 1307 (2011/02/22)

The trifluoromethyl functionality of trifluoromethoxybenzenes (trifluoromethyl phenyl ethers) becomes labile under HF/Lewis acid conditions. Substrates with an unsubstituted para-position shed their -CF3 groups while performing a Friedel-Crafts reaction upon another substrate molecule's trifluoromethoxy group to generate p-rosolic acids. Substrates that had blocking groups at the para-positions reacted ortho. The electron donating substituents methoxy and phenoxy interfered with the formation of rosolic acids.

Multiconstituent liquid lgG and IgM calibrators

-

, (2008/06/13)

A serum in which are dissolved at least two heterologous antibodies, which are independently IgG or IgM and which specifically bind to different antigens, serves as a calibrator for multi-analyte immunoassays.

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