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4159-77-7

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4159-77-7 Usage

Description

Rose Bengal lactone is a bluish-pink powder that is soluble in water. It exhibits unique properties when exposed to different substances, such as emitting blue light when in a yellow solution and turning brown in concentrated sulfuric acid. Rose Bengal lactone is stable at its melting point and has poor light fastness, making it unsuitable for applications requiring high resistance to light exposure.

Uses

Used in Biological Stains:
Rose Bengal lactone is used as a biological stain for its ability to color various biological samples, aiding in their visualization and analysis under a microscope.
Used in Colorants for Inks, Cellulosics, and Foods:
Rose Bengal lactone is utilized as a colorant in the production of inks, cellulosics, and the food industry due to its vibrant blue color when dissolved in water.
Used in Cosmetics Coloring:
Rose Bengal lactone is employed as a coloring agent in the cosmetics industry, where its blue hue adds a unique aesthetic appeal to various cosmetic products.
Used in Medicine (Diagnostic Aid):
In the medical field, Rose Bengal lactone serves as a diagnostic aid, helping healthcare professionals identify specific conditions or assess the health of tissues.
Chemical Resistance:
The material's resistance to different substances is as follows:
Water: Soluble
Sodium Carbonate (5%): Stable
Hydrochloric Acid (5%): Poor

Preparation

will Resorcinol and 4,5,6,7-Tetrachloroisobenzofuran-1,3-dione condensation, The resulting 4,5,6,7 – tetrachloro-fluorescein tetraiodide.

Standard

Light Fastness

Melting point

Stable

ISO

Poor

Check Digit Verification of cas no

The CAS Registry Mumber 4159-77-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,1,5 and 9 respectively; the second part has 2 digits, 7 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 4159-77:
(6*4)+(5*1)+(4*5)+(3*9)+(2*7)+(1*7)=97
97 % 10 = 7
So 4159-77-7 is a valid CAS Registry Number.
InChI:InChI=1/C20H4Cl4I4O5/c21-9-7-8(10(22)12(24)11(9)23)20(33-19(7)31)3-1-5(25)15(29)13(27)17(3)32-18-4(20)2-6(26)16(30)14(18)28/h1-2,29-30H

4159-77-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name ROSE BENGAL LACTONE

1.2 Other means of identification

Product number -
Other names Solvent Red 141

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:4159-77-7 SDS

4159-77-7Synthetic route

Tetrachlorofluorescein
6262-21-1

Tetrachlorofluorescein

Rose Bengal lactone
4159-77-7

Rose Bengal lactone

Conditions
ConditionsYield
With iodine; sodium iodide; sodium hydroxide In water at 20 - 90℃; for 2h; Inert atmosphere;90.2%
rose bengal
632-69-9

rose bengal

Rose Bengal lactone
4159-77-7

Rose Bengal lactone

Conditions
ConditionsYield
With hydrogenchloride In water80%
3'.4'.5'.6'-tetrachloro-fluorescein

3'.4'.5'.6'-tetrachloro-fluorescein

Rose Bengal lactone
4159-77-7

Rose Bengal lactone

Conditions
ConditionsYield
durch Jodieren;
4,5,6,7-tetrachloro-3',6'-dihydroxy-spiro-3-one

4,5,6,7-tetrachloro-3',6'-dihydroxy-spiro-3-one

Rose Bengal lactone
4159-77-7

Rose Bengal lactone

Conditions
ConditionsYield
With hydrogenchloride; methanol; water; Iodine monochloride
tetrachlorophthalic anhydride
117-08-8

tetrachlorophthalic anhydride

Rose Bengal lactone
4159-77-7

Rose Bengal lactone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: methanesulfonic acid / 7.5 h / 90 °C / Inert atmosphere
2: sodium iodide; iodine; sodium hydroxide / water / 2 h / 20 - 90 °C / Inert atmosphere
View Scheme
recorcinol
108-46-3

recorcinol

Rose Bengal lactone
4159-77-7

Rose Bengal lactone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: methanesulfonic acid / 7.5 h / 90 °C / Inert atmosphere
2: sodium iodide; iodine; sodium hydroxide / water / 2 h / 20 - 90 °C / Inert atmosphere
View Scheme
triethylamine
121-44-8

triethylamine

Rose Bengal lactone
4159-77-7

Rose Bengal lactone

Rose Bengal bis(triethylammonium) salt
91491-51-9

Rose Bengal bis(triethylammonium) salt

Conditions
ConditionsYield
In dichloromethane80%
In dichloromethane
tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

Rose Bengal lactone
4159-77-7

Rose Bengal lactone

Rose Bengal bis(tetrabutylammonium) salt
97816-39-2

Rose Bengal bis(tetrabutylammonium) salt

Conditions
ConditionsYield
In dichloromethane; water44%
ethanolamine
141-43-5

ethanolamine

Rose Bengal lactone
4159-77-7

Rose Bengal lactone

2,3,4,5-tetrachloro-6-(6-hydroxy-2,4,5,7-tetraiodo-3-oxo-3H-xanthen-9-yl)-N-(2-hydroxyethyl)-benzamide

2,3,4,5-tetrachloro-6-(6-hydroxy-2,4,5,7-tetraiodo-3-oxo-3H-xanthen-9-yl)-N-(2-hydroxyethyl)-benzamide

Conditions
ConditionsYield
Stage #1: Rose Bengal lactone With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 4h;
Stage #2: ethanolamine In N,N-dimethyl-formamide at 20℃;
31%
Rose Bengal lactone
4159-77-7

Rose Bengal lactone

methyl iodide
74-88-4

methyl iodide

C21H6Cl4I4O5
118584-84-2

C21H6Cl4I4O5

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 0 - 20℃;24%
acetic anhydride
108-24-7

acetic anhydride

Rose Bengal lactone
4159-77-7

Rose Bengal lactone

diacetate of Rose Bengal lactone
61738-01-0

diacetate of Rose Bengal lactone

Conditions
ConditionsYield
Heating;
Rose Bengal lactone
4159-77-7

Rose Bengal lactone

rose bengal
632-69-9

rose bengal

Conditions
ConditionsYield
With hydrogenchloride
Rose Bengal lactone
4159-77-7

Rose Bengal lactone

Rose Bengal benzyl ester, monosodium salt
88157-09-9

Rose Bengal benzyl ester, monosodium salt

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: HCl
2: dimethylformamide / 80 °C
View Scheme
Rose Bengal lactone
4159-77-7

Rose Bengal lactone

6-O-acetyl Rose Bengal ethyl ester
88179-80-0

6-O-acetyl Rose Bengal ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: HCl
2: acetone; H2O / Heating
3: Heating
View Scheme
Rose Bengal lactone
4159-77-7

Rose Bengal lactone

diacetate of Rose Bengal lactone
61738-01-0

diacetate of Rose Bengal lactone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: HCl
2: H2O; acetone / Heating
3: Heating
View Scheme
Rose Bengal lactone
4159-77-7

Rose Bengal lactone

Rose Bengal ethyl ester, triethylammonium salt
91491-54-2

Rose Bengal ethyl ester, triethylammonium salt

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: HCl
2: acetone; H2O / Heating
3: CH2Cl2
View Scheme
Rose Bengal lactone
4159-77-7

Rose Bengal lactone

Rose Bengal benzyl ester, triethylammonium salt
91491-53-1

Rose Bengal benzyl ester, triethylammonium salt

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: HCl
2: H2O; acetone / Heating
3: CH2Cl2
View Scheme
Rose Bengal lactone
4159-77-7

Rose Bengal lactone

Rose Bengal octyl ester, tri-n-butylammonium salt
91491-55-3

Rose Bengal octyl ester, tri-n-butylammonium salt

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: HCl
2: acetone; H2O / Heating
3: CH2Cl2
View Scheme
Rose Bengal lactone
4159-77-7

Rose Bengal lactone

ethyl 4,5,6,7-tetrachloro-7a-(6'-hydroxy-2',4',5',7'-tetraiodo-3'-oxo-3H-xanthen-9'-yl)benzoate
88157-10-2

ethyl 4,5,6,7-tetrachloro-7a-(6'-hydroxy-2',4',5',7'-tetraiodo-3'-oxo-3H-xanthen-9'-yl)benzoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: HCl
2: acetone; H2O / Heating
View Scheme
Rose Bengal lactone
4159-77-7

Rose Bengal lactone

Rose Bengal octyl ester
91491-52-0

Rose Bengal octyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: HCl
2: acetone; H2O / Heating
View Scheme
Rose Bengal lactone
4159-77-7

Rose Bengal lactone

Rose Bengal benzyl ester
88179-79-7

Rose Bengal benzyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: HCl
2: H2O; acetone / Heating
View Scheme
polyethylene glycol 1000

polyethylene glycol 1000

Rose Bengal lactone
4159-77-7

Rose Bengal lactone

polyethylene glycol; rose bengal terminated

polyethylene glycol; rose bengal terminated

Conditions
ConditionsYield
With sulfuric acid In acetone; benzene at 20℃; for 4h; Heating / reflux;
carbonodihydrazide
497-18-7

carbonodihydrazide

Rose Bengal lactone
4159-77-7

Rose Bengal lactone

rose bengal
24545-87-7

rose bengal

Conditions
ConditionsYield
In ethanol; water ethanol
Rose Bengal lactone
4159-77-7

Rose Bengal lactone

4,5,6,7-tetrachloro-3',6'-dihydroxy-2',4',7'-triiodo-3H-spiro[isobenzofuran-1,9'-xanthen]-3-one
96360-11-1

4,5,6,7-tetrachloro-3',6'-dihydroxy-2',4',7'-triiodo-3H-spiro[isobenzofuran-1,9'-xanthen]-3-one

Conditions
ConditionsYield
With sodium iodide In water; ethyl acetate; acetone
With sodium iodide In water; acetone for 82.5h; Reflux; Inert atmosphere;90 mg
Rose Bengal lactone
4159-77-7

Rose Bengal lactone

A

4,4',5,5',6,7-hexachloro-3',6'-dihydroxy-2',7'-diiodo-3H-spiro[isobenzofuran-1,9'-xanthen]-3-one
1277101-15-1

4,4',5,5',6,7-hexachloro-3',6'-dihydroxy-2',7'-diiodo-3H-spiro[isobenzofuran-1,9'-xanthen]-3-one

B

4,4',5,6,7-pentachloro-3',6'-dihydroxy-2',5',7'-triiodo-3H-spiro[isobenzofuran-1,9'-xanthen]-3-one
1277101-14-0

4,4',5,6,7-pentachloro-3',6'-dihydroxy-2',5',7'-triiodo-3H-spiro[isobenzofuran-1,9'-xanthen]-3-one

Conditions
ConditionsYield
With sodium hypochlorite In water; acetonitrile at 20℃; for 1h; Inert atmosphere;

4159-77-7Relevant articles and documents

Rose Bengal and Nonpolar Derivatives

Lamberts, Joseph J. M.,Neckers, D. C.

, p. 7465 - 7467 (1983)

-

Process for the Synthesis of 4,5,6,7-tetrachloro-3',6'-dihydroxy-2',4',5',7'-tetraiodo-3H-spiro[isobenzofuran-1,9'-xanthen]-3-one (Rose Bengal) and Related Xanthenes

-

, (2011/04/18)

A new process for the manufacture of iodinated xanthenes in high purity includes a cyclization step followed by an iodination step. No extraction, chromatographic or solvent concentration steps are required, and the intermediate as well as final compounds are isolated via filtration or similar means. The process requires a single organic solvent, and the steps are completed at temperatures below 100° C. The exclusion of chloride ions, of chloride free-radicals, hypochlorite ions, or hypochlorous acid as reagents or from reagents that may generate these species in situ in the presence of oxidants, prevents undesirable impurity formation. Several new compounds have been conceived and isolated using these methods. These new compounds are also formed into new medicaments.

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