115-40-2

Usage

Chemical Properties

Crystalline

Uses

Different sources of media describe the Uses of 115-40-2 differently. You can refer to the following data:
1. As indicator, pH 5.2 yellow; pH 6.8 purple.
2. It is used as a pH indicator and to measure serum albumin concentrations. It is used as a pH indicator (5.2-6.8 : yellow to blue-purple) and also used in spectrophotometric determination of serum-albumin.
3. Bromocresol purple has been used as a pH indicator in the yeast culture media. It has been used as a pH indicator in the culture media of Geobacillus stearothermophilus subsp. Calidolactis.

Definition

ChEBI: A member of the class of 2,1-benzoxathioles that is 2,1-benzoxathiole 1,1-dioxide in which both of the hydrogens at position 3 have been substituted by 3-bromo-4-hydroxy-5-methylphenyl groups. A hydrophilic dye that is used as a pH indicator and to measure serum albumin concentrations.

General Description

Bromocresol purple is a pH indicator, which changes color from yellow (at low pH 5.2) to violet (above pH 6.8). It aids in determining the dead cell count for cells with plasma membrane damage. Bromocresol purple is widely used as a fluorescent stain in yeast cells. Cells with an intact plasma membrane are not stained, while damaged cells are seen as blue-grey ghosts.

Biochem/physiol Actions

Bromocresol purple is a pH indicator which changes color from yellow (at low pH 5.2) to violet (above pH 6.8). It is mainly used as a fluorescent stain in yeast cells. It helps in dead cell count for cells with plasma membrane damage. Cells with proper cell membrane are not stained, while damaged cells are seen as blue-grey ghosts.

Purification Methods

Dissolve the dye in aqueous 5% NaHCO3 solution and precipitate it from a hot solution by dropwise addition of aqueous HCl. Repeat this until the UV/VIS-extinction did not increase at 419nm. It can also be recrystallised from *benzene. It is an indicator: at pH 5.2 (yellow) and pH 6.8 (purple). [Beilstein 19/3 V 460.]

InChI:InChI=1/C21H16Br2O5S/c1-11-7-13(9-16(22)19(11)24)21(14-8-12(2)20(25)17(23)10-14)15-5-3-4-6-18(15)29(26,27)28-21/h3-10,24-25H,1-2H3

Synthetic route

2-[Bis-(3-bromo-4-hydroxy-5-methyl-phenyl)-methyl]-benzenesulfonic acid; compound with triethyl-amine → bromcresol purple (115-40-2) + triethylamine (121-44-8)

Conditions	Yield
In acetonitrile at 25℃; Equilibrium constant; other solvents;

furan-3-boronic acid (55552-70-0) + bromcresol purple (115-40-2) → C29H22O7S

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; potassium phosphate In water; N,N-dimethyl-formamide at 100℃; Inert atmosphere;	65%

4-carboxyphenylboronic acid (14047-29-1) + bromcresol purple (115-40-2) → 5'-[3-(3-bromo-4-hydroxy-5-methyl-phenyl)-1,1-dioxo-1,3-dihydro-1λ6-benzo[c][1,2]oxathiol-3-yl]-2'-hydroxy-3'-methyl-biphenyl-4-carboxylic acid

Conditions	Yield
With potassium phosphate; cross-linked resin-captured palladium In water at 120℃; for 0.166667h; Suzuki coupling reaction; microwave irradiation;	57%
With potassium phosphate; tetrabutylammomium bromide; palladium diacetate In N,N-dimethyl-formamide at 80℃; for 18h; Suzuki cross-coupling;	43%

bromcresol purple (115-40-2) + 4-pyridineboronic acid pinacol ester (181219-01-2) → bis(4-pyridine)cresol violet sultone

Conditions	Yield
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In water; N,N-dimethyl-formamide at 100℃; for 6h; Inert atmosphere;	45%

bromcresol purple (115-40-2) + triethylamine (121-44-8) → 2-[Bis-(3-bromo-4-hydroxy-5-methyl-phenyl)-methyl]-benzenesulfonic acid; compound with triethyl-amine

Conditions	Yield
In acetonitrile at 25℃; Equilibrium constant; other solvents;

bromcresol purple (115-40-2) + eszopiclone (138729-47-2) → C17H17ClN6O3*C21H16Br2O5S

Conditions	Yield
In aq. buffer Acidic conditions;

4-(5H-dibenzo[a,d]cyclohepten-5-ylidene)-1-methylpiperidine hydrochloride + bromcresol purple (115-40-2) → C21H16Br2O5S*C21H21N

Conditions	Yield
In aq. acetate buffer

tri-n-butyl(vinyl)tin (7486-35-3) + bromcresol purple (115-40-2) → C23H19BrO5S + C25H22O5S

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide at 80℃;

bromcresol purple (115-40-2) + carbetapentane citrate (23142-01-0) → C20H31NO3*C21H16Br2O5S

Conditions	Yield
In chloroform; cyclohexane

Related news

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Tannery industrial effluent is rich in heavy metals and basic dyes as bromocresol purple (BCP), poses an economic problem and a serious danger to the environment. This research had evaluated the importance of the adsorption properties of a modified clinoptilolite (CL) (a type of zeolite) for the...detailed

Short communicationIdentification of two Bromocresol Purple (cas 115-40-2) binding sites on human serum albumin08/28/2019

BackgroundIn clinical settings, human serum albumin (HSA) is widely quantitated on the basis of change in the color of bromocresol purple (BCP) bound to HSA. However, the binding sites of BCP on HSA are hitherto unknown. We have identified these sites by performing binding experiments in which B...detailed

Third order nonlinear optical studies of Bromocresol Purple (cas 115-40-2) in liquid and solid media08/27/2019

The quest for materials exhibiting high nonlinear refraction and absorption are required for photonic device application. In this paper we report a simplified Z-scan technique, to study the optical nonlinearity of the dye bromocresol purple in methanol and ethanol for different concentration and...detailed

Immobilization of Bromocresol Purple (cas 115-40-2) in Inorganic-Organic Sol-Gel Thin Film with Presence of Anionic and Non-ionic Surfactants☆08/26/2019

Sol-gel materials known as organically modified silicates (ORMOSILs) offer interesting features such as chemical and mechanical stability. In this paper VTES (vinyltriethoxysilane) and TEOS (tetraalkoxysilane) are mixed in 3:1 ratio. Sol-gel solution was prepared by hydrolysis process of precurs...detailed

Determination of the ground- and excited-state dipole moments of Bromocresol Purple (cas 115-40-2) in protic and aprotic solvents08/25/2019

Although it has been widely recognized that hydrogen bonds play a significant role in the photophysics of molecules, this phenomenon has rarely been applied to the solvatochromic method for determination of dipole moments. The difference in the dipole moment between the ground and excited state ...detailed

Using polyvinyl chloride dyed with Bromocresol Purple (cas 115-40-2) in radiation dosimetry08/24/2019

Polyvinyl chloride (PVC) dyed with bromocresol purple was investigated as a high-dose radiation dosimeter. The absorbance at 417 nm depends linearly on the dose below 50 kGy. The response depends neither on dose rate nor on the irradiation temperature. The effects of post-irradiation storage in ...detailed

Reversible pH-sensitive element based on Bromocresol Purple (cas 115-40-2) immobilized into the polymethacrylate matrix08/22/2019

Reversible pH-sensitive element based on bromocresol purple immobilized into the polymethacrylate matrix was developed. Applications of the pH-sensitive element for continuous monitoring pH of aqueous solution were demonstrated.detailed