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115-40-2

Basic Information
CAS No.: 115-40-2
Name: Phenol,4,4'-(1,1-dioxido-3H-2,1-benzoxathiol-3-ylidene)bis[2-bromo-6-methyl-
Article Data: 1
Cas Database
Molecular Structure:
Molecular Structure of 115-40-2 (Phenol,4,4'-(1,1-dioxido-3H-2,1-benzoxathiol-3-ylidene)bis[2-bromo-6-methyl-)
Formula: C21H16Br2O5S
Molecular Weight: 540.229
Synonyms: Bromocresolpurple (6CI);Phenol, 4,4'-(3H-2,1-benzoxathiol-3-ylidene)bis[2-bromo-6-methyl-,S,S-dioxide;o-Cresol, 4,4'-(3H-2,1-benzoxathiol-3-ylidene)bis[6-bromo-,S,S-dioxide (8CI);o-Toluenesulfonic acid, a,a-bis(5-bromo-4-hydroxy-m-tolyl)-a-hydroxy-, g-sultone (7CI);NSC 374134;
EINECS: 204-087-8
Density: 1.772 g/cm3
Melting Point: 245 °C
Boiling Point: 590.2 °C at 760 mmHg
Flash Point: 310.7 °C
Solubility: Practically insoluble in water
Appearance: slightly yellow crystalline powder
Hazard Symbols: IrritantXi,HarmfulXn
Risk Codes: 36/37/38-10-20/21/22
Safety: 26-36-37/39-16
Transport Information: UN 1993 3/PG 3
PSA: 92.21000
LogP: 6.33120
Synthetic route

2-[Bis-(3-bromo-4-hydroxy-5-methyl-phenyl)-methyl]-benzenesulfonic acid; compound with triethyl-amine

A

115-40-2

bromcresol purple

B

121-44-8

triethylamine

Conditions
ConditionsYield
In acetonitrile at 25℃; Equilibrium constant; other solvents;
55552-70-0

furan-3-boronic acid

115-40-2

bromcresol purple

C29H22O7S

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; potassium phosphate In water; N,N-dimethyl-formamide at 100℃; Inert atmosphere;65%
14047-29-1

4-carboxyphenylboronic acid

115-40-2

bromcresol purple

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
ConditionsYield
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%
115-40-2

bromcresol purple

181219-01-2

4-pyridineboronic acid pinacol ester

bis(4-pyridine)cresol violet sultone

Conditions
ConditionsYield
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In water; N,N-dimethyl-formamide at 100℃; for 6h; Inert atmosphere;45%
115-40-2

bromcresol purple

121-44-8

triethylamine

2-[Bis-(3-bromo-4-hydroxy-5-methyl-phenyl)-methyl]-benzenesulfonic acid; compound with triethyl-amine

Conditions
ConditionsYield
In acetonitrile at 25℃; Equilibrium constant; other solvents;
115-40-2

bromcresol purple

138729-47-2

eszopiclone

C17H17ClN6O3*C21H16Br2O5S

Conditions
ConditionsYield
In aq. buffer Acidic conditions;

4-(5H-dibenzo[a,d]cyclohepten-5-ylidene)-1-methylpiperidine hydrochloride

115-40-2

bromcresol purple

C21H16Br2O5S*C21H21N

Conditions
ConditionsYield
In aq. acetate buffer
7486-35-3

tri-n-butyl(vinyl)tin

115-40-2

bromcresol purple

A

C23H19BrO5S

B

C25H22O5S

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide at 80℃;
115-40-2

bromcresol purple

23142-01-0

carbetapentane citrate

C20H31NO3*C21H16Br2O5S

Conditions
ConditionsYield
In chloroform; cyclohexane
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    Product name: Bromocresol Purple CAS No.: 115-40-2 Synonyms: 5, 5-Dibromo-o-cresolsulfonephthalein Chemical Formula: C21H16Br2O5S Appearance: Purp…

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Specification

The IUPAC name of Bromocresol purple is 2-bromo-4-[3-(3-bromo-4-hydroxy-5-methylphenyl)-1,1-dioxo-2,1λ6-benzoxathiol-3-yl]-6-methylphenol. With the CAS registry number 115-40-2, it is also named as Phenol, 4,4'-(1,1-dioxido-3H-2,1-benzoxathiol-3-ylidene)bis(2-bromo-6-methyl-. The product's categories are organics; analytical chemistry; indicator (pH); pH indicators; stains and dyes. It is slightly yellow crystalline powder which is insoluble in water, soluble in ethanol, dilute sodium hydroxide and dilute sodium carbonate solution. In addition, this chemical is stable and incompatible with strong oxidizing agents. Furthermore, Bromocresol purple is used as a acid-base indicator, the color changes from pale yellow to purple-red, and the color range of pH value is 5.2-6.8. And it is also used as indicator of non-aqueous titration.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 5.92; (2)# of Rule of 5 Violations: 2; (3)ACD/LogD (pH 5.5): 5.92; (4)ACD/LogD (pH 7.4): 5.78; (5)ACD/BCF (pH 5.5): 18407.13; (6)ACD/BCF (pH 7.4): 13509.09; (7)ACD/KOC (pH 5.5): 39258.75; (8)ACD/KOC (pH 7.4): 28812.21; (9)#H bond acceptors: 5; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 4; (12)Index of Refraction: 1.694; (13)Molar Refractivity: 117.07 cm3; (14)Molar Volume: 304.7 cm3; (15)Polarizability: 46.41×10-24 cm3; (16)Surface Tension: 65.8 dyne/cm; (17)Enthalpy of Vaporization: 91.32 kJ/mol; (18)Vapour Pressure: 1.59E-14 mmHg at 25°C; (19)Rotatable Bond Count: 2; (20)Tautomer Count: 5; (21)Exact Mass: 539.906473; (22)MonoIsotopic Mass: 537.90852; (23)Topological Polar Surface Area: 92.2; (24)Heavy Atom Count: 29; (25)Complexity: 680.

Preparation of Bromocresol purple: The o-toluidine dissolved in dilute sulfuric acid, cooling, adding sodium nitrite solution under stirring, and thr reaction temperature controlled below 5 °C. When the reaction fimished, heating to 40-50 °C until no air bubbles occur, cooling and filtering, the o-cresol was obtained by fractionation and refining. Mixing o-cresol, p-toluenesulfonic acid anhydride, chloroform and zinc, stirring and heating, reacting 7h at 115-120 °C, using the steam to remove the remaining o-cresol, then the o-cresol red was obtained by filtering. After refining, o-cresol red solution was dissolved in glacial acetic acid, adding the mixture of bromine and acetic acid solution under stirring. After adding, heating 4h at 40-50 °C, cooling and filtering, then we can get the product.

When you are using this chemical, please be cautious about it as the following:
It is flammable and harmful by inhalation, in contact with skin and if swallowed. And it is also irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection.

People can use the following data to convert to the molecule structure.
1. SMILES: Brc1c(O)c(cc(c1)C3(OS(=O)(=O)c2ccccc23)c4cc(c(O)c(Br)c4)C)C;
2. 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.