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76-60-8

Basic Information
CAS No.: 76-60-8
Name: Bromocresol green
Article Data: 9
Cas Database
Molecular Structure:
Molecular Structure of 76-60-8 (Bromocresol green)
Formula: C21H14Br4O5S
Molecular Weight: 698.021
Synonyms: 3',3'',5',5''-Tetrabromo-m-cresolsulfonephthalein;Phenol,4,4'-(3H-2,1-benzoxathiol-3-ylidene)bis[2,6-dibromo-3-methyl-,S,S-dioxide;m-Cresol, 4,4'-(3H-2,1-benzoxathiol-3-ylidene)bis[2,6-dibromo-,S,S-dioxide (8CI);o-Toluenesulfonic acid, a,a-bis(3,5-dibromo-4-hydroxy-o-tolyl)-a-hydroxy-, g-sultone (7CI);Bromcresolgreen;Tetrabromo-m-cresolphthalein sulfone;
EINECS: 200-972-8
Density: 2.07 g/cm3
Melting Point: 225 °C
Boiling Point: 626 °C at 760 mmHg
Flash Point: 332.4 °C
Solubility: slightly soluble in water
Appearance: tan to yellow crystals
Hazard Symbols: FlammableF, IrritantXi, HarmfulXn
Risk Codes: 11-36-67-36/37/38-20/21/22
Safety: 7-16-24/25-26-37/39-36
Transport Information: UN 1219 3/PG 2
PSA: 92.21000
LogP: 7.85620
Synthetic route
81-08-3

2-sulfobenzoic acid cyclic anhydride

108-39-4

3-methyl-phenol

76-60-8

bromocresol green

Conditions
ConditionsYield
With phosphorus pentoxide Behandeln des Reaktionsgemisches mit Wasser und mit Brom in Essigsaeure;
Conditions
ConditionsYield
In dichloromethane Equilibrium constant;

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

A

76-60-8

bromocresol green

B

121-44-8

triethylamine

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

C21H14Br4O5S*2C17H23NO3

A

76-60-8

bromocresol green

51-55-8

atropine

Conditions
ConditionsYield
In dichloromethane at 20℃; Equilibrium constant; Thermodynamic data; other temperatures; ΔH0, ΔS0, ΔG0;
m-cresolsulfonphthalein

m-cresolsulfonphthalein

76-60-8

bromocresol green

Conditions
ConditionsYield
With bromine; acetic acid
76-60-8

bromocresol green

A

2-{(3,5-Dibromo-4-hydroxy-2-methyl-phenyl)-[3,5-dibromo-2-methyl-4-oxo-cyclohexa-2,5-dien-(Z)-ylidene]-methyl}-benzenesulfonic acid; compound with (2S,3R,4S,6R,7R,8R,8aS,13aR,13bR)-3-ethyl-13-methyl-1,3,4,7,8,13,13a,13b-octahydro-2H,6H-2,7-cyclo-6,8a-methano-pyrido[1',2':1,2]azepino[3,4-b]indole-4,8-diol

B

2-{(3,5-Dibromo-4-hydroxy-2-methyl-phenyl)-[3,5-dibromo-2-methyl-4-oxo-cyclohexa-2,5-dien-(Z)-ylidene]-methyl}-benzenesulfonic acid; compound with (2S,3R,4S,6R,7R,8R,8aS,13aR,13bR)-3-ethyl-13-methyl-1,3,4,7,8,13,13a,13b-octahydro-2H,6H-2,7-cyclo-6,8a-methano-pyrido[1',2':1,2]azepino[3,4-b]indole-4,8-diol

Conditions
ConditionsYield
at 15℃; Equilibrium constant; ΔH, ΔS, ΔG (excit.), variation of temperature;
76-60-8

bromocresol green

121-44-8

triethylamine

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

Conditions
ConditionsYield
In acetonitrile at 25℃; Equilibrium constant; other solvents;
76-60-8

bromocresol green

738-70-5

5-(3,4,5-trimethoxybenzyl)pyrimidine-2,4-diamine

74152-32-2

C21H14Br4O5S*C14H18N4O3

Conditions
ConditionsYield
In methanol Ambient temperature;0.022 g
Raw Materials
81-08-3
108-39-4
Downstream Products
60-93-5
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Chemistry

Molecular Structure of 3',3'',5',5''-Tetrabromo-m-cresolsulfonephthalein (CAS NO.76-60-8):

IUPAC Name: 2,6-dibromo-4-[3-(3,5-dibromo-4-hydroxy-2-methylphenyl)-1,1-dioxobenzo[c]oxathiol-3-yl]-3-methylphenol
Molecular Formula: C21H14Br4O5S
Formula Weight: 698.01 
Melting point: 225 °C
H bond acceptors: 5
H bond donors: 2
Freely Rotating Bonds: 4
Polar Surface Area: 70.21Å2
Index of Refraction: 1.715
Molar Refractivity: 132.51 cm3
Molar Volume: 337 cm3
Surface Tension: 68.3 dyne/cm
Density: 2.07 g/cm3
Flash Point: 332.4 °C
Boiling Point: 626 °C at 760 mmHg
Index of Refraction: 1.715
Vapour Pressure: 2.91E-16 mmHg at 25°C
EINECS: 200-972-8
Storage temp: Store at RT.
Water Solubility: slightly soluble
Merck: 14,1386
BRN: 372527
Stability: Stable. Incompatible with strong oxidizing agents.
Product Categories: Organics;Analytical Chemistry;Indicator (pH); pH Indicators; TLC Stains; B; Stains and Dyes; Stains&Dyes, A to; Flavones, Flavonoids, FoodstuffsDerivatization Reagents TLC; Organic Acids, Carboxylic AcidsDerivatization Reagents; Derivatization Reagents TLC; TLC Reagents, A-C; TLC ReagentsDerivatization Reagents TLC; TLC Visualization Reagents (alphabetic sort); TLC Visualization Reagents (by application)

Uses

  3',3'',5',5''-Tetrabromo-m-cresolsulfonephthalein (CAS NO.76-60-8) is a pH used as an indicator form pH 3.8 (yellow) and 5.4 (blue). It was used in serum albumin determinations. It is also used in oil field industry for alkalinity test of mud filtrate.

Toxicity Data With Reference

1.    

ipr-rat LD :>1600 mg/kg

    YAKUD5    Gekkan Yakuji. Pharmaceuticals Monthly. 38 (1996),3083.
2.    

scu-rat LD :>1600 mg/kg

    YAKUD5    Gekkan Yakuji. Pharmaceuticals Monthly. 38 (1996),3083.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

 Moderately toxic by intraperitoneal and subcutaneous routes. Mutation data reported. When heated to decomposition it emits toxic vapors of SOx and Br.
Hazard Codes: FlammableF,IrritantXiHarmfulXn
Risk Statements: 11-36-67-36/37/38-20/21/22
R11:Highly flammable. 
R36:Irritating to eyes. 
R67:Vapours may cause drowsiness and dizziness. 
R36/37/38:Irritating to eyes, respiratory system and skin. 
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 7-16-24/25-26-37/39-36
S7:Keep container tightly closed. 
S16:Keep away from sources of ignition. 
S24/25:Avoid contact with skin and eyes. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S37/39:Wear suitable gloves and eye/face protection. 
S36:Wear suitable protective clothing.
RIDADR: UN 1219 3/PG 2
WGK Germany: 3
RTECS: SJ7456000
HS Code: 29349990

Standards and Recommendations

DYE CONTENT: 95.0% min
LOSS ON DRYING: 5.0% max
CLARITY OF SOLUTION: pass
TRANSITION INTERVAL: pH 3.8 (yellow) and 5.4 (blue)
SPECIFIC EXT. E: >600 (617 nm, in buffer)

Specification

  3',3'',5',5''-Tetrabromo-m-cresolsulfonephthalein , with CAS number of 76-60-8, can be called Bromocresol green ; Tetrabromo-m-cresolphthalein sulfone ; Bromcresolgreen ; 3H-2,1-Benzoxathiole, phenol deriv ; o-Toluenesulfonic acid, a,a-bis(3,5-dibromo-4-hydroxy-o-tolyl)-a-hydroxy-, g-sultone (7CI) ; m-Cresol, 4,4'-(3H-2,1-benzoxathiol-3-ylidene)bis[2,6-dibromo-,S,S-dioxide (8CI) ; Phenol,4,4'-(3H-2,1-benzoxathiol-3-ylidene)bis[2,6-dibromo-3-methyl-,S,S-dioxide . It is a yellow crystalline powder.