Bromocresol green CAS 76-60-8

Introduction:Basic information about Bromocresol green CAS 76-60-8, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Bromocresol green Basic information

Product Name:Bromocresol green
Synonyms:Phenol,4,4’-(3H-2,1-benzoxathiol-3-ylidene)bis(2,6-dibromo-3-methyl-,S,S-dioxide;tetrabromo-m-cresolphthaleinsulfone;vertdebromocresol;BACILLUS OF CALMETTE AND GUERIN;BCG;BROMCRESOL GREEN;BROMOCRESOL GREEN SULTONE FORM;BROMOCRESOL BLUE
CAS:76-60-8
MF:C21H14Br4O5S
MW:698.01
EINECS:200-972-8
Product Categories:Sulfonephthalein;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);B;Stains and Dyes;Stains&Dyes, A to;Organics;TLC Stains;Analytical Chemistry;Indicator (pH);pH Indicators;TLC Visualization Reagents (by application);AR;76-60-8
Mol File:76-60-8.mol

Bromocresol green Chemical Properties

Melting point 225 °C (dec.) (lit.)
bulk density350kg/m3
density 0.79 g/mL at 20 °C
Fp 12 °C
storage temp. no restrictions.
solubility Solubility Sparingly soluble in water; soluble in ethanol, ether, ethyl acetate
pka4.7(at 25℃)
form Powder/Solid
Boiling point 626.0±55.0 °C(Predicted)
color Pale orange
PH3.8~5.4
PH Range3.8(YELLOW)-5.4(BLUE)
Water Solubility slightly soluble
λmax423nm, 444nm, 617nm
Merck 14,1386
BRN 372527
Stability:Stable. Incompatible with strong oxidizing agents.
Major ApplicationSol-gel matrix, fuel cells, sensors, display device, inks, paints, one-steptester for ammonia, cosmet-tester for ammonia, packaging system, textiles, cleansing products, detergents, cosmetics, diapers, identifying fresh and stale rice, monitoring fish spoilage, detecting carbohydrates, lacting acid bacteria, treating neoplasms, cancer, vaginal infection test method, drugs, dental materials
Cosmetics Ingredients FunctionsCOLORANT
InChI1S/C21H14Br4O5S/c1-9-12(7-14(22)19(26)17(9)24)21(13-8-15(23)20(27)18(25)10(13)2)11-5-3-4-6-16(11)31(28,29)30-21/h3-8,26-27H,1-2H3
InChIKeyFRPHFZCDPYBUAU-UHFFFAOYSA-N
SMILESCc1c(Br)c(O)c(Br)cc1C2(OS(=O)(=O)c3ccccc23)c4cc(Br)c(O)c(Br)c4C
LogP7.800 (est)
CAS DataBase Reference76-60-8(CAS DataBase Reference)
EPA Substance Registry SystemBromcresol green (76-60-8)

Safety Information

Hazard Codes F,Xi,Xn
Risk Statements 11-36-67-36/37/38-20/21/22
Safety Statements 7-16-24/25-26-37/39-36
RIDADR UN 1219 3/PG 2
WGK Germany 3
RTECS SJ7456000
Autoignition Temperature399 °C
TSCA TSCA listed
HazardClass 3
PackingGroup II
HS Code 29349990
Storage Class11 - Combustible Solids

Bromocresol green Usage And Synthesis

Chemical Propertiestan to yellow crystals
UsesAs indicator, pH 3.8 yellow; pH 5.4 blue-green.
UsesBromocresol Green is a pH sensitive indicator used in the growth medium for microorganisms and titrations. It is useful in various colorimetric detection studies and as an actively tracking dye for DNA agarose gel electrophoresis. It acts as an inhibitor of prostaglandin E2 transport protein. It is also used in TLC for visualizing compounds containing functional groups having pKa less than 5.
UsesBromocresol Green (BCG) is a pH sensitive triphenylmethane dye useful in a variety of colorimetric detection technologies. BCG is used as a tracking dye for DNA agarose gel electrophoresis, in protein determinations and in charge-transfer complexation processes. In TLC BCG is used for visualisation of the compounds with functional groups whose pKa is below 5.0.
DefinitionChEBI: Bromocresolgreen is a member of benzofurans.
HazardModerately toxic.
Synthesis

A method of preparing bromocresol green in the following steps:

(1) 1.5 kg of bromine is dissolved in 1.25 liters of glacial acetic acid solution to obtain a bromine-glacial acetic acid mixture;

(2) 2 kg of pure m-cresol violet is dissolved in a solution of 2.5 liters of glacial acetic acid;

(3) The bromine-ice acetic acid mixture obtained in step (1) is slowly dripped into the solution in step (2) at a temperature not exceeding 80?? C. After addition, stirring is continued and kept at 80 to 90?? C. for 24 hours, and then filtered after cooling down, and the precipitate is washed twice with ice acetic acid, dried or pumped, and dried at 50 to 60?? C. to obtain the crude bromocresol green. Moreover, the crude bromocresol green was recrystallized with benzene or glacial acetic acid to obtain pure bromocresol green, which crystallized into white, melting point 218-9??C.

Purification MethodsCrystallise the dye from glacial acetic acid or dissolve it in aqueous 5% NaHCO3 solution and precipitate it from the hot solution by dropwise addition of aqueous HCl. Repeat this until the UV/VIS-extinction did not increase 423nm. It is an indicator: at pH 3.81 at max (yellow) and pH 5.4 (blue-green). [Beilstein 19/3 V 460.]

Bromocresol green Preparation Products And Raw materials

Preparation Products2-AMINOCYCLOHEXANECARBONITRILE-->Sulphur yellow 2-->DIRECT YELLOW 28-->Leuco Sulphur Yellow 2
BROMOBIS(PH3P)(N-SUCCINIMIDE)PD(II) CAS 251567-28-9
Bromocresol Purple CAS 115-40-2
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