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Bromocresol green

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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
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Bromocresol green Chemical Properties

Melting point:
225 °C (dec.) (lit.)
Density 
0.79 g/mL at 20 °C
bulk density
350kg/m3
Flash point:
12 °C
storage temp. 
no restrictions.
solubility 
Solubility Sparingly soluble in water; soluble in ethanol, ether, ethyl acetate
form 
Powder/Solid
pka
4.7(at 25℃)
Boiling point:
626.0±55.0 °C(Predicted)
color 
Pale orange
PH Range
3.8(YELLOW)-5.4(BLUE)
PH
3.8~5.4
Water Solubility 
slightly soluble
λmax
423nm, 444nm, 617nm
Merck 
14,1386
BRN 
372527
Stability:
Stable. Incompatible with strong oxidizing agents.
Major Application
Sol-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 Functions
COLORANT
InChI
1S/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
InChIKey
FRPHFZCDPYBUAU-UHFFFAOYSA-N
SMILES
Cc1c(Br)c(O)c(Br)cc1C2(OS(=O)(=O)c3ccccc23)c4cc(Br)c(O)c(Br)c4C
LogP
7.800 (est)
CAS DataBase Reference
76-60-8(CAS DataBase Reference)
EPA Substance Registry System
Bromcresol green (76-60-8)
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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 Temperature
399 °C
TSCA 
TSCA listed
HazardClass 
3
PackingGroup 
II
HS Code 
29349990
Storage Class
11 - Combustible Solids

MSDS

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Bromocresol green Usage And Synthesis

Chemical Properties

tan to yellow crystals

Uses

Bromocresol 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.

Uses

Bromocresol 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.

Uses

As indicator, pH 3.8 yellow; pH 5.4 blue-green.

Definition

ChEBI: Bromocresolgreen is a member of benzofurans.

Hazard

Moderately 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 Methods

Crystallise 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 Products

Bromocresol greenSupplier

Shanghai Aladdin Bio-Chem Technology Co.,LTD Gold
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