| 词条 | Bromocresol green |
| 释义 |
| Watchedfields = changed | verifiedrevid = 414034508 | ImageFile = bromocresol_green.png | ImageSize = | ImageAlt = Skeletal formula of bromocresol green in cyclic form | ImageFile1 = Bromocresol green cyclic 3D ball.png | ImageAlt1 = Ball-and-stick model of the bromocresol green molecule in cyclic form | IUPACName = 2,6-Dibromo-4-[7-(3,5-dibromo-4-hydroxy-2-methyl-phenyl)-9,9-dioxo-8-oxa-9λ6-thiabicyclo[4.3.0]nona-1,3,5-trien-7-yl]-3-methyl-phenol | OtherNames = 3,3′,5,5′-Tetrabromo-m-cresolsulfonphthalein Bromcresol green |Section1={{Chembox Identifiers | IUPHAR_ligand = 4530 | Abbreviations = BCG | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 6209 | InChI = 1/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-UHFFFAOYAS | ChEMBL_Ref = {{ebicite|correct|EBI}} | ChEMBL = 145704 | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 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 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = FRPHFZCDPYBUAU-UHFFFAOYSA-N | CASNo = 76-60-8 | CASNo_Ref = {{cascite|correct|CAS}} | PubChem = 6451 | SMILES = Brc1cc(c(c(Br)c1O)C)C3(OS(=O)(=O)c2ccccc23)c4cc(Br)c(O)c(Br)c4C }} |Section2={{Chembox Properties | C=21 | H=14 | O=5 | S=1 | Br=4 | Appearance = Beige to brown powder | Odor = Odorless | Density = | MeltingPtC = 225 | MeltingPt_notes = decomposes[1] | BoilingPt = | pKa = 4.90[2] | Solubility = Sparingly soluble | SolubleOther = Soluble in benzene; very soluble in ethanol and diethyl ether[3] | Solvent = other solvents | LambdaMax = 423 nm[1] }} |Section3={{Chembox Hazards | MainHazards = | RPhrases = {{R36/38}} | SPhrases = {{S24/25}}{S28}{{S37}}-{{S45}} | NFPA-H = 2 | NFPA-F = 1 | FlashPt = | AutoignitionPt =}} }}{{pH_indicator_template|indicator_name=Bromocresol green|low_pH=3.8|high_pH=5.4|low_pH_color=yellow|high_pH_color=blue|high_pH_text=white}} Bromocresol green (BCG) is a dye of the triphenylmethane family (triarylmethane dyes). It belongs to a class of dyes called sulfonephthaleins.[4] It is used as a pH indicator in applications such as growth mediums for microorganisms and titrations. In clinical practise, it is commonly used as a diagnostic technique. The most common use of Bromocresol green is to measure serum albumin concentration within mammalian blood samples in possible cases of renal failure and liver disease. PropertiesIn aqueous solution, bromocresol green will ionize to give the monoanionic form (yellow), that further deprotonates at higher pH to give the dianionic form (blue),[5] which is stabilized by resonance: The acid dissociation constant (pKa) of this reaction is 4.8.[6] Tap water is sufficiently basic to give a solution of bromocresol green its characteristic blue-green color.[7] The acid and basic forms of this dye have an isosbestic point in their UV-Visible spectrum, around 515 nm, indicate that the two forms interconvert directly without forming any other substance. An ethanol solution (0.04 wt%) of bromocresol green has been proposed for TLC staining and is suitable for visualisation of the compounds with functional groups whose pKa is below 5.0 (carboxylic acids, sulfonic acids, etc.). These appear as yellow spots on a light or dark blue background; no heating is necessary. Bromophenol blue solution can be used for the same purpose. The compound is synthesized by bromination of cresol purple (m-cresolsulfonphthalein). UsesIt is used as a pH indicator and as a tracking dye for DNA agarose gel electrophoresis. It can be used in its free acid form (light brown solid), or as a sodium salt (dark green solid). It is also an inhibitor of the prostaglandin E2 transport protein. Additional applications include use in sol-gel matrices,[8] the detection of ammonia,[9] and the measurement of albumin in human plasma and serum.[10] SafetyBromocresol green may cause irritation. Skin and eye contact should be avoided. References1. ^1 {{cite web|url=http://www.sigmaaldrich.com/catalog/product/sial/114359| title=Bromocresol Green|publisher=Sigma Aldrich}} 2. ^Kolthoff, I.M. Treatise on Analytical Chemistry, New York, Interscience Encyclopedia, Inc., 1959. 3. ^http://chemicalland21.com/specialtychem/finechem/BROMOCRESOL%20GREEN.htm 4. ^{{Cite book|title=Handbook of Acid-Base Indicators|last=Sabnis|first=R. W.|publisher=CRC Press|year=2008|isbn=|location=Boca Raton, FL|pages=43–44}} 5. ^{{cite web|url=http://antoine.frostburg.edu/chem/senese/101/acidbase/indicators.shtml|title=Acid-Base Indicators|publisher=Frostburg State University Dept. of Chemistry|author=Fred Senese}} 6. ^{{Cite journal | doi = 10.1016/j.talanta.2007.11.022| pmid = 18585121| title = Integration of analytical measurements and wireless communications—Current issues and future strategies| journal = Talanta| volume = 75| issue = 3| pages = 606–12| year = 2008| last1 = Diamond | first1 = D. | last2 = Lau | first2 = K. T. | last3 = Brady | first3 = S. | last4 = Cleary | first4 = J. }} 7. ^Anonymous. Bromocresol Green. In The Merck index : an encyclopedia of chemicals, drugs, and biologicals; Windholz, M., Ed.; Merck & Co., Inc.: Rahway, N.J., 1983; pp 191. 8. ^{{Cite journal|last=Zaggout|first=Farid R.|date=2005-11-01|title=Encapsulation of Bromocresol Green pH Indicator into a Sol‐Gel Matrix|journal=Journal of Dispersion Science and Technology|volume=26|issue=6|pages=757–761|doi=10.1081/DIS-200063087|issn=0193-2691}} 9. ^{{Cite journal|last=Hoang|first=Anh Tuan|last2=Cho|first2=Yeong Beom|last3=Park|first3=Joon-Shik|last4=Yang|first4=Yoonseok|last5=Kim|first5=Yong Shin|date=2016-07-01|title=Sensitive naked-eye detection of gaseous ammonia based on dye-impregnated nanoporous polyacrylonitrile mats|journal=Sensors and Actuators B: Chemical|volume=230|issue=Supplement C|pages=250–259|doi=10.1016/j.snb.2016.02.058}} 10. ^{{Cite web|url=https://www.sigmaaldrich.com/content/dam/sigma-aldrich/docs/Sigma/Bulletin/2/mak124bul.pdf|title=BCG (Bromocresol Green) Albumin Assay Kit|last=|first=|date=2014|website=Sigma Aldrich|archive-url=|archive-date=|dead-url=|access-date=}} 5 : PH indicators|Triarylmethane dyes|Phenol dyes|Bromoarenes|Benzoxathioles |
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