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词条 Bromocresol purple
释义

  1. Uses

     pH Indicator 

  2. See also

  3. References

  4. External links

{{chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 443145525
| ImageFile = Structure of Bromocresol purple.png
| ImageAlt = Skeletal formula of bromocresol purple in cyclic form
| ImageFile1 = Bromocresol purple cyclic 3D ball.png
| ImageAlt1 = Ball-and-stick model of the bromocresol purple molecule in cyclic form
| IUPACName = 4,4'-(1,1-Dioxido-3H-2,1-benzoxathiole-3,3-diyl)-bis(2-bromo-6-methylphenol)
| OtherNames = 5′,5″-Dibromo-o-cresolsulfonephthalein
Bromcresol purple
|Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 7974
| ChEBI_Ref = {{ebicite|changed|EBI}}
| ChEBI = 86154
| 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
| InChIKey = ABIUHPWEYMSGSR-UHFFFAOYAH
| InChI2 = 1/C21H17BrO5S/c1-12-9-14(7-8-18(12)23)21(15-10-13(2)20(24)17(22)11-15)16-5-3-4-6-19(16)28(25,26)27-21/h3-11,23-24H,1-2H3
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/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
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = ABIUHPWEYMSGSR-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 115-40-2
| PubChem = 8273
| SMILES = Brc1c(O)c(cc(c1)C3(OS(=O)(=O)c2ccccc23)c4cc(c(O)c(Br)c4)C)C
}}
|Section2={{Chembox Properties
| C=21 | H=16 | Br=2 | O=5 | S=1
| Appearance = Purple powder
| Density =
| MeltingPtC = 241 to 242
| MeltingPt_notes = (decomposition)
| BoilingPt =
| Solubility = < 0.1 %
|Section3={{Chembox Hazards
| MainHazards =
| FlashPt =
| AutoignitionPt =
| NFPA-H = 1
| NFPA-F = 0
| NFPA-R = 0
| NFPA-S =
| RPhrases = {{R36/37/38}}
| SPhrases = {{S26}}, {{S36}}
}}Bromocresol purple (BCP) or 5′,5″-dibromo-o-cresolsulfophthalein, is a dye of the triphenylmethane family (triarylmethane dyes) and a pH indicator. It is colored yellow below pH 5.2, and violet above pH 6.8. In its cyclic sulfonate ester form, it has a pKa value of 6.3, and is usually prepared as a 0.04% aqueous solution.[1]

Uses

{{pH_indicator_template|indicator_name=Bromocresol purple|low_pH=5.2 |high_pH=6.8 |low_pH_color=yellow|high_pH_color=violet}}

Bromocresol purple is used in medical laboratories to measure albumin. Use of BCP in this application may provide some advantage over older methods using bromocresol green.[2][3] In microbiology, it is used for staining dead cells based on their acidity, and for the isolation and assaying of lactic acid bacteria.[4][5]

In photographic processing, it can be used as an additive to acid stop baths to indicate that the bath has reached neutral pH and needs to be replaced.[6]

Bromocresol purple milk solids glucose agar is used as a medium used to distinguish dermatophytes from bacteria and other organisms in cases of ringworm fungus (T. verrucosum) infestation in cattle and other animals.[7][8]

pH Indicator

Similar to bromocresol green, the structure of bromocresol purple changes with pH. The low pH (acidic) form is yellow in solution and the high pH (basic) form is purple; the sultone (cyclic sulfonic ester) is the acidic form in the following equilibrium.

See also

  • Metacresol purple

References

1. ^{{cite web |url= https://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=8273| title = Bromocresol Purple |work= NCBI PubChem |publisher=National Center for Biotechnology Information}}
2. ^{{Cite journal|last=Bachmann|first=Lorin M.|last2=Yu|first2=Min|last3=Boyd|first3=James C.|last4=Bruns|first4=David E.|last5=Miller|first5=W. Greg|date=2017-03-01|title=State of Harmonization of 24 Serum Albumin Measurement Procedures and Implications for Medical Decisions|url=http://clinchem.aaccjnls.org/content/63/3/770|journal=Clinical Chemistry|language=en|volume=63|issue=3|pages=770–779|doi=10.1373/clinchem.2016.262899|issn=0009-9147|pmid=28073902}}
3. ^{{Cite journal|last=Ito|first=Shigenori|last2=Yamamoto|first2=Daisuke|date=2010-02-02|title=Mechanism for the color change in bromocresol purple bound to human serum albumin|url=http://www.sciencedirect.com/science/article/pii/S0009898109006081|journal=Clinica Chimica Acta|volume=411|issue=3|pages=294–295|doi=10.1016/j.cca.2009.11.019|pmid=19932090}}
4. ^{{cite journal |title=Fluorescent staining with bromocresol purple: a rapid method for determining yeast cell dead count developed as an assay of killer toxin activity. |journal=Yeast |pages=1207–1211 |volume=9 |issue=11 |first1=H. |last1=Kurzweilová |first2=K. |last2=Sigler |date=November 1993 |pmid=7509098 |doi=10.1002/yea.320091107}}
5. ^{{cite journal |title=A differential medium for lactic acid-producing bacteria in a mixed culture |journal=Letters in Applied Microbiology |pages=676–681 |first1=H.M. |last1=Lee |first2=Y. |last2=Lee |date=June 2008 |pmid=18444977 |doi=10.1111/j.1472-765X.2008.02371.x |volume=46 |issue=6 }} {{open access}}
6. ^{{cite book |url=https://books.google.com/books?id=u67OCwAAQBAJ&pg=PT622&lpg=PT622 |title=The Darkroom Cookbook |first=Steve |last=Anchell |via=Google Books |year=2016 |edition=4 |publisher=Routledge |isbn=9781317337607}}
7. ^{{cite book|last1=Kane|first1 = J.|last2 = Summerbell|first2 = R.|last3 = Sigler|first3 = L.|last4 = Krajden|first4 = S.|last5 = Land|first5 = G.|title = Laboratory Handbook of Dermatophytes: A Clinical Guide and Laboratory Handbook of Dermatophytes and Other Filamentous Fungi from Skin, Hair, and Nails|year = 1997|publisher = Star Publishing Company|location = Belmont, CA|isbn = 9780898631579}}
8. ^{{cite book|last1 = Beneke|first1 = E. S.|last2 = Rogers|first2 = A. L.|edition = illustrated|title = Medical Mycology and Human Mycoses|year = 1996|publisher = Star Publishing Company|location = Belmont, CA|isbn = 9780898631753|pages = 85–90}}

External links

{{Commons category}}
  • Material Safety Data Sheet

5 : PH indicators|Triarylmethane dyes|Phenol dyes|Bromoarenes|Benzoxathioles

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