COMPOUND SUMMARY

Bromothymol blue
PubChem CID: 6450

Structure:

2D 3D

Find Similar Structures

Chemical Safety:
Irritant

Laboratory Chemical Safety Summary (LCSS) Datasheet

Molecular Formula: C27H28Br2O5S

Bromothymol blue
BROMTHYMOL BLUE
76-59-5
Synonyms: Dibromothymolsulfophthalein
3,3'-Dibromothymolsulfonphthalein

More...

Molecular Weight: 624.4 g/mol

Modify: Create:
Dates:
2020-05-02 2005-03-26

Bromothymol blue is a member of the class of 2,1-benzoxathioles that is 2,1-benzoxathiole 1,1-dioxide in which both of the
hydrogens at position 3 have been substituted by 3-bromo-4-hydroxy-5-isopropyl-2-methylphenyl groups. It has a role as an acid-
base indicator, a dye and a two-colour indicator. It is a 2,1-benzoxathiole, an arenesulfonate ester, an organobromine compound, a
polyphenol and a sultone.

ChEBI

Bromthymol Blue is a dye used as an indicator in determining pH. Bromthymol blue is a weak acid. It can be in acid or base form,
depending on the pH of the solution. This reagent is yellow in acidic solutions, blue in basic solutions and green in neutral solution.

NCI Thesaurus (NCIt)

1 Structures

1.1 2D Structure

Chemical Structure
Depiction

PubChem

1.2 3D Conformer

Interactive Chemical
Structure Model

Ball and Stick

Sticks

Wire-Frame

Space-Filling

Show Hydrogens

Animate

PubChem
2 Names and Identifiers

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-bromo-4-[3-(3-bromo-4-hydroxy-2-methyl-5-propan-2-ylphenyl)-1,1-dioxo-2,1λ6-benzoxathiol-3-yl]-3-methyl-6-propan-2-ylphenol
Computed by LexiChem 2.6.6 (PubChem release 2019.06.18)

PubChem

2.1.2 InChI

InChI=1S/C27H28Br2O5S/c1-13(2)17-11-20(15(5)23(28)25(17)30)27(19-9-7-8-10-22(19)35(32,33)34-27)21-12-
18(14(3)4)26(31)24(29)16(21)6/h7-14,30-31H,1-6H3
Computed by InChI 1.0.5 (PubChem release 2019.06.18)

PubChem

2.1.3 InChI Key

NUHCTOLBWMJMLX-UHFFFAOYSA-N
Computed by InChI 1.0.5 (PubChem release 2019.06.18)

PubChem

2.1.4 Canonical SMILES

CC1=C(C=C(C(=C1Br)O)C(C)C)C2(C3=CC=CC=C3S(=O)(=O)O2)C4=C(C(=C(C(=C4)C(C)C)O)Br)C
Computed by OEChem 2.1.5 (PubChem release 2019.06.18)

PubChem

2.2 Molecular Formula

C27H28Br2O5S
Computed by PubChem 2.1 (PubChem release 2019.06.18)

PubChem

2.3 Other Identifiers

2.3.1 CAS

76-59-5

ChemIDplus; DTP/NCI; EPA Chemicals under the TSCA; EPA DSSTox; European Chemicals Agency (ECHA)

2.3.2 Deprecated CAS

187674-42-6, 27459-90-1, 519-49-3, 392711-47-6, 734522-99-7, 1007629-44-8, 1017792-00-5, 1020714-56-0, 1190126-34-1, 1202965-59-
0

ChemIDplus

2.3.3 European Community (EC) Number

200-971-2

European Chemicals Agency (ECHA)

2.3.4 NSC Number

7819

DTP/NCI

2.3.5 UNII

VGU4LM0H96

FDA/SPL Indexing Data

2.3.6 DSSTox Substance ID

DTXSID3058799

EPA DSSTox

2.3.7 Wikipedia

Bromthymol blue

Wikipedia

2.4 Synonyms

2.4.1 MeSH Entry Terms

Blue, Bromothymol
Blue, Bromthymol
Bromothymol Blue
Bromthymol Blue
Dibromothymolsulfonphthalein

MeSH

2.4.2 Depositor-Supplied Synonyms

Bromothymol blue NUHCTOLBWMJMLX-UHFFFAOYSA-N

BROMTHYMOL BLUE Bromothymol Blue, pure, indicator
76-59-5 2-bromo-4-[3-(3-bromo-4-hydroxy-5-isopropyl-2-methylphenyl)-1,1-dioxido-3H-2,1-benzoxathiol-3-yl]-6-isoprop
Dibromothymolsulfophthalein 4,4'-(3H-2,1-Benzoxathiol-3-ylidene)bis(2-bromo-3-methyl-6-(1-met- hylethyl)phenol) S,S-dioxide
3,3'-Dibromothymolsulfonphthalein Bromothymol Blue solution, pH 6.0-7.6
UNII-VGU4LM0H96 Phenol, 4,4'-(1,1-dioxido-3H-2,1-benzoxathiol-3-ylidene)bis(2-bromo-3-methyl-6-(1-methylethyl)-
NSC 7819 Phenol, 4,4'-(1,1-dioxido-3H-2,1-benzoxathiol-3-ylidene)bis[2-bromo-3-methyl-6-(1-methylethyl)-
EINECS 200-971-2 Phenol, 4,4'-(3H-2,1-benzoxathiol-3-ylidene)bis(2-bromo-3-methyl-6-(1-met- hylethyl)-, S,S-dioxide
BRN 0373934 Phenol, 4,4'-(3H-2,1-benzoxathiol-3-ylidene)bis(2-bromo-3-methyl-6-(1-methylethyl)-, S,S-dioxide
VGU4LM0H96 Phenol, 4,4'-(3H-2,1-benzoxathiol-3-ylidene)bis[2-bromo-3-methyl-6-(1-methylethyl)-, S,S-dioxide
Bromothymol Blue, ACS reagent Dibromothymolsulfonphthalein
CHEBI:86155 Bromthymolblau
NSC7819 C27H28Br2O5S

PubChem
3 Chemical and Physical Properties

3.1 Computed Properties

Property Name Property Value Reference

Molecular Weight 624.4 g/mol Computed by PubChem 2.1 (PubChem release 2019.06.18)

XLogP3-AA 7.6 Computed by XLogP3 3.0 (PubChem release 2019.06.18)

Hydrogen Bond Donor Count 2 Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)

Hydrogen Bond Acceptor Count 5 Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)

Rotatable Bond Count 4 Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)

Exact Mass 624.00037 g/mol Computed by PubChem 2.1 (PubChem release 2019.06.18)

Monoisotopic Mass 622.00242 g/mol Computed by PubChem 2.1 (PubChem release 2019.06.18)

Topological Polar Surface Area 92.2 Ų Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)

Heavy Atom Count 35 Computed by PubChem

Formal Charge 0 Computed by PubChem

Complexity 818 Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)

Isotope Atom Count 0 Computed by PubChem

Defined Atom Stereocenter Count 0 Computed by PubChem

Undefined Atom Stereocenter Count 0 Computed by PubChem

Defined Bond Stereocenter Count 0 Computed by PubChem

Undefined Bond Stereocenter Count 0 Computed by PubChem

Covalently-Bonded Unit Count 1 Computed by PubChem

Compound Is Canonicalized Yes Computed by PubChem (release 2019.01.04)

PubChem

3.2 Experimental Properties

3.2.1 Melting Point

201.0 °C

EPA DSSTox
4 Spectral Information

4.1 1D NMR Spectra

4.1.1 1H NMR Spectra

Instrument Name Varian A-60D

Copyright Copyright © 2009-2018 Bio-Rad Laboratories, Inc. All Rights Reserved.

Thumbnail

SpectraBase

4.2 Mass Spectrometry

4.2.1 GC-MS

NIST Number 70815

Library Main library

Total Peaks 444

m/z Top Peak 43

m/z 2nd Highest 28

m/z 3rd Highest 41

Thumbnail
 NIST Mass Spectrometry Data Center

4.3 IR Spectra

4.3.1 FTIR Spectra

Showing 2 of 3 View More

Technique KBr WAFER

Source of Sample Fluka Chemie AG, Buchs, Switzerland

Copyright Copyright © 1980, 1981-2018 Bio-Rad Laboratories, Inc. All Rights Reserved.

Thumbnail

SpectraBase

Instrument Name Bruker Tensor 27 FT-IR

Technique KBr1

Source of Spectrum Bio-Rad Laboratories, Inc.

Source of Sample TCI Chemicals India Pvt. Ltd.

Catalog Number B0657

Lot Number FII02-BTDQ

Copyright Copyright © 2015-2018 Bio-Rad Laboratories, Inc. All Rights Reserved.

Thumbnail

SpectraBase
4.3.2 ATR-IR Spectra

Instrument Name Bruker Tensor 27 FT-IR

Technique ATR-Neat (DuraSamplIR II)

Source of Spectrum Bio-Rad Laboratories, Inc.

Source of Sample TCI Chemicals India Pvt. Ltd.

Catalog Number B0657

Lot Number FII02-BTDQ

Copyright Copyright © 2015-2018 Bio-Rad Laboratories, Inc. All Rights Reserved.

Thumbnail

SpectraBase
5 Related Records

5.1 Related Compounds with Annotation

PubChem

5.2 Related Compounds

Same Parent, Exact 4 Records

Mixtures, Components, and

5 Records
Neutralized Forms

Similar Compounds 24 Records

Similar Conformers 66 Records

PubChem

5.3 Substances

5.3.1 Related Substances

All 130 Records

Same 123 Records

Mixture 7 Records

PubChem

5.3.2 Substances by Category

 PubChem

5.4 Entrez Crosslinks

PubMed 1 Record

Taxonomy 1 Record

Gene 2 Records

PubChem
6 Chemical Vendors

PubChem
7 Pharmacology and Biochemistry

7.1 Pharmacology
Bromthymol Blue is a dye used as an indicator in determining pH. Bromthymol blue is a weak acid. It can be in acid or base form,
depending on the pH of the solution. This reagent is yellow in acidic solutions, blue in basic solutions and green in neutral solution.

NCI Thesaurus (NCIt)

7.2 MeSH Pharmacological Classification

Coloring Agents

Chemicals and substances that impart color including soluble dyes and insoluble pigments. They are used in INKS; PAINTS; and as
INDICATORS AND REAGENTS. (See all compounds classified as Coloring Agents.)

MeSH

Indicators and Reagents

Substances used for the detection, identification, analysis, etc. of chemical, biological, or pathologic processes or conditions. Indicators are
substances that change in physical appearance, e.g., color, at or approaching the endpoint of a chemical titration, e.g., on the passage
between acidity and alkalinity. Reagents are substances used for the detection or determination of another substance by chemical or
microscopical means, especially analysis. Types of reagents are precipitants, solvents, oxidizers, reducers, fluxes, and colorimetric reagents.
(From Grant and Hackh's Chemical Dictionary, 5th ed, p301, p499) (See all compounds classified as Indicators and Reagents.)

MeSH
8 Use and Manufacturing

8.1 Uses
EPA CPDat Chemical and Product Categories

EPA Chemical and Products Database (CPDat)

8.2 General Manufacturing Information

EPA TSCA Commercial Activity Status

Phenol, 4,4'-(1,1-dioxido-3H-2,1-benzoxathiol-3-ylidene)bis[2-bromo-3-methyl-6-(1-methylethyl)-: ACTIVE

https://www.epa.gov/tsca-inventory

EPA Chemicals under the TSCA

9 Safety and Hazards

9.1 Hazards Identification

9.1.1 GHS Classification

Pictogram(s)

Irritant

Signal Warning

Aggregated GHS information provided by 8 companies from 3 notifications to the ECHA C&L Inventory. Each notification
may be associated with multiple companies.
Reported as not meeting GHS hazard criteria by 6 of 8 companies. For more detailed information, please visit ECHA C&L
website
Of the 2 notification(s) provided by 2 of 8 companies with hazard statement code(s):
GHS Hazard Statements H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]

H315 (50%): Causes skin irritation [Warning Skin corrosion/irritation]

H319 (50%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
Information may vary between notifications depending on impurities, additives, and other factors. The percentage value
in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes
with percentage values above 10% are shown.

Precautionary Statement P264, P270, P280, P301+P312, P302+P352, P305+P351+P338, P321, P330, P332+P313, P337+P313, P362, and P501
Codes (The corresponding statement to each P-code can be found at the GHS Classification page.)

European Chemicals Agency (ECHA)

9.1.2 Hazard Classes and Categories

Acute Tox. 4 (50%)

Skin Irrit. 2 (50%)

Eye Irrit. 2 (50%)

European Chemicals Agency (ECHA)

10 Literature

10.1 NLM Curated PubMed Citations

PubChem

10.2 Springer Nature References

Springer Nature

10.3 Depositor Provided PubMed Citations

 PubChem

10.4 Chemical Co-Occurrences in Literature

PubChem

10.5 Chemical-Gene Co-Occurrences in Literature

PubChem

10.6 Chemical-Disease Co-Occurrences in Literature

PubChem
11 Patents

11.1 Depositor-Supplied Patent Identifiers

PubChem

Link to all deposited patent identifiers

PubChem

11.2 WIPO PATENTSCOPE

Patents are available for this chemical structure:

https://patentscope.wipo.int/search/en/result.jsf?inchikey=NUHCTOLBWMJMLX-UHFFFAOYSA-N

PATENTSCOPE (WIPO)
12 Biological Test Results

12.1 BioAssay Results

PubChem
13 Classification

13.1 Ontologies

13.1.1 MeSH Tree

MeSH

13.1.2 ChEBI Ontology

ChEBI

13.1.3 WIPO IPC

 WIPO

13.1.4 ChemIDplus

ChemIDplus

13.1.5 UN GHS Classification

UN Globally Harmonized System of Classification and Labelling of Chemicals (GHS)

13.1.6 EPA CPDat Classification

 EPA Chemical and Products Database (CPDat)

13.1.7 NORMAN Suspect List Exchange Classification

NORMAN Suspect List Exchange

14 Information Sources
FILTER BY SOURCE ALL SOURCES

1. ChEBI
Bromothymol blue
http://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:86155

ChEBI Ontology
http://www.ebi.ac.uk/chebi/userManualForward.do#ChEBI%20Ontology

2. NCI Thesaurus (NCIt)

LICENSE
Unless otherwise indicated, all text within NCI products is free of copyright and may be reused without our permission. Credit the National Cancer Institute as the
source.
https://www.cancer.gov/policies/copyright-reuse

Bromthymol Blue
https://ncit.nci.nih.gov/ncitbrowser/ConceptReport.jsp?dictionary=NCI_Thesaurus&ns=NCI_Thesaurus&code=C47423

3. ChemIDplus
LICENSE
https://www.nlm.nih.gov/copyright.html

Bromothymol blue
https://chem.nlm.nih.gov/chemidplus/sid/0000076595

ChemIDplus Chemical Information Classification

https://chem.sis.nlm.nih.gov/chemidplus/

4. DTP/NCI
Bromothymol blue
https://dtp.cancer.gov/dtpstandard/servlet/dwindex?searchtype=NSC&outputformat=html&searchlist=7819

5. EPA Chemicals under the TSCA

LICENSE
https://www.epa.gov/privacy/privacy-act-laws-policies-and-resources

Phenol, 4,4'-(1,1-dioxido-3H-2,1-benzoxathiol-3-ylidene)bis[2-bromo-3-methyl-6-(1-methylethyl)-
https://www.epa.gov/chemicals-under-tsca

6. EPA DSSTox
LICENSE
https://www.epa.gov/privacy/privacy-act-laws-policies-and-resources

Bromothymol blue
https://comptox.epa.gov/dashboard/DTXSID3058799

7. European Chemicals Agency (ECHA)

LICENSE
Use of the information, documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice, and subject to other binding limitations
provided for under applicable law, the information, documents and data made available on the ECHA website may be reproduced, distributed and/or used, totally or in
part, for non-commercial purposes provided that ECHA is acknowledged as the source: "Source: European Chemicals Agency, http://echa.europa.eu/". Such
acknowledgement must be included in each copy of the material. ECHA permits and encourages organisations and individuals to create links to the ECHA website
under the following cumulative conditions: Links can only be made to webpages that provide a link to the Legal Notice page.
https://echa.europa.eu/web/guest/legal-notice

bromothymol blue
https://echa.europa.eu/substance-information/-/substanceinfo/100.000.884

Bromothymol blue
https://echa.europa.eu/information-on-chemicals/cl-inventory-database/-/discli/details/43418

8. EPA Chemical and Products Database (CPDat)

LICENSE
https://www.epa.gov/privacy/privacy-act-laws-policies-and-resources

bromothymol blue
https://comptox.epa.gov/dashboard/DTXSID3058799#exposure

EPA CPDat Classification

https://www.epa.gov/chemical-research/chemical-and-products-database-cpdat

9. FDA/SPL Indexing Data

 LICENSE
Unless otherwise noted, the contents of the FDA website (www.fda.gov), both text and graphics, are not copyrighted. They are in the public domain and may be
republished, reprinted and otherwise used freely by anyone without the need to obtain permission from FDA. Credit to the U.S. Food and Drug Administration as the
source is appreciated but not required.
https://www.fda.gov/about-fda/about-website/website-policies#linking

VGU4LM0H96
https://www.fda.gov/ForIndustry/DataStandards/SubstanceRegistrationSystem-UniqueIngredientIdentifierUNII/

10. NIST Mass Spectrometry Data Center

Bromthymol Blue
http://www.nist.gov/srd/nist1a.cfm

11. SpectraBase
https://spectrabase.com/spectrum/DYANnxFaPEg
https://spectrabase.com/spectrum/Hceayz57VFM
https://spectrabase.com/spectrum/LiSt597oBXh
https://spectrabase.com/spectrum/3mLWCVsBrpr
https://spectrabase.com/spectrum/CX75sM6TCLe

12. Springer Nature

13. Wikipedia
bromthymol blue
https://en.wikipedia.org/wiki/Bromothymol_blue

14. MeSH
Bromthymol Blue
https://www.ncbi.nlm.nih.gov/mesh/68001979

MeSH Tree
http://www.nlm.nih.gov/mesh/meshhome.html

Coloring Agents
https://www.ncbi.nlm.nih.gov/mesh/68004396

Indicators and Reagents

https://www.ncbi.nlm.nih.gov/mesh/68007202

15. PubChem
https://pubchem.ncbi.nlm.nih.gov

16. WIPO
International Patent Classification
http://www.wipo.int/classifications/ipc/

17. UN Globally Harmonized System of Classification and Labelling of Chemicals (GHS)

GHS Classification Tree
http://www.unece.org/trans/danger/publi/ghs/ghs_welcome_e.html

18. NORMAN Suspect List Exchange

NORMAN Suspect List Exchange Classification
https://www.norman-network.com/nds/SLE/

19. PATENTSCOPE (WIPO)

SID 403383955
https://pubchem.ncbi.nlm.nih.gov/substance/403383955