Basic information
- CAS
1733-12-6- Standard SMILES
Cc1cc(C2(c3ccc(O)c(C)c3)OS(=O)(=O)c3ccccc32)ccc1O- InChIKey
OBRMNDMBJQTZHV-UHFFFAOYSA-N- Molecular formula
- C21H18O5S
- Average molar mass
- 382.4 g/mol
- Monoisotopic mass
- 382.08749468
Overview
Cresol red 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 4-hydroxy-5-methylphenyl groups. It has a role as a dye, an acid-base indicator and a two-colour indicator. It is a polyphenol, a 2,1-benzoxathiole, a sultone and an arenesulfonate ester.
Names & identifiers
- Preferred name
- Cresol Red
- IUPAC
- 4-[3-(4-hydroxy-3-methylphenyl)-1,1-dioxo-2,1λ6-benzoxathiol-3-yl]-2-methylphenol
- English name
- Cresol Red
- Molecular formula
- C21H18O5S
- Molecular weight
- 382.43
Names & synonyms
Cresol red1733-12-6o-Cresolsulfonphthaleino-Cresol RedCresolsulfophthaleino-CresolsulfonephthaleinPhenol, 4,4'-(1,1-dioxido-3H-2,1-benzoxathiol-3-ylidene)bis[2-methyl-3',3''-DimethylphenolsulfonephthaleinNSC 7224NSC-7224839K2R4B8KDTXSID8061929
Show more names
CRBROMCRESOL PURPLECRGFcresolreBETZ 0419Cvesol red
CHEBI:86218Phenol, 4,4'-(1,1-dioxido-3H-2,1-benzoxathiol-3-ylidene)bis(2-methyl-RefChem:579417DTXCID5035531217-064-23,3-bis(4-hydroxy-3-methylphenyl)-3H-benzo[c][1,2]oxathiole 1,1-dioxideCresolRedCresol red indicator
Database identifiers
- CAS
1733-12-6- PubChem CID
- 73013
- DTXSID
DTXSID8061929- ChEBI
CHEBI:86218- UNII
- 839K2R4B8K
- EC Number
- 217-064-2
Properties
Computed structural properties
- XLogP
- 3.7
- Topological polar surface area
- 92.2 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 2
- Heavy atoms
- 27
- Formal charge
- 0
- Complexity
- 615
Experimental & physicochemical properties
Chemical ClassesDyes -> Indicator Dyes
Physical DescriptionReddish-brown solid; [Merck Index] Reddish-brown or green odorless solid; [CHEMINFO] Crystalline solid; [MSDSonline]
Physicochemical properties
- Melting point
- 290 °C · 290 °C
- Boiling point
- 479.59 °C · 479.59°C (rough estimate)
- bulk density
- 600 · 600-620kg/m3
- Density
- 0.998 g/cm3 · 0.998 g/cm3
- refractive index
- 1.53 · 1.5300 (estimate)
- storage temp.
- 5 °C · Store at +5°C to +30°C.
- solubility
- Solubility Sparingly soluble in water; soluble in ethanol
- form
- Powder
- pka
- 1 · 1.0(at 25℃)
- color
- Dark green or brown-red
- PH Range
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 6.5% (3 of 46) of reports.
Warning
H315 (91.3%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 46 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Phenol, 4,4'-(3H-2,1-benzoxathiol-3-ylidene)bis[2-methyl-, S,S-dioxide
Phenol, 4,4'-(1,1-dioxido-3H-2,1-benzoxathiol-3-ylidene)bis[2-methyl-: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryMay cause irritation; [MSDSonline]
Hazard Classes and CategoriesSkin Irrit. 2 (91.3%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- UN1170 - class 3 - PG 3 - Ethanol, solution
- hs_code
- 29349990
- Toxicity
- A potent lacrimator which is chemically stable and retains its irritancy in water and so can be used in liquid jets in personnel control. In addition to lacrimation, it causes eye pain, blepharospasm, eyelid swelling, irritation of the conjunctiva, a rise in intraocular pressure, and erythema of the skin. Because it can be used in water, its use is less affected by changes in climatic conditions. It is a more potent lacrimator than CS but it is less potent in lethality than CS.
Chemistry & industry
Uses & manufacturing
UsesUsed as acid-base indicator; [Merck Index] Color changes to red-yellow (pH 0.5-2.5) and orange-purple (pH 6.5-8.5); [Ullmann]
General Manufacturing InformationPhenol, 4,4'-(1,1-dioxido-3H-2,1-benzoxathiol-3-ylidene)bis[2-methyl-: ACTIVE
Applications
UsesCresol red is commonly used with lead acetate for the detection of urease after PAGE. It is also used as an indicator with the following transition intervals: pH 1.8 (orange) to pH 2.0 (yellow); pH 7.0 (yellow) to pH 8.8 (violet). Cresol Red is used as a tracking dye in DNA, RNA (agarose) and protein (polyacrylamide) electrophoresis. In agarose, Cresol Red runs with an apparent molecular size of approx. 125 bp DNA. Cresol Red does not inhibit Taq polymerase.
UsesAcid-base indicator.
Upstream & downstream products
Upstream raw materials
Suppliers100 total
国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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