2-[(Z)-(4-Hydroxy-2-methylphenyl)(2-methyl-4-oxo-2,5-cyclohexadien-1-ylidene)methyl]benzenesulfonic acid

Basic Information

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CAS Number

2303-01-7

Molecular Formula

C21H18O5S

Molecular Weight

382.44 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

>250°C

Boiling Point

571.3°C at 760 mmHg

Density

1.4040

Water Solubility

Soluble in water and sodium hydroxide solution. Slightly soluble in alcohol.

Flash Point

577.5 °C at 760 mmHg

Solubility

Solubility Very slightly soluble in water, ethanol; soluble in methanol

Refractive Index

1.668

SMILES

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CC1=C(C=CC(=C1)O)C2(C3=CC=CC=C3S(=O)(=O)O2)C4=C(C=C(C=C4)O)C

InChI

InChI=1S/C21H18O5S/c1-13-11-15(22)7-9-17(13)21(18-10-8-16(23)12-14(18)2)19-5-3-4-6-20(19)27(24,25)26/h3-12,22H,1-2H3,(H,24,25,26)/b21-18-

InChIKey

APQRURLENAYZRH-UZYVYHOESA-N

LogP

3.7254400000000025

pKa

1.51, 8.32(at 25℃)

Topological Polar Surface Area

83.82999999999998 Å²

Hydrogen Bond Donor/Acceptor

2 / 5

Complexity

615

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Stability

Stable. Incompatible with strong oxidizing agents.

Sensitiveness

Sensitive to moisture

Synonyms & References

English

2303-01-7
85ODZ58K3D
NSC 9607
m-Cresol Purple, JIS special grade
4,4'-(1,1-DIOXIDO-3H-2,1-BENZOXATHIOL-3-YLIDENE)BIS(3-METHYLPHENOL)
4-[3-(4-hydroxy-2-methylphenyl)-1,1-dioxo-2,1lambda6-benzoxathiol-3-yl]-3-methylphenol
Q907695
3H-2,1-Benzoxathiole, 3,3-bis(2-methyl-4-hydroxyphenyl)-,
SPD-556
Phenol, 4,4'-(3H-2,1-benzoxathiol-3-ylidene)bis(3-methyl-, S,S-dioxide
Kresolpurpur
3-Cresol purple
m-Cresolsulfonphthalein
DTXSID3062316
M0002
OLQIKGSZDTXODA-UHFFFAOYSA-N
MFCD00005871
CRESOL PURPLE [MI]
M0074
m-Cresolsulfonephthalein
Cresol purple
UNII-85ODZ58K3D
AS-14800
Metacresol Purple
SCHEMBL220836
FT-0628175
A924156
NSC-9607
4-[3-(4-hydroxy-2-methyl-phenyl)-1,1-dioxo-2,1$l^{6}-benzoxathiol-3-yl]-3-methyl-phenol
m-Cresol, 4,4'-(3H-2,1-benzoxathiol-3-ylidene)di-, S,S-dioxide
BP_32

MDL Number

MFCD00005871

Customs Code

3822009000

FAQ

What are the physical and chemical properties of 2-[(Z)-(4-Hydroxy-2-methylphenyl)(2-methyl-4-oxo-2,5-cyclohexadien-1-ylidene)methyl]benzenesulfonic acid (CAS: 2303-01-7)?

The compound is crystalline at room temperature. Its molecular weight is approximately 442.44 g/mol. It has limited water solubility and high solubility in organic solvents. It exhibits acidic behavior due to the benzenesulfonic acid group, making it reactive in basic conditions.

How is 2-[(Z)-(4-Hydroxy-2-methylphenyl)(2-methyl-4-oxo-2,5-cyclohexadien-1-ylidene)methyl]benzenesulfonic acid (CAS: 2303-01-7) typically synthesized?

This compound is synthesized via the condensation of 4-hydroxy-2-methylbenzaldehyde and 2-methyl-4-oxo-2,5-cyclohexadienone, followed by the coupling with benzenesulfonyl chloride. The reaction is typically catalyzed by a Lewis acid and proceeds with high selectivity and good yield.

What industries use 2-[(Z)-(4-Hydroxy-2-methylphenyl)(2-methyl-4-oxo-2,5-cyclohexadien-1-ylidene)methyl]benzenesulfonic acid (CAS: 2303-01-7)?

This compound is utilized in the pharmaceutical industry for its potential as a drug intermediate, in the polymer industry for modifying properties of polymers, and in analytical chemistry for its use as a sensor material and in semiconductors for its electronic properties.

What precautions should be taken when handling 2-[(Z)-(4-Hydroxy-2-methylphenyl)(2-methyl-4-oxo-2,5-cyclohexadien-1-ylidene)methyl]benzenesulfonic acid (CAS: 2303-01-7)?

Proper personal protective equipment (PPE) including gloves, goggles, and a lab coat is essential. Work should be performed in a well-ventilated area or fume hood. Spills should be handled using appropriate absorbent materials and cleaned with water. Always refer to the Safety Data Sheet (SDS) for detailed handling instructions.