4,4'-Thiodiphenol (CED0024720)

Record Information

Version

1.0

Creation Date

2016-05-22 06:26:24 UTC

Update Date

2026-08-18 15:46:58 UTC

Accession Number

CHEM019741

Identification

Common Name

4,4'-Thiodiphenol

Class

Small Molecule

Description

4,4'-Thiodiphenol is an organic compound with the formula C12H10O2S and an average molecular weight of 218.27 g/mol. 4,4'-Thiodiphenol belongs to the aryl thioethers, a subclass of thioethers within the organic compounds. In industrial applications, the compound serves as a catalyst. It is associated with 14 recorded sources. These include household cleaning and consumer products, specifically soap detergents, as well as food, food processing and cookware, including the processing of fish and the preparation of malt. Additionally, it is found in electrical and electronic equipment, including antennas, amplifiers, coils, electric switches, and communication cables or conductors, among six other sources.

Contaminant Type

Phenolic Antioxidant

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4,4'-Dihydroxydiphenyl sulfide	ChEBI
Bis(4-oxyphenyl)sulfide	ChEBI
p,P'-dihydroxydiphenyl sulfide	ChEBI
4,4'-Dihydroxydiphenyl sulphide	Generator
Bis(4-oxyphenyl)sulphide	Generator
p,P'-dihydroxydiphenyl sulphide	Generator
4-(4-Hydroxyphenyl)sulphanylphenol	Generator

Chemical Formula

C₁₂H₁₀O₂S

Average Molecular Mass

218.270 g/mol

Monoisotopic Mass

218.040 g/mol

CAS Registry Number

2664-63-3

IUPAC Name

4-[(4-hydroxyphenyl)sulfanyl]phenol

Traditional Name

4,4'-thiodiphenol

SMILES

OC1=CC=C(SC2=CC=C(O)C=C2)C=C1

InChI Identifier

InChI=1S/C12H10O2S/c13-9-1-5-11(6-2-9)15-12-7-3-10(14)4-8-12/h1-8,13-14H

InChI Key

VWGKEVWFBOUAND-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diarylthioethers. These are organosulfur compounds containing a thioether group that is substituted by two aryl groups.

Kingdom

Organic compounds

Super Class

Organosulfur compounds

Class

Thioethers

Sub Class

Aryl thioethers

Direct Parent

Diarylthioethers

Alternative Parents

Substituents

Diarylthioether
Thiophenol ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Sulfenyl compound
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

phenols (CHEBI:38957 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.17 g/L	ALOGPS
logP	3.73	ALOGPS
logP	3.55	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	8.97	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	62.7 m³·mol⁻¹	ChemAxon
Polarizability	22.72 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0190000000-e8a449e0e42e49dd09df	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0190000000-4d53cd673462b8b02944	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004i-9500000000-3bd1b3e576ebb07d7d65	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0090000000-c49d318ddaad25e6419e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0090000000-c3849a2cc78ff1b447f8	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-9110000000-d820aaaa6c3f4945a6a1	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
2461.0	Log mg/kg	[1400:4400]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
233	Brushes	Personal care & cosmetics	Not Available
491		Industrial manufacturing & chemical processing	Not Available
505	Amplifiers	Electrical & Electronic Equipment	Not Available
506	Antennas	Electrical & Electronic Equipment	Not Available
508	Coils	Electrical & Electronic Equipment	Not Available
510	Communication Cables Or Conductors	Electrical & Electronic Equipment	Not Available
517	Electric Switches	Electrical & Electronic Equipment	Not Available
520	Emergency Protective Devices	Electrical & Electronic Equipment	Not Available
521	Fixed Capacitors And Their Manufacture	Electrical & Electronic Equipment	Not Available
529	Power Cables	Electrical & Electronic Equipment	Not Available
530	Radio Transmission Systems	Electrical & Electronic Equipment	Not Available
532	Selectors	Electrical & Electronic Equipment	Not Available
537	Television Systems	Electrical & Electronic Equipment	Not Available
547	Preparation Of Malt	Food, food processing & cookware	Not Available
551	Processing Fish	Food, food processing & cookware	Not Available
563	Soap Detergents	Household cleaning & consumer products	Not Available
598	Fertiliser Distributors	Agriculture & land management	Not Available
630	Toys	Recreation & sports surfaces	Not Available
642	Footwear	Textiles, leather & furnishings	Not Available
643	Headwear	Textiles, leather & furnishings	Not Available
650	Purses Luggage Hand Bags	Textiles, leather & furnishings	Not Available
652	Ropes	Textiles, leather & furnishings	Not Available
654	Sleeve Links	Textiles, leather & furnishings	Not Available
661	Umbrellas	Textiles, leather & furnishings	Not Available
662	Yarns Or Threads	Textiles, leather & furnishings	Not Available

Pathways

0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Carbonic anhydrase 3	P07451	Humans	Predicted (SEA)	1.40129
Click to view 3D structure	Carbonic anhydrase 2	P00918	Humans	Predicted (SEA)	52.7818
Click to view 3D structure	Carbonic anhydrase 12	O43570	Humans	Predicted (SEA)	41.1044
Click to view 3D structure	Sarcoplasmic/endoplasmic reticulum calcium ATPase 2	P11507	Rattus norvegicus	Predicted (SEA)	0.467095
Click to view 3D structure	Estrogen receptor beta	Q92731	Humans	Predicted (SEA)	31.4511
Click to view 3D structure	Estrogen receptor	P03372	Humans	Predicted (SEA)	46.0867
Click to view 3D structure	Carbonic anhydrase 9	Q16790	Humans	Predicted (SEA)	120.744
Click to view 3D structure	Carbonic anhydrase	Q2PCB5	Dicentrarchus labrax	Predicted (SEA)	1.01204
Click to view 3D structure	Endolysin	P00720	Enterobacteria phage T4	Predicted (SEA)	3.73676
Click to view 3D structure	Carbonic anhydrase 1	P00915	Humans	Predicted (SEA)	180.377
Click to view 3D structure	Carbonic anhydrase 4	P22748	Humans	Predicted (SEA)	78.1606
Click to view 3D structure	Tyrosinase	O42713	Agaricus bisporus	Predicted (SEA)	8.95266
Click to view 3D structure	Carbonic anhydrase 7	P43166	Humans	Predicted (SEA)	123.313
Click to view 3D structure	Carbonic anhydrase 5B, mitochondrial	Q9Y2D0	Humans	Predicted (SEA)	83.5322
Click to view 3D structure	Succinate-semialdehyde dehydrogenase, mitochondrial	P51649	Humans	Predicted (SEA)	1.47914
Click to view 3D structure	Polyunsaturated fatty acid lipoxygenase ALOX15	P12530	Oryctolagus cuniculus	Predicted (SEA)	8.71911
Click to view 3D structure	Carbonic anhydrase 5A, mitochondrial	P35218	Humans	Predicted (SEA)	132.577
Click to view 3D structure	Carbonic anhydrase 14	Q9ULX7	Humans	Predicted (SEA)	127.206
Click to view 3D structure	Glycogen synthase kinase-3 beta	P49841	Humans	Predicted (SEA)	1034.85
Click to view 3D structure	TyR1	H9TVJ1	Chilo suppressalis	Predicted (SEA)	1.24559
Click to view 3D structure	Prostaglandin G/H synthase 1	P23219	Humans	Predicted (SEA)	94.8982
Click to view 3D structure	Large T antigen	P03070	Simian virus 40	Predicted (SEA)	25.6124
Click to view 3D structure	Sodium-dependent noradrenaline transporter	P23975	Humans	Predicted (SEA)	380.916
Click to view 3D structure	Carbonic anhydrase 6	P23280	Humans	Predicted (SEA)	123.469
Click to view 3D structure	Tyrosinase	P14679	Humans	Predicted (SEA)	14.2464