4,4'-Thiodiphenol (HCID 17570)

Overview

4,4'-thiodiphenol is a member of phenols. It derives from a hydride of a diphenyl sulfide.

Names & identifiers

Preferred name: 4,4'-Thiodiphenol
IUPAC: 4-(4-hydroxyphenyl)sulfanylphenol
English name: 4,4'-Thiobis-phenol
Molecular formula: C12H10O2S
Molecular weight: 218.27

Names & synonyms

4,4'-Thiodiphenol2664-63-3Bis(4-hydroxyphenyl) sulfidePhenol, 4,4'-thiobis-4,4'-Thiobisphenol4,4'-Dihydroxydiphenyl sulfideThiobisphenolp,p'-Dihydroxydiphenyl sulfideBis(4-oxyphenyl)sulfidePHENOL, 4,4'-THIODI-4,4'-sulfanediyldiphenolDTXSID9047960

Show more names

TDPpharMaceutical interMediateDFS4,4'-Thiodbisphenol4,4’-dioxydiphenylsulfideThiodiphenol4, 98.0%(GC)4,4'-thiobis-

NGN288M6MMCHEBI:38957NSC-203030DTXCID5027936TDP cpdRefChem:506901220-197-94,4'-thiobis-phenol

Database identifiers

CAS: 2664-63-3
PubChem CID: 17570
DTXSID: DTXSID9047960
ChEMBL: CHEMBL3183502
ChEBI: CHEBI:38957
UNII: NGN288M6MM
EC Number: 220-197-9
Nikkaji: J31.947C

Properties

Computed structural properties

XLogP: 3.3
Topological polar surface area: 65.8 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 3
Rotatable bonds: 2
Heavy atoms: 15
Formal charge: 0
Complexity: 162

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Sulfur Compounds

LogP3.34

Endocrine DisruptorsPotential endocrine disrupting compound

Vapor Pressure0.00000018 [mmHg]

Physical DescriptionOff-white crystalline solid; [Sigma-Aldrich MSDS]

Physicochemical properties

Melting point: 154 · 154-156 °C (lit.)
Boiling point: 328.96 °C · 328.96°C (rough estimate)
Density: 1.2618 · 1.2618 (rough estimate)
refractive index: 1.52 · 1.5200 (estimate)
storage temp.: 30 °C · Store below +30°C.
Water Solubility: Insoluble in water
form: Crystalline Powder
pka: 9.31 · 9.31±0.26(Predicted)
color: White to pale brown
Sensitive: Air Sensitive
BRN: 2050739 · 2050739
InChI: 1S/C12H10O2S/c13-9-1-5-11(6-2-9)15-12-7-3-10(14)4-8-12/h1-8,13-14H
InChIKey: VWGKEVWFBOUAND-UHFFFAOYSA-N
SMILES: Oc1ccc(Sc2ccc(O)cc2)cc1
CAS DataBase Reference: 2664 · 2664-63-3(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
NCI Dictionary of Cancer Terms: DFS
FDA UNII: 288 M6MM · NGN288M6MM
NIST Chemistry Reference: 4 · 4-4' Thio diphenol(2664-63-3)
EPA Substance Registry System: 4 · Phenol, 4,4'-thiobis- (2664-63-3)
UNSPSC Code: 12352104 · 12352104
NACRES: 23 · NA.23
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 319 · H319
Precautionary statements: 264 · P264-P280-P305+P351+P338-P337+P313
PPE: 3 · Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Hazard Codes: C
Risk Statements: 34 · 34
Safety Statements: 26 · 26-27-36/37/39-45
RIDADR: 3261 · UN 3261 8/PG 2
WGK Germany: 2 · 2
RTECS: 800000 · SN0800000
TSCA: TSCA listed
HazardClass: 8 · 8
PackingGroup: II
HS Code: 29309070 · 29309070
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 · Eye Irrit. 2
Toxicity: 50 orally · LD50 orally in Rabbit: 3362 mg/kg LD50 dermal Rabbit > 10250 mg/kg
Limited Quantities: 1 Kg · 1 Kg (2.2 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H314 (81.8%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P264, P264+P265, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P321, P337+P317, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 55 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationBis(4-hydroxyphenyl)sulfide: Does not have an individual approval but may be used under an appropriate group standard

Hazards Summary · 1 item

Causes tearing and conjunctival irritation in acute ocular studies of rabbits; Causes changes in brain circulation (hemorrhage, thrombosis, etc.) in oral lethal-dose studies of mice; [RTECS] Causes burns; Inhalation may cause corrosive injuries to upper respiratory tract and lungs; [Sigma-Aldrich MSDS] See Phenyl sulfide.

Hazard Classes and CategoriesSkin Corr. 1B (81.8%)

Toxicology

Adverse EffectsDermatotoxin - Skin burns.

Safety data

PPE: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
wgk: 2
tsca: TSCA listed
rtecs: SN0800000
ridadr: UN 3261 8/PG 2
hs_code: 29309070
Toxicity: LD50 orally in Rabbit: 3362 mg/kg LD50 dermal Rabbit > 10250 mg/kg
risk_code: 34
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: C
safety_code: 26-27-36/37/39-45
hazard_class: 8
Storage Class: 11 - Combustible Solids
packing_group: II
Hazard statements: H319
Limited Quantities: 1 Kg (2.2 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
Hazard Classifications: Eye Irrit. 2
Precautionary statements: P264-P280-P305+P351+P338-P337+P313

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationPhenol, 4,4'-thiobis-: ACTIVE

Applications

UsesIntermediate, flame-retardant, antioxidant, engineering plastics.

Uses4,4'-thiobis-phenol can be applied to produce a non-halogen type epoxy (meth)acrylate resin having high refractive index, transparency and thermal stability. It is also used to produce a non-systemic organophosphorus insecticide TEMEPHOS.