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1,1,1-Tris(4-hydroxyphenyl)ethane

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CAS:27955-94-8
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Products Intro: Product Name:4,4',4"-Ethylidynetriphenol
CAS:27955-94-8
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1,1,1-Tris(4-hydroxyphenyl)ethane manufacturers

1,1,1-Tris(4-hydroxyphenyl)ethane Basic information
Product Name:1,1,1-Tris(4-hydroxyphenyl)ethane
Synonyms:4,4’,4’’-ethylidynetri-pheno;4,4’,4’’-ethylidynetris-pheno;4,4’,4’’-ethylidynetrisphenol;4-[1,1-bis(4-hydroxyphenyl)ethyl]phenol;3,5-dichloro-N-diethoxyphosphoryl-2-(trichloromethyl)-4-pyridinamine;tris(4-hydroxyphenyl)ethane;4,4',4''-(ETHYLIDENE)TRISPHENOL;1,1,1-TRIS(4-HYDROXYPHENYL)ETHANE
CAS:27955-94-8
MF:C20H18O3
MW:306.36
EINECS:405-800-7
Product Categories:Color Former & Related Compounds;Developer;Functional Materials;Industrial/Fine Chemicals
Mol File:27955-94-8.mol
1,1,1-Tris(4-hydroxyphenyl)ethane Structure
1,1,1-Tris(4-hydroxyphenyl)ethane Chemical Properties
Melting point 246-248 °C (lit.)
Boiling point 531.8±45.0 °C(Predicted)
density 1.252±0.06 g/cm3(Predicted)
vapor pressure 0Pa at 25℃
storage temp. Sealed in dry,Room Temperature
solubility 241 in mg/100g standard fat at 20 ℃
pka10.02±0.10(Predicted)
form powder to crystal
color White to Almost white
Water Solubility 25.1mg/L at 20℃
InChIInChI=1S/C20H18O3/c1-20(14-2-8-17(21)9-3-14,15-4-10-18(22)11-5-15)16-6-12-19(23)13-7-16/h2-13,21-23H,1H3
InChIKeyBRPSWMCDEYMRPE-UHFFFAOYSA-N
SMILESC(C1=CC=C(O)C=C1)(C1=CC=C(O)C=C1)(C1=CC=C(O)C=C1)C
LogP3.88 at 20℃
CAS DataBase Reference27955-94-8(CAS DataBase Reference)
EPA Substance Registry SystemPhenol, 4,4',4''-ethylidynetris- (27955-94-8)
Safety Information
Hazard Codes Xi,N
Risk Statements 36/37/38-51/53
Safety Statements 26-37/39-61
RIDADR UN 3077 9/PG 3
WGK Germany 2
RTECS SL4375275
TSCA TSCA listed
REACH RegistrationsActive
HazardClass 9
PackingGroup III
HS Code 2907290030
Storage Class11 - Combustible Solids
Hazard ClassificationsAquatic Chronic 2
MSDS Information
ProviderLanguage
SigmaAldrich English
1,1,1-Tris(4-hydroxyphenyl)ethane Usage And Synthesis
ApplicationIn polycarbonate synthesis, 1,1,1-Tris(4-hydroxyphenyl)ethane functions as a highly effective branching agent that can be incorporated into reaction mixtures containing dihydroxyaromatic compounds such as bisphenol A and carbonate sources including phosgene or diphenyl carbonate. This application has proven particularly valuable in the production of high-performance engineering polymers where enhanced mechanical strength and thermal resistance are critical requirements.
HazardLow toxicity by ingestion and skin contact. A mild eye irritant.
Flammability and ExplosibilityNon flammable
Synthesis
4'-Hydroxyacetophenone

99-93-4

Phenol

108-95-2

1,1,1-Tris(4-hydroxyphenyl)ethane

27955-94-8

Synthesis: Phenol (54.0 mol) and zinc chloride (100 g) were added to the reactor and stirred until well mixed. Subsequently, p-hydroxyacetophenone (6.5 mol) was slowly added over 40 minutes, warmed to 60°C and maintained at this temperature for 60 minutes. Concentrated hydrochloric acid (100 mL) was added and the reaction was continued with stirring for 8 hours. After completion of the reaction, the temperature was lowered to 20 °C, dichloroethane was added and filtered with thorough stirring. The filter cake was dried under vacuum at 55 °C for 6 h. The crude product 1,1,1-tris(4-hydroxyphenyl)ethane (THPE) was obtained as 1811 g. The purity of the crude product was 95.0% and the yield was 91.1%. Purification method: the crude product (1000 g) prepared above was added into methanol (2000 mL), heated until completely dissolved and then cooled, slowly added into water (1600 mL), stirred at room temperature for 50 minutes, a light yellow product was obtained. Filtered and dried. The dried product was dissolved in methanol (1200 mL), heated to complete dissolution and added activated carbon to decolorize, filtered and evaporated the solvent to obtain a solid. The obtained solid was dissolved in methanol (1000 mL), and a mixed solution of sodium borohydride (5 g) and sodium sulfite (35 g) was slowly added, and the light yellow powder gradually precipitated. The solid obtained was filtered and dried under vacuum at 25 °C for 10 h. The purified product was obtained as 913 g in 91.3% yield and 99.5% purity by HPLC analysis.

References[1] Patent: CN105541561, 2016, A. Location in patent: Paragraph 0021; 0022; 0023; 0024; 0025
[2] Asian Journal of Chemistry, 2014, vol. 26, # 22, p. 7846 - 7852
[3] Patent: US2006/4214, 2006, A1. Location in patent: Page/Page column 4-5
1,1,1-Tris(4-hydroxyphenyl)ethane Preparation Products And Raw materials
Raw materials4,4',4''-TRIMETHOXYTRITYL ALCOHOL-->Phenol-->Bisphenol A-->4'-Hydroxyacetophenone-->Zinc chloride-->Hydrochloric acid-->Acetylacetone
Preparation ProductsBisphenol A
Tag:1,1,1-Tris(4-hydroxyphenyl)ethane(27955-94-8) Related Product Information
ETHYLENE OXIDE Triphenylmethyl Chloride Triphenyltin acetate Tricine Triphenylphosphine 1,2-Dichloroethane Lactulose BUFFER SOLUTION PH = 6,00 (20 °C) (POTASSIUM DIHYDROGEN PHOSPHATE/SODIUM HYDROXIDE) BIS-Tris Dichloroethane CHLOROETHANE 2,3,5-Triphenyltetrazolium chloride Tris(hydroxymethyl)aminomethane Ethanol Propiophenone Phenylacetone 1,1,1-TRIS(4-TRIFLUOROVINYLOXYPHENYL)ETHANE 3A-AMINO-3A-DEOXY-(2AS,3AS)-BETA-CYCLODEXTRIN