| Identification | More | [Name]
1,1,1-Tris(4-hydroxyphenyl)ethane | [CAS]
27955-94-8 | [Synonyms]
1,1,1-TRIS(4-HYDROXYPHENYL)ETHANE
1,1,1-TRIS(P-HYDROXYPHENYL)ETHANE
4,4',4''-(ETHYLIDENE)TRISPHENOL
LABOTEST-BB LT00159983
THPE
TIMTEC-BB SBB006476
TRIS(P-HYDROXYPHENYL)ETHANE
4,4’,4’’-ethylidynetri-pheno
4,4’,4’’-ethylidynetris-pheno
4,4’,4’’-ethylidynetrisphenol
tris(4-hydroxyphenyl)ethane
TRIS-HYDROXYPHENYLETHANE
4,4',4''-(ethan-1,1,1-triyl)triphenol
4,4μ,4μμ-Ethylidynetrisphenol, THPE
1,1,1 TRIS HYDROXY PHENYL ETHANE
4,4',4''-(1,1,1-Ethanetriyl)tris(phenol)
4,4',4''-(Ethane-1,1,1-triyl)tris(phenol) | [EINECS(EC#)]
405-800-7 | [Molecular Formula]
C20H18O3 | [MDL Number]
MFCD00012180 | [Molecular Weight]
306.36 | [MOL File]
27955-94-8.mol |
| Chemical Properties | Back Directory | [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 ℃ | [form ]
powder to crystal | [pka]
10.02±0.10(Predicted) | [color ]
White to Almost white | [Water Solubility ]
25.1mg/L at 20℃ | [InChI]
InChI=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 | [InChIKey]
BRPSWMCDEYMRPE-UHFFFAOYSA-N | [SMILES]
C(C1=CC=C(O)C=C1)(C1=CC=C(O)C=C1)(C1=CC=C(O)C=C1)C | [LogP]
3.88 at 20℃ | [CAS DataBase Reference]
27955-94-8(CAS DataBase Reference) | [EPA Substance Registry System]
27955-94-8(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,N | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
S61:Avoid release to the environment. Refer to special instructions safety data sheet . | [RIDADR ]
UN 3077 9/PG 3
| [WGK Germany ]
2
| [RTECS ]
SL4375275
| [HazardClass ]
9 | [PackingGroup ]
III | [HS Code ]
2907290030 |
| Hazard Information | Back Directory | [Hazard]
Low toxicity by ingestion and skin contact.
A mild eye irritant. | [Application]
In 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. | [Flammability and Explosibility]
Nonflammable | [Synthesis]
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 |
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