129188-99-4

Basic information

• Product Name: 1,1-BIS(4-HYDROXYPHENYL)-3,3,5-TRIMETHYLCYCLOHEXANE
• Synonyms: 1,1-BIS(4-HYDROXYPHENYL)-3,3,5-TRIMETHYLCYCLOHEXANE;1,1-BIS(4-HYDROXYPHENYL)PROPANEBIS(2-HYDROXYPROPYL)ETHER;4,4'-(3,3,5-Trimethyl-1,1-cyclohexanediyl)bisphenol;4,4'-(3,3,5-Trimethylcyclohexane-1,1-diyl)bisphenol;4,4'-(3,3,5-Trimethylcyclohexylidene)bisphenol;4,4'-(3,3,5-Trimethylcyclohexylidene)diphenol;3,3,5-TriMethyl-1,1-bis(4-hydroxyphenyl)cyclohexane;Bis(4-hydroxyphenyl)-3,3,5-triMethylcyclohexane
• CAS NO: 129188-99-4
• Molecular Formula: C₂₁H₂₆O₂
• Molecular Weight: 310.43
• EINECS: 603-320-4
• Product Categories: Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals;Aromatics, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 129188-99-4.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 450.8°C at 760 mmHg
• Flash Point: 202.8°C
• Appearance: /
• Density: 1.075g/cm³
• Vapor Pressure: 9.59E-09mmHg at 25°C
• Refractive Index: 1.567
• Storage Temp.: Room Temperature
• Solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• PKA: 9.91±0.30(Predicted)
• BRN: 9785841
• CAS DataBase Reference: 1,1-BIS(4-HYDROXYPHENYL)-3,3,5-TRIMETHYLCYCLOHEXANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-BIS(4-HYDROXYPHENYL)-3,3,5-TRIMETHYLCYCLOHEXANE(129188-99-4)
• EPA Substance Registry System: 1,1-BIS(4-HYDROXYPHENYL)-3,3,5-TRIMETHYLCYCLOHEXANE(129188-99-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 129188-99-4(Hazardous Substances Data)

Usage

Uses

Bisphenol TMC(1,1-Bis(4-hydroxyphenyl)-3,3,5-trimethylcyclohexane) is a bisphenol derivative used in the preparation of polycarbonate, polyester and epoxy resins.

Synthesis

The synthesis of?1,1-BIS(4-HYDROXYPHENYL)-3,3,5-TRIMETHYLCYCLOHEXANE is as follows:112.8 g (1.2 mol) of phenol, 16.9 g of water, 0.5 g of 75% aqueous solution of phosphoric acid and 7.2 g of BPTMCP crystals were placed in a one liter capacity four-necked flask provided with a thermometer, a dropping funnel, a reflux condenser and a stirrer to prepare a slurry. The slurry was adjusted at a temperature of 20° C. After the inside the flask was replaced by nitrogen gas, hydrogen chloride gas was introduced into the flask under stirring. The gas composition in the reaction vessel was analyzed and the volume concentration of hydrogen chloride gas was adjusted at 80%. 4.2 g of 15% aqueous solution of sodium methyl mercaptide was added dropwise to the slurry while the slurry was maintained at a temperature of 20° C., and then a mixture of 112.8 g (1.2 mol) of phenol and 42.0 g (0.3 mol) of TMC was added dropwise to the slurry over a period of six hours. The reaction mixture was found to increase in temperature during the addition, and when the addition was completed, the temperature was found to be 40° C. Then, the reaction was further continued at a temperature of 40° C. for anther three hours under stirring until completion. The reaction mixture was found to be slurry throughout the reaction from the start of the reaction when the mixture of phenol and TMC was added dropwise to the slurry to the completion of the reaction. The resulting reaction mixture was analyzed by liquid chromatography. The production yield (mol of BPTMC produced/mol of starting TMC used) was found 92.9%.

InChI:InChI=1/C21H26O2/c1-15-12-20(2,3)14-21(13-15,16-4-8-18(22)9-5-16)17-6-10-19(23)11-7-17/h4-11,15,22-23H,12-14H2,1-3H3

Upstream product

• 111-88-6 Octanethiol 
• 873-94-9 dihydroisophorone 
• 108-95-2 phenol 
• 102-09-0 bis(phenyl) carbonate 
• 112-55-0 1-dodecylthiol 

Downstream Products

• 1632142-45-0 1,1-bis(3-nitro-4-hydroxyphenyl)-3,3,5-trimethylcyclohexane 

Relevant articles and documents

BISPHENOL COMPOSITION CONTAINING AROMATIC ALCOHOL SULFONATE AND METHOD FOR PRODUCING SAME, POLYCARBONATE RESIN AND METHOD FOR PRODUCING SAME, AND BISPHENOL PRODUCTION METHOD

A bisphenol composition including a specific amount of aromatic alcohol sulfonate, and a simple method of producing it are provided. Also provided is a method of producing a polycarbonate resin in which, by using the bisphenol composition including a specific amount of aromatic alcohol sulfonate, melt polymerization reaction can be efficiently allowed to proceed to produce a polycarbonate resin having an excellent color tone. A bisphenol composition including an aromatic alcohol sulfonate at not less than 0.1 ppb by mass with respect to a bisphenol. A method of producing a bisphenol composition, including reacting a ketone or an aldehyde with an aromatic alcohol in the presence of sulfuric acid to produce a bisphenol composition. A method of producing a polycarbonate resin, including producing a polycarbonate resin using the bisphenol composition. A polycarbonate resin including a specific amount of aromatic alcohol sulfonate.

Method of producing pure 1,1-bis-(4-hydroxyphenyl)-3,3,5-trimethylcyclohexane

A method of producing 1,1-bis-(4-hydroxyphenyl)-3,3,5-trimethylcyclohexane comprising: crystallizing a phenol adduct of 1,1-bis-(4-hydroxyphenyl)-3,3,5-trimethylcyclohexane from a solution comprising 1,1-bis-(4-hydroxyphenyl)-3,3,5-trimethylcyclohexane and phenol; washing the phenol adduct with a washing solution comprising phenol and water; decomposing by heating the washed phenol adduct in an aqueous solvent to remove phenol from the phenol adduct, thereby obtaining pure 1,1-bis-(4-hydroxyphenyl)-3,3,5-trimethylcyclohexane.

Process for production of 1,1-bis(4-hydroxyphenyl)-3,3,5-trimethylcyclohexane

A process for production of 1,1-bis(4-hydroxyphenyl)-3,3,5-trimethylcyclohexane which comprises reacting phenol with 3,3,5-trimethylcyclohexanone in the presence of an acid catalyst wherein the reaction of phenol with 3,3,5-trimethylcyclohexanone is started in a slurry comprising phenol adduct crystals of 1,1-bis(4-hydroxyphenyl)-3,3,5-trimethylcyclohexane and hydrated phenol in the presence of an acid catalyst, and then the reaction is continued in the slurry.