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| | 2,2-Bis(4-hydroxy-3-methylphenyl)propane Basic information |
| | 2,2-Bis(4-hydroxy-3-methylphenyl)propane Chemical Properties |
| Melting point | 138-140 °C(lit.) | | Boiling point | 238-240 °C12 mm Hg(lit.) | | density | 1.0421 (rough estimate) | | vapor pressure | 0Pa at 25℃ | | refractive index | 1.5000 (estimate) | | solubility | almost transparency in Methanol | | form | solid | | form | solid | | pka | 10.45±0.10(Predicted) | | color | White to Almost white | | Water Solubility | 22mg/L at 20℃ | | Henry's Law Constant | 9.0×105 mol/(m3Pa) at 25℃, HSDB (2015) | | Stability: | Hygroscopic | | InChI | 1S/C17H20O2/c1-11-9-13(5-7-15(11)18)17(3,4)14-6-8-16(19)12(2)10-14/h5-10,18-19H,1-4H3 | | InChIKey | YMTYZTXUZLQUSF-UHFFFAOYSA-N | | SMILES | Cc1cc(ccc1O)C(C)(C)c2ccc(O)c(C)c2 | | LogP | 4.11 at 20℃ | | CAS DataBase Reference | 79-97-0(CAS DataBase Reference) | | NIST Chemistry Reference | Phenol, 4,4'-(1-methylethylidene)bis[2-methyl-(79-97-0) | | EPA Substance Registry System | Phenol, 4,4'-(1-methylethylidene)bis[2-methyl- (79-97-0) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36 | | WGK Germany | 3 | | RTECS | GP1750000 | | TSCA | TSCA listed | | HS Code | 29072990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 | | Hazardous Substances Data | 79-97-0(Hazardous Substances Data) |
| | 2,2-Bis(4-hydroxy-3-methylphenyl)propane Usage And Synthesis |
| Description | 2,2-Bis(4-hydroxy-3-methylphenyl)propane is a monomer of polycarbonate and bisphenol A. It has been used as a reaction solution for sodium salt and calcium stearate. The product contains hydrogen chloride and hydrochloric acid as byproducts. This product also reacts with fatty acids to produce aromatic hydrocarbons. | | Chemical Properties | Powder or crystalline or crystalline powder or chunks | | Uses | Used as a color-developer in thermosensitive recording materials. | | Preparation | The preparation of 2,2-Bis(4-hydroxy-3-methylphenyl)propane is as follows:In a full-jacket type 1 L separable flask equipped with a thermometer, a stirrer, and a 100 mL dropping funnel, 26.1 g (0.4 mol) of isopropyl alcohol was added under a nitrogen atmosphere, and then 58.3 g (0.5 mol) of 90% by weight sulfuric acid was slowly added thereto. Thereafter, 54.5 g of toluene, 191.5 g (1.8 mol) of ortho-cresol, and 5.5 g (0.03 mol) of dodecanethiol were added thereto, followed by setting the temperature in the separable flask to 40° C. In the dropping funnel, 42.5 g (0.7 mol) of acetone was placed, and it was slowly fed dropwise to the separable flask for 30 minutes. After completion of the dropwise addition of acetone, the reaction was allowed to proceed at 40° C. for 2 hours. After completion of the reaction, 100.0 g of toluene and 100.0 g of demineralized water were fed, and the temperature was increased to 80° C. After the temperature reached 80° C., the reaction liquid was left to stand to confirm that the precipitates generated during the reaction were dissolved into the organic phase and the aqueous phase. This was followed by extraction of the aqueous phase in the lower layer. Thereafter, saturated sodium hydrogen carbonate solution was added to the obtained organic phase to allow neutralization, followed by confirming that the pH of the aqueous phase in the lower layer, became not less than 9. After extraction of the aqueous phase in the lower layer, demineralized water was added to the obtained organic phase, and the resulting mixture was stirred for 10 minutes. Thereafter, the mixture was left to stand, and the aqueous phase was extracted. Part of the obtained organic phase was removed, and subjected to high-performance liquid chromatography to analyze the amount of bisphenol C produced. As a result, the reaction yield in terms of acetone was found to be 84 mol %. 
| | Definition | ChEBI: 3,3'-Dimethylbisphenol A is a bisphenol. | | Flammability and Explosibility | Not classified | | Synthesis | Under nitrogen protection, 5 g (0.16 mol) of methanol and 191 g (1.77 mol) of o-cresol were added to a detachable flask. 100 g of 80 wt% sulfuric acid was slowly added through a dropping funnel, followed by 50 g (0.86 mol) of acetone, 221 g of toluene, and 7.5 g of dodecyl mercaptan, which was mixed well to form a reaction solution. The same procedure as in Example 1 was followed. A portion of the organic phase was sampled and the amount of 4,4'-(1-methylethylidene)bis(2-methylphenol) (bisphenol C) generated was confirmed by high performance liquid chromatography (HPLC) analysis. The results showed a reaction yield of 85 mol% based on acetone. In addition, the amount of isopropylidene acetone in the reaction solution for bisphenol C formation was analyzed by gas chromatography (GC) based on bisphenol C of 0.02 area%, as well as a residue of dodecyl mercaptan of 44%. | | References | [1] Patent: JP2018/145178, 2018, A. Location in patent: Paragraph 0049; 0050; 0051; 0054; 0055; 0058
[2] Patent: JP2018/145177, 2018, A. Location in patent: Paragraph 0051-0052
[3] Journal of the Indian Chemical Society, 1989, vol. 66, # 2, p. 85 - 90 |
| | 2,2-Bis(4-hydroxy-3-methylphenyl)propane Preparation Products And Raw materials |
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