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ChemicalBook CAS DataBase List 2,4-bis[1-(4-hydroxyphenyl)isopropyl]phenol

2,4-bis[1-(4-hydroxyphenyl)isopropyl]phenol synthesis

4synthesis methods
-

Yield:-

Reaction Conditions:

strongly acidic 2percent cross linked sulfonated styrene divinylbenzene cationic gel exchange resin CT122 in water at 75; for 3 h;Product distribution / selectivity;

Steps:

1
Rate of reaction for the preparation of BPA; [0056] The rates of the acetone/phenol condensation catalyzed by the strongly acidic cationic exchange resin CT 122, and promoted with MeSH and BMTP, respectively, were measured by in-situ IR. A mixture of phenol, water, and CT122 was preheated to 75°C in an autoclave at autogeneous pressure, followed by injection with a solution of acetone and a promoter. The relative molar composition of the feed in the MeSH-promoted reaction was 100 moles of phenol, 8.1 moles of acetone, 2.8 moles of water, and 1.04 moles of MeSH. The relative molar composition of the feed in the BMTP-promoted reaction was the same except that MeSH was replaced with half the molar amount of BMTP. The weight ratio of phenol to CT 122 was 100 to 3.17 in both reactions. The mixture was reacted over a period of about 3 hours, during which time the reaction rate was measured. The results of this experiment demonstrated that there was no induction period in the BMTP-promoted reaction and its first order rate for conversion of acetone was substantially identical to that of a MeSH-promoted reaction.; Sulfur Species Analysis; [0058] The presence of sulfur by-products in the MeSH and the BMTP promoted reactions were measured by GC-MS of the reaction mixtures. Analysis showed the presence of three sulfur species in each case: methyl mercaptan (MeSH), BMTP and 4-thiomethyl-4-methyl-2-pentanone (TMP). The relative concentrations of the three sulfur species were virtually the same in both the MeSH and BMTP promoted reactions. This is consistent with rapid equilibration of BMTP and MeSH leading to the same distribution of sulfur species under reaction conditions. The small amount of dimethyl disulfide found in the MeSH- promoted reaction was shown to be impurity in MeSH. All numbers were relative areas.

References:

BADGER LICENSING LLC WO2007/130040, 2007, A1 Location in patent:Page/Page column 20-21