Hydroxyphenyl ethane

Reaction of one mole of acetaldehyde and excess phenol in the presence of a mineral acid catalyst gives l,l-bis(p-hydroxyphenyl)ethane [2081-08-5], acid catalysts, acetaldehyde, and three moles or less of phenol yield soluble resins. Hardenable resins are difficult to produce by alkaline condensation of acetaldehyde and phenol because the acetaldehyde tends to undergo aldol condensation and self-resinification (see Phenolic resins). 

Reduction. These hydroxybenzaldehydes can be reduced by catalytic hydrogenation over palladium or platinium to yield the corresponding hydroxybenzyl alcohols, but the electrolytic reduction in an alkaline medium gives the coupling product l,2-bis(4-hydroxyphenyl)ethane-l,2-diol in very good yield from 4-hydroxybenzaldehyde (49—51). 

Tetrakis (4-hydroxyphenyl)ethane is prepared by reaction of glyoxal with phenol in the presence of HCl. The tetraglycidyl ether [27043-37-4] (4), mp ca 80°C, possesses a theoretical epoxide functionaUty of four with an epoxy equivalent weight of 185—208 (4). 

In the fourth and final step, the intermediate 2-(2,-hydroxyphenyl)ethen-l-sulfmate (HPESi ) is desulfinated to 2-(2 -hydroxyphenyl)ethan 1-al (HPEal). As seen from Fig. 4, this step cannot be catalyzed by the arylsulfinate desulfinase like DszB. Instead, the enzyme has to be an alkenylsulfmate desulfinase. The alkenyl C-S bond as present in the intermediate, can only be desulfurized by hydroxylase-type enzyme, giving an enol, which can then tautomerize to HPEal and sulfite. However, the identity of the sulfur-containing product has not been confirmed [34],... 

Rhodococcus sp. Strain WU-K2R A Rhodococcus strain capable of sulfur-specific desulfurization of benzothiophene, naphthothiophene (NT), and some of their alkyl derivatives was reported [35]. The metabolites of BT desulfurization were BT sulfone, benzo[c][l,2]oxanthiin S-oxide, benzo[c][l,2]oxanthiin S,S-dioxide, o-hydroxystyrene, 2,(2 -hydroxyphenyl)ethan-l-al, and benzofuran. The NT metabolites were NT sulfone, 2 -hydroxynaphthyl ethene, and naphtho[2,l-b]furan [35], The exact biochemical pathway was not determined, however, part of the pathway for BT desulfurization was speculated to be similar to Paenibacillus All-2. 

HALKIER, B.A., M0LLER, B.L., The biosynthesis of cyanogenic glucosides in higher plants. Identification of three hydroxylation steps in the biosynthesis of dhurrin in Sorghum bicolor (L.) Moench and the involvement of 1 -ac -nitro-2-(p-hydroxyphenyl)ethane as an intermediate, J. Biol. Chem., 1990, 265, 21114-21121. 

Wooley and Bolton recently published a paper concerning hyperbranched polycarbonates obtained by polymerization of a monomer derived from 1,1,1-tris(4 -hydroxyphenyl)ethane [99]. A degradative technique was used to determine the degree of branching, which was found to be close to 0.53. Apparent molecular weights were in the range 16-82 kDa as determined by GPC relative to linear polystyrene standards. 

Sorghum microsomal enzyme system l-Nitro-2-(p-hydroxyphenyl)ethane is a precursor of oxime 25 = 0.05 mM and Vmax = 14 nmol mg h 106... 

The first part of this review deals with the synthesis and characterization of dendritic aliphatic polyesters based on 2,2-bis(dimethylol)propionic acid (bis-MPA) and 1,1,1 -tris(hydroxyphenyl)ethane (THPE), as core molecule. The convergent growth approach described earlier was applied. We also present H NMR self-diffusion studies of dendrimers of first, second, and third generation. 

Horn et al. (2) prepared branched polycarbonate resins by reacting l,l,l-tris(4-hydroxyphenyl)ethane and 3,3-bis(3-methyl-4-hydroxyphenyl)-2-oxo-2,3-dihydroindole, (II), with phosgene. 

Many works on the synthesis of cyclic polymers and block copolymers using kinetically controlled ring-expansion polymerizations of cyclic monomers, such as lactones and lactides with various types of cyclic tin initiators, were reviewed by Kricheldorf [147,148]. Kricheldorfs group continued the synthesis of cyclic polymers, and their recent works have focused on the following. Polycondensations of 4,4/-difluorodiphenylsulfone with tris(4-hydroxy phenyl)ethane were performed in DMSO to give multi-cyclic poly(ether sulfone)s derived from tris(4-hydroxyphenyl)ethane [149]. 

Halkier, B.A., Lykkesfeldt, J. and Muller, B.L. (1991) 2-Nitro-3-(p-hydroxyphenyl) propionate and ad-l-nitro-2-(p-hydroxyphenyl)ethane, two intermediates in the biosynthesis of the cyanogenic glucoside, dhurrin, in Sorghum bicolor (L.). Moench. Proc. Natl. Acad. Sci., 88, 487-91. 

Hydoxyphenyl)-2-(4-hydroxyphenyl)ethane (539) was oxidized with DDQ (1 equiv.) in benzene (room temp., 24 h) to afford both benzofuran (540) and dihydrobenzofuran (541) (27 and 22%, respectively). With 2 equivalents of DDQ the yield of the former increased and that of 541 decreased (Scheme 100). The p-quinone methide 542 is recognized as a plausible reaction intermediate. ... 

BPC was carried out by condensing phenol with chloral to produce 1,1,1 -trichloro-2,2-bis(4-hydroxyphenyl) ethane (3) followed by a dehydrohalogenation to give the corresponding dehydrohalogenated compound BPC (4) (Fig. 8). ° ... 

This full IPN combines the network of an NLO active epoxy-based polymer and the network of an NLO active phenoxy-silicon polymer. l The epoxy-based NLO network is prepared from the epoxy prepolymer (BPAZO) based on the diglycidyl ether of bisphenol A and 4-(4 -nitrophenylazo)aniline functionalized with crosslinkable acryloyl groups. The second NLO network of a phenoxy-silicon polymer is based on an alkoxysilane dye (ASD) of (3-glycidoxypropyl)trimethoxysilane and 4(4 -nitrophenylazo)aniline, and the multifunctional phenoxyl molecule 1,1,1- tris(4-hydroxyphenyl)ethane (THPE).22 Figure 4 shows the chemical structures of BPAZO, ASD, and THPE. Each network can be formed... 

Kim [213] studied the effect of the coimter ion on the HKR of epiehlorhydrine, 1,2-epoxybutane, 1,2-epoxyhexane and epoxystyrene. The salen polymer catalyst were synthesized by eopolymerization of salen bearing chloromethyl groups with sodium phenoxide derivatives of hydroquinone, 1,3,5-trihydroxybenzene or l,l,l-tris(p-hydroxyphenyl)ethane in presence of A-methylpyrrolidine and NaH in THF (Sehemes 143 and 144). Co(lI) type polymeric chiral salen ligands were formed by reaction of the corresponding salen ligand with hydrous Co(ll) acetate. To obtained Co(IIl) polymeric chiral... 

Hydroxy-2-phenyl-1,3-dioxane. See Benzaldehyde glyceryl acetal 4-Hydroxy-m-phenylenediammonium dichloride. See 2,4-Diaminophenol hydrochloride 1-(3-Hydroxyphenyl) ethanone 1-(3-Hydroxyphenyl) ethan-1-one. See m-Hydroxyacetophenone... 

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