Alcohols bis

Tanner [3,10] used essentially the same methodology for the conversion of a monobenzyl derivative of a C2-symmetric epoxy bis-alcohol into the corresponding derivative 6 of a C2-symmetric aziridine bis-alcohol (Scheme 3). 

Acetylenic bis-alcohols such as 85 on treatment with IBTA are converted to 3,4-dioxotetrahydrofurans 86 (88ZOR2460). 

Some iodoxoles coming from aliphatic precursors are also known [58]. A unique 1,2-iodoxetane fused to a dihydroiodoxole was obtained upon oxidation of an iodinated unsaturated bis alcohol (Scheme 18) [59]. 

The photochemical ring expansion of the cyclobutanone (29) affords the usual carbene that is trapped by the bis alcohol (30) to afford (31). ... 

The bicyclo[3,3,0]octenol (78) is produced by a transannular cyclization of cyclo-octa-1,5-diene induced by thallium(lll) trifluoroacetate, and Joulain and Rouessac have found that the fused 5,5-system (80) is produced when the bis-alcohol (79) is treated with perchloric acid in nitropropane. ... 

The transesterification of boroxoaromatic esters is currently being developed for DCC. Thus far, Philp et al. have shown that small Ubraries of diesters can be generated rapidly under thermodynamic control from the reaction of boroxoaro-matics with bis-alcohols (Figure 1.3v) [45]. The formation of more complex cyclic superstructures has not yet been achieved due to the low reactivity of the bifunctional boroxoaromatics tested. 

Evans auxiliary-controlled homologation of 9 set the relative and absolute configuration of 10, which was carried on to 12. To effect coupling, the acid of 12 was activated with carbonyl diimidazole, then condensed with the bis-alcoholate of 8. This acylation was highly regioselective, giving 1 as the only observed product. 

Another possibility for asymmetric reduction is the use of chiral complex hydrides derived from LiAlH. and chiral alcohols, e.g. N-methylephedrine (I. Jacquet, 1974), or 1,4-bis(dimethylamino)butanediol (D. Seebach, 1974). But stereoselectivities are mostly below 50%. At the present time attempts to form chiral alcohols from ketones are less successful than the asymmetric reduction of C = C double bonds via hydroboration or hydrogenation with Wilkinson type catalysts (G. Zweifel, 1963 H.B. Kagan, 1978 see p. 102f.). 

J.M.J. Frechet (C. J. Hawker, 1990) replaced the divergent synthesis by a convergent growth of a dendritic polymer. The repeatedly employed monomer, 5-hydroxymethyl-l, 3-benzenediol, was 1,3-O-dibenzylatcd with 3,5-bis(benzyloxy)benzyl bromide. The resulting benzyl alcohol containing 7 benzene rings was converted to the benzyl bromide which was... 

The cyclohexadiene derivative 130 was obtained by the co-cyclization of DMAD with strained alkenes such as norbornene catalyzed by 75[63], However, the linear 2 1 adduct 131 of an alkene and DMAD was obtained selectively using bis(maleic anhydride)(norbornene)palladium (124)[64] as a cat-alyst[65], A similar reaction of allyl alcohol with DMAD is catalyzed by the catalyst 123 to give the linear adducts 132 and 133[66], Reaction of a vinyl ether with DMAD gives the cyclopentene derivatives 134 and 135 as 2 I adducts, and a cyclooctadiene derivative, although the selectivity is not high[67]. 

Bis (meta or para haloacetyl) benzenes (C1CH2C0)2C6H4 condensed with thiourea yield the corresponding meta or para bis(4-thiazolyl-2-amino)phenylene (573, 574), analogous to 36 with R=NH2-By refluxing in alcohol solution m- or p-2-thiazolylphenacyl bromide (37) with thiourea, compound 111, in which R = H, Ph, P-CIC6H4, and p-OjNC H, was obtained (569). 

Compound 132 condensed with 1 or 2 moles of aliphatic or aromatic a-haloketones in acetonic or alcoholic solution yielded either the corresponding 2-thiazolythiourea (133) (559, 753, 797) or sym-substituted bis(2-thiazolyl)amine (134) (Scheme 64 and Table 11-19) (430, 553, 653). 

Other sulfur compounds such as thiourea, ammonium dithiocarbamate, or hydrogen sulfide also lead to 2-mercaptothiazoles. Thus thiourea has been used in the syntheses of 4,5-dimethyl (369) and 4-aryl-2-mercapto-thiazoles (Table 11-30) (519). The reactions were carried out by condensing the ia -thiocyanatoketones with thiourea in alcohol and water acidified with hydrochloric acid. By this procedure, 4-aryl-2-mercaptothiazoles were obtained in yields of 40 to 80% with bis-(4-aryl-2-thiazolyl) sulfides as by-products (519). These latter products (194) have also been observed as a result of the action of thiourea on 2-chloro-4-arylthiazole under the same experimental conditions. They can be separated from 2-mercaptothiazoles because of their different degrees of solubility in sodium hydroxide solution at 5%. In this medium bis-(4-phenyl-2-thiazolyl)sulfide is... 

Ethyl bis-(2,4-dinitrophenyl) acetate (indicator) the stock solution is prepared by saturating a solution containing equal volumes of alcohol and acetone with the indicator pH range colorless 7.4-9.1 deep blue. This compound is available commercially. The preparation of this compound is described by Fehnel and Amstutz, Ind. Eng. Chem., Anal. Ed. 16 53 (1944), and by von Richter, Ber. 21 2470 (1888), who recommended it for the titration of orange- and red-colored solutions or dark oils in which the endpoint of phenol-phthalein is not easily visible. The indicator is an orange solid which after crystallization from benzene gives pale yellow crystals melting at 150-153.5°C, uncorrected. 

ALLYL ALCOHOL AND MONOALLYLDERIVATIVES] (Vol 2) l,l-Bis[(di-4-tolylamino) phenyl]cyclohexane [58473-78-2]... 

FLUORINECOMPOUNDS,ORGANIC - FLUORINATED AROMATICCOMPOUNDS] (Volll) p-Fluoro-a,a-bis(trifluoromethyl)benzyl alcohol [2402-74-6]... 

By far the largest volume synthetic alcohol is 2-ethylexanol [104-76-7] CgH gO, used mainly in production of the poly(vinyl chloride) plasticizer bis(2-ethylhexyl) phthalate [117-81-7], commonly called dioctyl phthalate [117-81-7] or DOP (see Plasticizers). A number of other plasticizer... 

Fig. 1. Polyhydric alcohols. Systematic names are (1) 2,2-bis(hydroxymeth5l)-l,3-propanediol (2)...

Polyhydric alcohol mercaptoalkanoate esters are prepared by reaction of the appropriate alcohols and thioester using -toluenesulfonic acid catalyst under nitrogen and subsequent heating (16,17). Organotin mercapto esters are similarly produced by reaction of the esters with dibutyltin oxide (18). Pentaerythritol can be oxidized to 2,2-bis(hydroxymethyl)hydracryhc acid [2831-90-5] C H qO, ... 

Phenolphthalein. Alophen, Ex-Lax, Feen-a-Miat, Modane, and Phenolax are trade names for phenolphthaleia [77-09-8] (3,3-bis(4-hydroxyphen5l)-l-(3ff)-l isobensofuranone) (10). It is a white or faintiy yellowish white crystalline powder, odorless and stable ia air, and practically iasoluble ia water one gram is soluble ia 15 mL alcohol and 100 mL diethyl ether. Phenolphthaleia may be prepared by mixing phenol, phthaHc anhydride, and sulfuric acid, and heating at 120°C for 10—12 h. The product is extracted with boiling water, then the residue dissolved ia dilute sodium hydroxide solution, filtered, and precipitated with acid. 

Docusate Calcium. Dioctyl calcium sulfosuccinate [128-49-4] (calcium salt of l,4-bis(2-ethylhexyl)ester butanedioic acid) (11) is a white amorphous soHd having the characteristic odor of octyl alcohol. It is very slightly soluble in water, and very soluble in alcohol, polyethylene glycol 400, and com oil. It may be prepared directly from dioctyl sodium sulfo succinate dissolved in 2-propanol, by reaction with a methan olic solution of calcium chloride. 

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