1.2.6- hexane triol

CAS 106-69-4 EINECS/ELINCS 203-424-6 Synonyms Hexane-1,2,6-triol 1,2,6-Trihydroxyhexane... 

Niax Polyether fiom glyetain ot hexane-1,2,6-triol Union Carbide Co. 

Crystallization of nylon-6 has been carried out from solution. - Shish-kebab structures were obtained from solutions of butane-l,4-diol in the latter case, while crystallization from hexane-1,2,6-triol produced lamellar single crystals. The chain-repeat distances in the a-phase crystal have been measured from —150 to 150 The wide-angle X-ra.y scattering, and isotope xchange extinction coefficients, as well as JT-ray diffraction measurements have all been applied to the examination of crystal structure and molecular packing of nylon-6. Cyclic oligomers of caprolactam with 2—7 units in the chain have been found to migrate to the surface of nylon-6 filament when it is exposed to either water or alcohol vapour. "... 

FIGURE 18 In vivo cumulative weight loss (o) and cumulative release of levonorgestrel (o) from a crossUnked polymer prepared from a 3,9-bis(ethylidene-2,4,8,10-tetraoxaspiro[5,5]undecane)/3-methyl-1,5-pentanediol prepolymer crossUnked with 1,2,6-hexane triol. Polymer rods, 2.4 X 20 mm, containing 30 wt% levonorgestrel and 7.1 mol% Mg(OH)2. Devices implanted subcutaneously in rabbits. (From Ref. 15.)... 

Figure 5. Analysis (21) according to Eq. 7 of gel-point data (22) from reactions of diacid chlorides (adipoyl and sebacoyl chlorides) and POP triols (LHT240, LHT112 (oxypropylated 1,2,6-hexane triols), and LG56 (oxypropylated glycerol)) in bulk and in diglyme solution at 60°C, with cext = cao...

The polyether triols are produced by polymerizing propylene oxide by using 1,1,1-trimethylolpropane, 1,2,6-hexane triol, or glycerol as the initiator. The use of, for example, trimethylolpropane leads to the following polyether triol. 

Hexane triol 4,4"-Methylene-bis-(2-carhomethoxy aniline) 4-Chloro-3,5-diamino-isohutylhenzoic acid ester... 

The advent of more elfective catalyst systems, however, now makes it possible for poly(propylene oxide)s to be used in the preparation of flexible polyurethane foams without recourse to the above mentioned procedures. Also, it is now common practice to use polyethers which are triols rather than diols these lead to slightly cross-linked flexible foams with improved load bearing characteristics. The triols are produced by polymerizing propylene oxide in the presence of a trihydroxy compound such as glycerol, 1,1,1-trimethylolpropane or 1,2,6-hexane triol the use of, for example, trimethylol-propane leads to the following polyether triol ... 

Polyethers prepared from propylene oxide are soluble in most organic solvents. The products with the highest hydroxyl number (lowest molecular weight) are soluble in water, not in nonpolar solvents such as hexane. The solubihty of 3000 molecular weight triols is high enough in solvents such as toluene, hexane, and methylene chloride that the triols can be purified by a solvent extraction process. 

An ethereal solution approximately 2.5 molar in methyllithium is prepared from 17 ml of methyl iodide and 4 g of lithium metal in 200 ml of anhydrous ether. A mixture consisting of 150 ml anhydrous ether, 3 g (10 mmoles) of 3jS-hydroxy-5a-androstane-ll,17-dione and 60 ml (0.15 moles) of the above methyllithium solution are stirred at room temperature for 40 hr. The reaction mixture is diluted with 100 ml of water and the ether is removed by distillation. Filtration of the chilled aqueous phase yields 2.6 g (77%) of 1 la,17a-dimethyl-5a-androstane-3a,l l/ ,17j5-triol mp 149-154°. Recrystallization from acetone-hexane yields pure material mp 164-166° [a] —5° (CHCI3). 

To 6a-fluoro-16a-hydroxy-hydrocortisone 21-acetate, described by Mills et al, J. Am. Chem. Soc., volume 81, pages 1264 to 1265, March 5, 1959, there was added acetic anhydride in dry pyridine. The reaction mixture was left at room temperature overnight and was then poured with stirring into ice water. The resulting precipitate was filtered, washed with water and crystallized from acetone-hexane to give 6a-fluoro-16a-hydroxy-hydrocortisone-16a,21-diacetate. This was reacted with methane-sulfonyl chloride in dimethyl formamide in the presence of pyridine at 80°C for 1 hour. The mixture was cooled, diluted with water and extracted with ethyl acetate. The extract was washed with water, dried over anhydrous sodium sulfate and the ethyl acetate was evaporated. By recrystallization of the residue from acetone-hexane there was obtained 6a-fluoro-A <" -pregnadiene-16o ,17a,21-triol-3,20-dione 16a,21 diacetate. 

To a solution of 0,85 gram of 1,4-pregnadiene-11(3,17o ,21-triol-3,20-dione (prednisolone) in 5 ml of pyridine are added 3 ml of acetic anhydride. The reaction mixture is allowed to stand at room temperature overnight and Is then diluted with ice water. The resulting precipitate is filtered from the mixture and recrystallized from acetone-hexane. There is recovered 0.45 gram of 1,4-pregnadiene-11(3,17o ,21-triol-3,20-dione 21-acetate, MP 235°-239°C. On recrystallization, the MP rose to 237°-239°C. 

A simple epoxy alkanol to begin with is 1,2-epoxyhexan-3-ol (10.47), which has been postulated as a metabolite of the air pollutant hex-l-ene (10.46). This compound was found to be a good substrate for rat liver microsomal EH, yielding hexane-1,2,3-triol (10.48) [127], 1,2-Epoxyhexan-3-ol contains two stereogenic centers and exists as four stereoisomers that were hydrated at different rates, in the order (2S,3R)-erythro > (2S,3S)-threo > ( 2R,3S)-erythro > (2R,3R)-threo. In other words, the metabolic hydrolysis of this substrate is not influenced by the configuration at C(3), but clearly by that at C(2), with the (25)-epimers being better substrates than the (2/7)-cpi-... 

R-(+)-Isopropylidene-butan-l,2,4-triol (0.3 g, 2.05 mmol) and triphenylphosphine (0.63 g, 2.4 mmol) were dissolved in methylene chloride (5 ml) and cooled to 0°C. N-Bromosuccinimide (0.38 g, 2.16 mmol) was added in small portions with stirring at 0°C. After additional 1 hr of stirring at 0°C hexane (15 ml) was added and the resulting precipitate was removed by filtration and washed twice with hexane (2x5 ml). The combined hexane solution was passed through a short column of silica gel (5 g). Elution with hexane (15 ml) gave after evaporation and distillation the title compound as a colorless oil (0.2 g, 0.96 mmol, 47%) b.p. 74°-76°C/20 mm Hg, nD20=1.46 30. [a]D20= + 27.7° (C=20, CHCI3). 

InsH 3)] 96 is proved by B NMR spectroscopy [40]. The borate ester of all-m-cyclo-hexane-l,3,5-triol has a chemical shift of — 18.1 ppm, the ester of epi-inositol a chemical shift of — 19.4 ppm. 

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