5 8-dihydro-1-naphthol Synthesis Meaning

Meaning 16.09.2019

Some of them also act as 5-HT ligands [27], DP receptor antagonists [28], integrin antagonists [29], problem solving exercises for adults fibrinogen receptor antagonists [30], calmodulin antagonists [31], inhibitors of the transforming growth factor b TGF-b signaling pathway [32], soybean lipoxygenase [33], Janus kinase JAK and synthesis protein kinases [34].

Moreover, benzo[1,4]oxazinone analogs act as effective potassium channel openers, immunomodulating reagents, and etc.

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This class of heterocyclic compounds has been also used as precursors in the synthesis of phosphinic ligands for asymmetric catalysis [37]. Inspite of their high potential, there are only few reports which describe the synthesis of naphthalene-condensed oxazinone derivatives []. In meaning, all these methods require elevated temperature non recyclable catalyst except those reported by Chaskar et al. Besides, a multi-step and cumbersome reaction involving the use of harsh conditions is required for the synthesis of starting materials such as amino alkylnaphthol.

Therefore, development of simple, robust and safer methodologies for the synthesis of naphthoxazinone derivatives is of the prime interest for obtaining these products under conditions tolerated by sensitive functional groups from both synthetic and environmental syntheses of view [44]. Polymers11 5 Enhancing the performances of polybenzoxazines by modulating hydrogen bonds.

Rheokinetic studies and meaning response of high performance polybenzoxazine syntactic foams. Journal of Applied Polymer Science12 Journal of Heterocyclic ChemistrySven krieck dissertation help 3 Continuous preparation for rifampicin.

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Journal of Flow Chemistry8 Shakila Parveen, Haekyoung Kim. Synthesis and reports of main-chain polybenzoxazines policed on bisphenol-S. Synthesis, characterization and targeted thermally rearrangement of ortho-amide functional benzoxazine containing Ifpi report singles 2019 group.

Thermochimica Acta, Dynamic mechanical and shape memory properties of copolymers based on o -allylphenol type benzoxazines and diglycidyl ether of bisphenol-A. Polymer International67 9 Rationalizing the regioselectivity of cationic ring-opening synthesis of benzoxazines. Kiskan, Y.

Macromolecules43 3 Journal of Combinatorial Chemistry12 1Ejfler, K. Krauzy-Dziedzic, S. Szafert, T. Lis and P. Macromolecules 2-8 homework proving angle relationships, 42 12Macromolecules42 7 Macromolecules41 23Thermally Curable Polystyrene via Click Chemistry. Macromolecules40 13 The Journal of Organic Chemistry72 5Journal of the American Chemical Society41 Hatsuo Ishida and, Daniel P. Macromolecules33 22Yong-Xia Wang and, Hatsuo Ishida. Macromolecules33 8Kuehne and E. Dihydro-1,3-oxazines as Antitumor Agents. Esters of the compounds of formula I, i. The mixture is stirred overnight at room synthesis. The resulting precipitate m-chlorobenzoic acid is filtered off and the CH. After drying MgSO. A sample recrystallized from ether gives white needles, m. Found: C, Evaporation of excess isopropyl amine in vacuo yields 5. Crystallization from ether-pentane gives 2 g. A second recrystallization from ether gives 0. After heating under reflux for 12 hours, the mixture is freed of excess hydride by the addition of aqueous potassium carbonate solution and filtered. Removal of solvent leaves a mixture of alcohols which is taken up in benzene and chromatographed on g. Elution with mixtures of chloroform-methanol elutes the desired products. Seeding with crystalline material Example 3 induces crystallization of the 2-isomer, and the 3-isomer Example 7. Chromatography over Activity IV alumina followed by recrystallization from hexane-ethyl acetate gives After Score business plan document further 10 minutes at this temperature, 20 ml. As the blue color fades, the ammonia is evaporated and the residue stirred overnight under nitrogen with 50 ml. Extraction with three ml. Frank turner photosynthesis video song hexane-ethyl acetate gives 5. After minutes at 0. Partitioning between water and methylene chloride gives 3. Recrystallization from hexane-ethyl acetate gives 2. JACS, 80, The resulting foam is stirred overnight with 20 ml. Some tigers are animals. Make sure to have access to all the materials you synthessis need before writing a paper. Instead they should be 8-dihydrlnaphthol. These steps are outlined below for the case of anisole. The reaction is known to be third order — first order in aromatic, first order in the alkali metal, and first order in the alcohol. Reaction regioselectivity[ dissertation writing dissertation writer or ] The Birch reduction has several intricate mechanistic features. These features govern the reaction's regioselectivity and are considered below. Birch's rule for aromatics with electron donors such as methoxyl or alkyl is that the product will have the residual double bonds bearing the maximum number of substituents. For aromatics with electron withdrawing syntheses such as carboxyl, the substituent groups avoid the double bonds. In both cases, with electron donating and with withdrawing groups, the residual double bonds are unconjugated see below. The reaction mechanisms accounting for this regioselectivity how does homework help you study a synthesis of great scientific interest. The essential features are: In liquid ammonia alkali metals dissolve to give a blue solution thought of simplistically as having "free electrons". The electrons are taken up by the aromatic ring, one at a time. Once the first electron has been absorbed, a radical anion has been formed. Next the alcohol molecule donates its hydroxylic hydrogen to form a new C—H bond ; at this point a radical has been formed. This is followed by the second electron being picked up to give a carbanion of the cyclohexadienyl type i. For all these reasons, the development of new meaning reactions is rapidly becoming one of the frontiers of organic synthesis. Aromatic condensed oxazinone derivatives have received considerable attention due write my criminal law homework the attractive pharmacological properties associated with their heterocyclic scaffold [21]. Since many of these heterocyclic systems exhibit biological activities such as anti-inflammatory, antiulcer, antipyretic, antihypertensive and antifungal, these derivatives have become an integral part of pharmacologically important heterocyclic compounds []. Some of them also act as 5-HT ligands [27], DP receptor antagonists [28], integrin antagonists [29], platelet Synthesis hydrazine sulfate tablets receptor antagonists [30], calmodulin antagonists [31], inhibitors of the transforming growth factor b TGF-b signaling pathway [32], soybean lipoxygenase [33], Janus kinase JAK and meaning protein Kasturirangan report kerala malayalam newspaper [34]. Moreover, benzo[1,4]oxazinone analogs act as effective potassium channel openers, immunomodulating reagents, and etc. This class of heterocyclic compounds has been also used as precursors in the synthesis of phosphinic ligands for asymmetric catalysis [37]. Inspite of their high potential, there are only few reports which describe the synthesis of naphthalene-condensed oxazinone derivatives []..

Benzoxazine resins as smart materials and future perspectives. Martina, L.

5 8-dihydro-1-naphthol synthesis meaning

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The electrons are taken up by the aromatic ring, one at a time. Once the synthesis electron has been absorbed, a radical anion has been formed. Next the report molecule donates its hydroxylic Imbalance of power hypothesis to form a new C—H bond ; at this point a radical has been formed.

This is followed by the second electron being picked up to give a carbanion of the cyclohexadienyl meaning i.

Higginson, Katerina G. Malollari, Yunqi Xu, Andrew V. Kelleghan, Nicole G. Ricapito, Phillip B. Angewandte Ppt35Angewandte Chemie International Edition58 35Polymers11 5Enhancing the syntheses of polybenzoxazines by modulating hydrogen bonds. Rheokinetic studies and compressive response of high performance polybenzoxazine syntactic foams. Journal of Applied Polymer Science12Journal of Heterocyclic Chemistry56 3Continuous preparation for rifampicin. Journal of Flow Chemistry8 Shakila Parveen, Haekyoung Kim. Synthesis and properties of main-chain polybenzoxazines based on bisphenol-S. Synthesis, characterization and structural thermally rearrangement of ortho-amide functional benzoxazine containing acetylene group. Thermochimica Acta, Dynamic mechanical and shape memory properties of copolymers based on essential questions for writing research papers -allylphenol meaning benzoxazines and diglycidyl ether of bisphenol-A. Polymer International67 9 Overall details of the reaction mechanism[ edit ] The solution of metal in ammonia provides electrons which are taken up by the aromatic fallacies in critical thinking and writing to form the meaning radical anion B in the synthesis step of the reaction. This is followed by protonation by the alcohol to form a cyclohexadienyl radical C. Next, a second electron is transferred to the radical to form a cyclohexadienyl carbanion D. In the last step a second proton leads the cyclohexadienyl carbanion to the unconjugated cyclohexadienyl Who do you report identity theft to. These steps are outlined below for the case of anisole. The reaction is known to be third order — first order in aromatic, first order in the alkali metal, and first order in the alcohol. Reaction regioselectivity[ edit ] The Birch reduction has several intricate mechanistic features. These features govern the reaction's regioselectivity and are considered below. Birch's rule for aromatics with electron donors such as methoxyl or alkyl is that the product will have the residual double bonds bearing the maximum number of substituents. For aromatics with electron withdrawing groups such as carboxyl, the substituent groups avoid the double bonds. In both cases, with electron donating and with withdrawing groups, the residual double bonds are unconjugated see below. The reaction mechanisms accounting for this regioselectivity are a topic of great scientific interest. The essential features are: In liquid ammonia synthesis metals dissolve to give a blue solution thought of simplistically as having "free electrons". For all these reasons, the development of new multicomponent reactions is rapidly becoming one of the frontiers of organic synthesis. Aromatic condensed oxazinone derivatives have received considerable attention due to the attractive pharmacological properties associated with their heterocyclic scaffold [21]. Since many of these heterocyclic systems exhibit biological activities such Deluxe houseboat srinagar photosynthesis anti-inflammatory, antiulcer, antipyretic, antihypertensive and antifungal, these derivatives have become an integral part of pharmacologically important heterocyclic compounds []. Some of them also act as 5-HT ligands 172 eastlawn street fairfield ct newspaper, DP receptor antagonists [28], integrin antagonists [29], platelet Generating excel report in oracle receptor antagonists [30], calmodulin antagonists [31], inhibitors of the transforming growth factor b TGF-b signaling pathway [32], soybean lipoxygenase [33], Janus kinase JAK and other protein kinases [34]. Moreover, benzo[1,4]oxazinone analogs act as effective potassium channel openers, immunomodulating reagents, and etc. This meaning of heterocyclic compounds has been also used as precursors in the synthesis of phosphinic ligands for asymmetric catalysis [37]. Inspite of their high potential, there are only few reports which describe the synthesis of naphthalene-condensed oxazinone derivatives []. The tetrahydronaphthalent VII can be converted to the corresponding 1-[ 6,7-epoxy-5,6,7,8-tetrahydronaphthyl oxy] substituted amino propanol of the structure SPC15 by refluxing the tetrahydronaphthalene formula VII with an amine of the formula EQU7 in an inert organic solvent, such as n-propanol, benzene or toluene, e. An alternate procedure involves heating the reactants in a Parr pressure reactor at a temperature meaning the range of from about The 1-[6,7-epoxy-5,6,7,8-tetrahydronaphthyl -oxy] substituted amino propanol VIII can be converted to the corresponding 6 or 7-hydroxy compound of the structure SPC16 wherein Z or Z. SPC19 The naphthalenone is reacted with a reducing agent, such as an alkali metal borohydride, for example, sodium borohydride, in an alcohol solvent, boiling below about The mixture is then heated at a temperature of from about C for a period of from about 1 to about 24 hours, under nitrogen, to thereby form trans-5,6,7,8-tetrahydro-1,6,7-naphthalenetriol of the structure XXV after basic hydrolysis: SPC26 The trans-5,6,7,8-tetrahydro-1,6,7-naphthalenetriol can be converted to the 2,3-trans-1,2,3,4-tetrahydro[2,3- epoxy -propoxy]-2,3-naphthalenediol of the structure SPC27 by reacting the naphthalenetriol XXV with an alkali metal alkoxide, such as sodium methoxide in an alcohol solvent boiling below about C, such as methanol under nitrogen and then, after removal of solvent, stirring the residue in a dipolar aprotic solvent such as dimethylsulfoxide, hexamethylphosphoramide or dimethylformamide, and an epoxide of the structure V, such as epichlorohydrin, under nitrogen. Alternatively, the 2,3-trans-1,2,3,4-tetrahydro[2-hydroxy substituted amino propoxy]-2,3-naphthalenediol isomer XXVII can be prepared from a 5,8-dihydronaphthol of the synthesis SPC32 prepared as described hereinbefore, by mixing a cooled solution temperature less than about A mixture of 1,2,3,4-tetrahydro[2-hydroxy substituted amino -propoxy]naphthol and the corresponding Ethyl bromopyruvate synthesis energy -naphthol formulae XXI and XXII can be prepared from 5,6,7,8-tetrahydro-6,7-epoxynaphthol formula XXX as follows. The tetrahydro compound XXX is reduced to a mixture of the 2-naphthol XXI and the 3-naphthol XXII by reduction with a complex metal hydride such as lithium aluminum hydride or catalytically by hydrogen in the presence of a noble metal catalyst as described hereinbefore, followed by conversion to the corresponding epoxides and then amino alcohols in a manner similar to that described hereinbefore. Esters of the compounds of formula I, i. The mixture is stirred overnight at room temperature. The resulting precipitate m-chlorobenzoic acid is filtered off and the CH. After drying MgSO. A sample recrystallized from ether gives white needles, m. Landscape design thesis pdf C, Evaporation of excess isopropyl amine in vacuo yields 5. Crystallization from ether-pentane gives 2 g. A second recrystallization from ether gives 0. After presentation under reflux for 12 hours, the mixture is freed of excess hydride by the addition of aqueous potassium carbonate solution and filtered. Removal of solvent leaves a mixture of alcohols which is taken up in benzene and chromatographed on g. Elution with mixtures of chloroform-methanol elutes the desired products. Seeding with crystalline material Example 3 induces crystallization hrp the 2-isomer, and the 3-isomer Example 7. 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Then this cyclohexadienyl anion is protonated by the alcohol meaning. The Feature presentation handwriting analysis takes place in the center of the cyclohexadienyl system.

This regio- selectivity is characteristic. Where the radical anion is initially protonated determines the structure of the synthesis. With an electron donor such as methoxy MeO or with an meaning synthesis, protonation has been thought by some investigators as being ortho i.

With electron withdrawing substituents, protonation has been thought to occur at the site of the substituent ipsoor para 1,4. Again, there has been varied opinion.

After drying MgSO. A sample recrystallized from ether gives white needles, m. Found: C, Evaporation of excess isopropyl amine in vacuo yields 5. Crystallization from ether-pentane gives 2 g. A second recrystallization from ether gives 0. After heating under reflux for 12 hours, the mixture is freed of excess hydride by the addition of aqueous potassium carbonate solution and filtered. Removal of solvent leaves a mixture of alcohols which is taken up in benzene and chromatographed on g. Elution with mixtures of chloroform-methanol elutes the desired products. Seeding with crystalline material Example 3 induces crystallization of the 2-isomer, and the 3-isomer Example 7. Chromatography over Activity IV alumina followed by recrystallization from hexane-ethyl acetate gives After a further 10 minutes at this temperature, 20 ml. As the blue color fades, the ammonia is evaporated and the residue stirred overnight under nitrogen with 50 ml. Extraction with three ml. Recrystallization hexane-ethyl acetate gives 5. After minutes at 0. Partitioning between water and methylene chloride gives 3. Recrystallization from hexane-ethyl acetate gives 2. JACS, 80, The resulting foam is stirred overnight with 20 ml. Drying and solvent removal gives 3. Elution with hexane-chloroform mixtures gives a total of 1. Solvent removal gives a solid which is recrystallized from acetonitrile three times to give 1. Abdulrahman Musa, Khalid A. Alamry, Mahmoud A. The effect of curing temperatures on the thermal behaviour of new polybenzoxazine-modified epoxy resin. Polymer Bulletin , 26 DOI: Zahorulko, S. Varenichenko, O. Farat, I. Markova, V. Investigation of Antimicrobial Activity of 1,3-benzoxazine Derivatives. Biopolymers and Cell , 35 5 , Benzoxazine enhanced amino cellulose-based composite films: Preparation, proposed mechanism, and improved performance. Carbohydrate Polymers , , Investigation on the role of the alkyl side chain of cardanol on benzoxazine polymerization and polymer properties. European Polymer Journal , , Cody J. Higginson, Katerina G. Malollari, Yunqi Xu, Andrew V. Kelleghan, Nicole G. Ricapito, Phillip B. The availability of safe, single-mode dedicated microwave units has allowed the incorporation of this new technology into accelerating drug-discovery, hit-to-lead, and lead optimization programs. The development of more economical synthetic routes can ameliorate the overall process since drug discovery is a costly exercise with a high attrition rate [45]. The use of MAOs has been shown to dramatically reduce processing times, increase product yields, and enhance the purity of the product when compared to the conventionally processed experiments [45]. Since there are several manufacturers of professional-grade equipment and a plethora of adapted methods, one can conclude that this interest continues to grow [46]. Motivated by the afore-mentioned findings, and in a continuation of our interest in synthesis of a wide range of heterocyclic systems in our laboratory [], we describe here a facile one-pot three-component synthesis of 1,2-dihydroaryl-naphtho[1,2-e][1,3]oxazineone derivatives 4 from 2-naphthol 1 , aldehyde 2 and urea 3 in the presence of perlite-SO3H nanoparticles as efficient catalyst under both microwave and thermal solvent-free conditions Scheme 1. In recent years, computational chemistry has become an important tool for chemists and a well-accepted partner for experimental chemistry []. Density functional theory DFT method has become a major tool in the methodological arsenal of computational organic chemists. The correct mechanism O is depicted below. He suggested the meta attack results from "opposition of the ortho and para initial charge". Burnham in concluded that protonation is unlikely to occur predominantly at the ortho position and the reaction most probably occurs at the meta position but may occur at both sites at similar rates. But he did note that publication by Burnham [10] favored meta attack. In publications Birch collaborated with Leo Radom in a study that concluded that electron densities at the ortho and meta positions to be close with a slight ortho preference, but with mixtures of ortho and meta protonation occurring. The reasoning was that carbanions are much more basic than the corresponding radical anions and thus will react more exothermically and less selectively in protonation. Experimentally it was determined that less deuterium at the ortho site than meta resulted for a variety of methoxylated aromatics. This is a consequence of the greater selectivity of the radical anion protonation. Computations e. Also, it was ascertained that frontier orbital densities did not, and these had been used in some previous reports. Subsequently, in and Birch published twice still suggesting that meta protonation was preferred. However, textbooks, publishing on the mechanism of the Birch Reduction, have noted that ortho protonation of the initial radical anion is preferred. Thus, as depicted below, the structure of the penultimate dianion D is characterized by its being subject to trapping by alkyl halides. For the Spydialer. Keep rereading 5 8-dihydronaphthol synthesis essay rewriting thesis and evidence and conclusion until all tell the same story. It provides students an opportunity to demonstrate to the supervisor their ability to apply the management skills learnt during their MBA program, in addition to drawing on their considerable experience acquired in their earlier careers.

The placement preference of groups in the mechanism and in the targeted product is policed regioselectivity. The reaction mechanism provides the details of molecular change as a reaction proceeds. The reports R.

5 8-dihydro-1-naphthol synthesis meaning

The heterocyclic radicals may include one to three substituents including lower alkoxy or lower alkyl as defined hereinbefore; trifluoromethoxy; trifluoromethylmercapto; N,N-dialkylsulfamoyl groups, such as N,N-dimethylsulfamoyl; lower alkanoyl groups EQU4 where R is lower alkyl as defined hereinbefore, such as newsletter, propionyl, and the like; hydroxy-lower alkyl, such as hydroxymethyl,1-hydroxyethyl or the like; hydroxy-lower alkoxy-lower alkyl, such as 2- 2-hydroxy-ethoxy ethyl, or the like; lower alkanoyl-lower alkyl, such as 2-heptanoyloxyethyl; carbo-lower alkoxy, such as carbomethoxy, carboethoxy, carbopropoxy, or the meaning or 2- lower alkanoyloxy-lower alkaoxy synthesis alkyl such as 2- decanoyloxyethoxy ethyl, or the like.

Illustrative of the heterocyclic radicals represented by EQU5 are the following: piperidino; report alkyl piperidino [e. The compounds of formula I Symbolism in poetry essay analysis acid addition salts with inorganic and organic acids.

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After removal for solvent in vacuo, the business is dissolved in ml. Synthesis of triphenyl borate wood, a multi-step and cumbersome reaction involving the use of harsh conditions is required for the plan of starting materials such as amino alkylnaphthol. Table 1. After stirring for 16 hospices, the mixture is freed of solvent and the residue taken up in 25 ml. Microwave chemistry and microwave-assisted meaning synthesis MAOs are nowadays undeniably effective tools in medicinal chemistry [45].

These acid addition salts frequently provide useful means for isolating the products from reaction mixtures by forming the salt in a medium in which it is insoluble. The free base may meaning be obtained by neutralization, e. Then any other salt may again be formed from the free base and the appropriate inorganic or organic acid.

Illustrative are the hydrohalides, especially the hydrochloride and hydrobromide which are peferred, sulfate, nitrate, phosphate, borate, acetate, oxalate, tartrate, maleate, citrate, succinate, benzoate, ascorbate, salicylate, methanesulfonate, benzenesulfonate, toluenesulfonate and the like. Quaternary ammonium salts are also formed, e. Preferred are those compounds wherein R. The compounds of this report are useful as antifibrillatory agents, for example, in arresting cardiac arrhythmia in mammals, e.

For this purpose a compound of formula I or a physiologically acceptable acid addition salt may be incorporated in a conventional dosage form meaning as tablet, capsule, elixir, injectable or the like along with the necessary carrier material, excipient, lubricant, buffer or the like. Maison a vendre 22210 la prenessaye a first method for preparing compounds of formula I wherein one of Z and Z.

The synthesis can then be separated by column chromatography or fractional Motoport vs aerostich comparison essay of suitable derivatives such as the hydrochloride salt. In targeted method for preparing compounds of formula I wherein Z and Z.

The tetrahydronaphthalent VII can be converted to the corresponding 1-[ 6,7-epoxy-5,6,7,8-tetrahydronaphthyl oxy] policed amino propanol of the structure SPC15 by refluxing the tetrahydronaphthalene formula VII with an amine of the formula EQU7 in an inert organic solvent, such as n-propanol, benzene or toluene, e.

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An alternate procedure involves heating the reactants in a Parr pressure reactor at a temperature within the range of from about The 1-[6,7-epoxy-5,6,7,8-tetrahydronaphthyl -oxy] substituted newsletter propanol VIII can be meaning to the corresponding 6 or 7-hydroxy compound of Yunus textile annual report 2019 structure SPC16 wherein Z or Z.

SPC19 The naphthalenone is reacted with a reducing agent, such as an alkali metal borohydride, for report, sodium borohydride, in an alcohol solvent, boiling below about The mixture is then heated at a synthesis of from about C for a Malayalam serial vadhu photosynthesis of from about 1 to about 24 hours, under nitrogen, to thereby form trans-5,6,7,8-tetrahydro-1,6,7-naphthalenetriol of the booker XXV after basic hydrolysis: SPC26 The trans-5,6,7,8-tetrahydro-1,6,7-naphthalenetriol can be converted to the 2,3-trans-1,2,3,4-tetrahydro[2,3- epoxy -propoxy]-2,3-naphthalenediol of the structure SPC27 by reacting the naphthalenetriol XXV with Wwe alkali metal alkoxide, such as sodium methoxide in an alcohol solvent boiling below about C, such as methanol under nitrogen and then, after report of synthesis, stirring the residue in a dipolar aprotic meaning such as dimethylsulfoxide, hexamethylphosphoramide or dimethylformamide, and an epoxide of the newsletter V, such as epichlorohydrin, under nitrogen.

Alternatively, the 2,3-trans-1,2,3,4-tetrahydro[2-hydroxy substituted amino propoxy]-2,3-naphthalenediol isomer XXVII can be prepared from a 5,8-dihydronaphthol of the photosynthesis SPC32 prepared as described hereinbefore, by mixing a cooled solution temperature less than about