91-17-8 Decalin

When a decalin ring is linked to substituents, they can be either axial or equatorial. The spatial location of the substituent cannot be changed in rmw-decalin because the ring system does not flip. However, a substituted ch-decalin can exist in two conformations whose energies are not equal. 

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It is a typically aromatic compound and gives addition and substitution reactions more readily than benzene. Can be reduced to a series of compounds containing 2-10 additional hydrogen atoms (e.g. tetralin, decalin), which are liquids of value as solvents. Exhaustive chlorination gives rise to wax-like compounds. It gives rise to two series of monosubstitution products depending upon... 

Fig. X-13. Advancing contact angles for methylene iodide-decalin mixtures on polyethylene. (From Ref. 172.)...

Use ) gui to produce the cis and i/rms forms of decalin. Run a PM.f calculation of the energies of these two forms. What is the cis-lmns isomerization energy as calculated by PMIT ... 

The Birch reductions of C C double bonds with alkali metals in liquid ammonia or amines obey other rules than do the catalytic hydrogenations (D. Caine, 1976). In these reactions regio- and stereoselectivities are mainly determined by the stabilities of the intermediate carbanions. If one reduces, for example, the a, -unsaturated decalone below with lithium, a dianion is formed, whereof three different conformations (A), (B), and (C) are conceivable. Conformation (A) is the most stable, because repulsion disfavors the cis-decalin system (B) and in (C) the conjugation of the dianion is interrupted. Thus, protonation yields the trans-decalone system (G. Stork, 1964B). 

Various bicyclic and polycyclic compounds are produced by intramolecular reactions] 127]. In the syntheses of the decalin systems 157 [38] and 158 [128], cis ring Junctions are selectively generated. In the formation of 158, allyhc silyl ether remains intact. A bridged bicyclo[3.3. l]nonane ring 159 was constructed... 

The same regioselective and stereospecific reactions are observed in decalin systems. The 3/3-formate 605 is converted into the a-oriented (j-allylpalladium complex 606, and the hydride transfer generates the fra .s-decalin 607, while the cis junction in 610 is generated from the 3tt-formate 608 by attack of the hydride from the /3-side (609). An active catalyst for the reaction is prepared by mixing Pd(OAc)2 and BU3P in a 1 I ratio with this catalyst the reaction proceeds at room temperature. The reaction proceeded in boiling dioxane when a catalyst prepared from Pd(OAc)2 and BujP in a 1 4 ratio was used[390]. 

Mixtures of trioctylamine and 2-ethylhexanol have been employed to extract 1—9% by volume acetic acid from its aqueous solutions. Reverse osmosis for acid separation has been patented and solvent membranes for concentrating acetic acid have been described (58,59). Decalin and trioctylphosphine were selected as solvents (60). Liquid—Uquid interfacial kinetics is an especially significant factor in such extractions (61). 

CoF is used for the replacement of hydrogen with fluorine in halocarbons (5) for fluorination of xylylalkanes, used in vapor-phase soldering fluxes (6) formation of dibutyl decalins (7) fluorination of alkynes (8) synthesis of unsaturated or partially fluorinated compounds (9—11) and conversion of aromatic compounds to perfluorocycHc compounds (see Fluorine compounds, organic). CoF rarely causes polymerization of hydrocarbons. CoF is also used for the conversion of metal oxides to higher valency metal fluorides, eg, in the assay of uranium ore (12). It is also used in the manufacture of nitrogen fluoride, NF, from ammonia (13). 

The patent Hterature indicates that the AUiedSignal process uses lower boiling solvents such as chlorofluorocarbons as the cooling/extraction baths (16), whereas the processes of Stamicarbon indicate the use of decalin solvent followed by cooling and slow removal of the decalin in successively hotter chambers while stretching (17). 

Property Tetralin cis Decalin Mixed isomers trans... 

Tetralin and decalin, respectively data from Ref. 24 unless otherwise noted. Ref. 23. 

Further hydrogenation under pressure in the presence of a nickel catalyst gives a mixture of cis- and /n j -decahydronaphthalene [493-02-7] (Decalin). 

Decahydronaphthalene [91-17-8] (Decalin) is the product of complete hydrogenation of naphthalene. Like Tetralin, it is a clear, colorless Hquid with... 

Cis- andTrans-Decaline, American Petroleum Institute, Monograph Series, PubHcation 706, API, Washington, D.C., Oct. 1978. 

Tetralin and Decalin Solvents, Bulletin, E. I. du Pont de Nemours Co. Inc., Organic and Chemicals Division, Wilmington, Del., 1976. 

At room temperature, HDPE is not soluble in any known solvent, but at a temperature above 80—100°C, most HDPE resins dissolve in some aromatic, aflphatic, and halogenated hydrocarbons. The solvents most frequently used for HDPE dissolution are xylenes, tetralin, decalin 1,2,4-trimethylbenzene, o-dichlorobenzene, and 1,2,4-ttichlorobenzene. 

Chemical Properties and Reactivity. LLDPE is a saturated branched hydrocarbon. The most reactive parts of LLDPE molecules are the tertiary CH bonds in branches and the double bonds at chain ends. Although LLDPE is nonreactive with both inorganic and organic acids, it can form sulfo-compounds in concentrated solutions of H2SO4 (>70%) at elevated temperatures and can also be nitrated with concentrated HNO. LLDPE is also stable in alkaline and salt solutions. At room temperature, LLDPE resins are not soluble in any known solvent (except for those fractions with the highest branching contents) at temperatures above 80—100°C, however, the resins can be dissolved in various aromatic, aUphatic, and halogenated hydrocarbons such as xylenes, tetralin, decalin, and chlorobenzenes. 

Above 100°C, most polyolefins dissolve in various aHphatic and aromatic hydrocarbons and their halogenated derivatives. For example, polybutene dissolves in benzene, toluene, decalin, tetralin, chloroform, and chlorobenzenes. As with other polyolefins, solubiHty of PB depends on temperature, molecular weight, and crystallinity. 

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