L- tetradecane

Dipolar cycloadditkm reactions of nitrones to olefins, 46, 1,3-Dipolar cycloadditions with 3-phenylsydnone, 45, 98 Dispiro[5 1 5 l]tetradecane-7,14-dione, photolysis to cyclohexylidene-cyclohexane, 47, 34 preparation from cyclohexanecarbonyl chlonde and triethylamine, 47,34 Displacement of bromine from 1-bromo-2-fluoroheptane to give 2-fluoro-heptyl acetate, 46, 37... 

Photolysis, apparatus for, 47, 65 of butadiene to cis- and Irans-1,2-divinylcyclobutane, 47, 65 of dispiro[5.1.5.l]tetradecane-7,14-dione to cyclohexylidenecyclo-hexane, 47, 34... 

Dehydrohalogenation, of cyclohexane-carbonyl chloride to dispiro-[5.1.5. l]tetradecane-7,14-dione, 47,34... 

Polyspiro compounds are indicated by prefixes dispiro, trispiro, etc. which correspond to the number of spirocenters. The systematic numbering of atoms which are separated by spirocenters starts from the smallest terminal ring and proceeds by the shortest path to the second spirocenter, etc. When the last spirocenter is reached, one counts backward to the starting point. The numbers for the atoms are assigned according to the same principle. For example, the name of compound 2 is pentaspiro[2.0.1.0.2.O.2.0.1. l]tetradecane. 

Dipotassium platinum tetrachloride, 182 Dipotassium rhodizonate, 262 N,N -Disalicyle(hylenediamine, 360 Disodium acetylide, 182 Disodium phenanthrene, 182 Dispiro[2.0.2.2]octene-7, 388 Dispiro[5.1.5. l]tetradecane-7,14-dione, 428, 429... 

A different derivative, but also having the bicydo[9,3,l] tetradecane system, was found in Sarcophyton solidum harvested in Taiwan, and sandresolides A-C, whose original carbon skeleton corresponds to a bicydo[5,4,0]... 

Dibenzyl-14-crown-4 (lithium ionophore VI 6,6-dibenzyl-l,4,8,ll-tetra-oxa-cyclo-tetradecane) [106868-21-7] M 384.5, m 102-103°. Dissolve in CHCI3, wash with saturated aqueous NaCl, dry with MgSOa, evaporate and purify by chromatography on silica gel and gradient elution with C6Hg-MeOH followed by preparative reverse phase HPLC on an octadecyl silanised silica (ODS) column and eluting with MeOH. It can be crystd from MeOH (v Br 120 cm , C-O-C). [7 Chem Soc Perkin Trans 1 1945 1986.]... 

For a detailed discussion of the calculation of activities (and excess Gibbs free energies) from freezing point measurements, see R. L. Snow. J. B. Ott. J. R. Goates. K. N. Marsh, S. O Shea, and R. N. Stokes. "(Solid + Liquid) and (Vapor + Liquid) Phase Equilibria and Excess Enthalpies for (Benzene + //-Tetradecane), (Benzene + //-Hexadecane). (Cyclohexane + //-Tetradecane), and (Cyclohexane +//-Hexadecane) at 293.15, 298.15, and... 

An example for a partially known ternary phase diagram is the sodium octane 1 -sulfonate/ 1-decanol/water system [61]. Figure 34 shows the isotropic areas L, and L2 for the water-rich surfactant phase with solubilized alcohol and for the solvent-rich surfactant phase with solubilized water, respectively. Furthermore, the lamellar neat phase D and the anisotropic hexagonal middle phase E are indicated (for systematics, cf. Ref. 62). For the quaternary sodium octane 1-sulfonate (A)/l-butanol (B)/n-tetradecane (0)/water (W) system, the tricritical point which characterizes the transition of three coexisting phases into one liquid phase is at 40.1°C A, 0.042 (mass parts) B, 0.958 (A + B = 56 wt %) O, 0.54 W, 0.46 [63]. For both the binary phase equilibrium dodecane... 

A gas chromatographic method is described in this work for the analysis of tetradecane-l,4-sultone (C14 5-sultone) and the combination of 2-chloro-tetradecane-l,3-sultone (C14 2-chloro-y-sultone) and l-tetradecene-l,3-sultone (C14 unsaturated y-sultone) in neutral oils isolated from alkenesulfonate. Samples of the neutral oil are diluted in hexane and injected directly into the gas chromatograph. Quantitative data are obtained by comparison to known amounts of the respective sultones. Through the use of silica gel column chromatography followed by GC of collected fractions, separation and individual quantitation of the 2-chlorotetradecane-l,3-sultone and l-tetradecene-l,3-sultone can be obtained. 

Die kathodische Reduktion von l,4-Dibrom-bicyclo[2.2.1]heptan in DMFergibt neben Bicyclo[2.2.1]nonan (I) und Pentacyclo 4.2.2.22 sl1,bl2 s]tetradecan (II) 1-(N-Methyl-N-formyl-amino)-bicyclo[2.2.1, ]heptan (III)4 ... 

TABLE 26. Force field (MMl) calculations of l,5-diazabicyclo[3.3.3]undecane 72 and 1,6-diazabicyclo[4.4.4]tetradecan 73 (distances in A, bond angles in degrees, relative energies in kcalmol1)111... 

While all strain effects in monoamines are basicity weakening, it is possible to find cases in di- and polyamines where strain is relieved upon protonation, leading to increased basicity. This phenomenon is observed in 1,4-diaminobutane derivatives where an almost linear N... H—(N+) hydrogen bond in the mono-protonated derivatives leads to a stable, seven-membered ring structure. Thus, for example, the measured PA of l,6-diazabicyclo[4.4.4]tetradecane (73) is 228.3 kcalmol-1, about 11 kcalmol-1 higher than its monoamine analog 75, despite the similar, inwardly pyramidalized, nitrogen conformation of both neutral amines. 

However, in more complicated amines, this straight correlation is violated. The bicyclic tertiary amine l-azabicyclo[4.4.4]tetradecane (22) and the acyclic tertiary amine n-Bu3N have nearly the same first IP (7.84 and 7.90 eV, respectively), but the proton affinity of the bicyclic amine is 20 kcal mol 1 lower than that of the acyclic52. On the other hand, for other bridge-head tertiary amines like l-azabicyclo[2.2.2]octane (quinuclidine, 20) and l-azabicyclo[3.3.3]undecane (manxine, 21) the expected relation between proton affinities and IP values is observed. The extraordinary properties of l-azabicyclo[4.4.4]tetradecane (22) are caused by its unusual conformation the nitrogen lone-pair is directed inward into the bicycle where protonation is not possible. In the protonated form, the strained out-conformation is adopted. This makes it the least basic known tertiary amine with purely saturated alkyl substituents. Its pKa, measured in ethanol/water, is only +0.693. Strain effects on amine basicities have been reviewed by Alder88. 

In order to determine the electronic interaction between the amino and the alkene functionalities, the n and tt orbital energies of 32 and the two analogous monofunctional compounds l-azabicyclo[4.4.4]tetradecane (34) and bicyclo[4.4.4]tetradec-l-ene (35) should be known. n and JZ( =c of 32 and 34 have been determined by PES, while 7r =c of the unknown alkene 35 has been estimated. The data are depicted in Figure 9. 

FIGURE 9. Orbital correlation diagram for l-azabicyclo[4.4.4]tetradec-5-ene (32), 1 -azabicyclo 4.4.4 -tetradecane (34) and bicyclo[4.4.4]tetradec-l-ene (35)... 

Sattelkau and Eilbracht90 have exploited the Claisen rearrangement of allyl vinyl ethers in their synthesis of several spiro compounds. As shown below in equation 62, 7,9-dimethyl-l,4-dioxa-spiro[4,5]decan-8-one, 118, was converted to a ,/J-unsaturated ester 119 which was reduced to allyl alcohol 120906. Allyl vinyl ether 121 underwent a rhodium-catalyzed Claisen rearrangement to afford 7r,13r-dimethyl-l,4-dioxa-(8rC9)-dispiro[4.2.4.2]tetradecan-10-one (122) in 36% yield. 

---