Tetralins 5-substituted

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... 

Or by a naphthenic ring which can also be substituted for two adjacent hydrogen atoms forming a naphthene aromatic such as tetralin or tetra.hydronaphthaiLene. ... 

A further example is given below illustrating the use of a dibasic anhydride (succinic anhydride) the succinoylation reaction is a valuable one since it leads to aroyl carboxylic acids and ultimately to polynuclear hydrocarbons. This general scheme of synthesis of substituted hydrocarbons through the use of succinic anhydride is sometimes called the Haworth reaction. Thus a-tetralone (see below) may be reduced by the Clemmensen method to tetralin (tetrahydronaphthalene) and the latter converted into naphthalene either catal3d.ically or by means of sulphur or selenium (compare Section, VI,33). 

An alternative to monooxygenation is realized in the hydration of the substituted cyclohexanone derived from the fission product of 1,2-dihydroxynaphthalene during the degradation of 1,2,3,4-tetrahydronaphthalene (tetralin) (Hernaez et al. 2002) (Figure 7.35). 

Tetralin (Sr) because vinylic substitution in the former should raise the T level of the hydrogen-containing HOMO. For the s reason, A dialinl f should also be a more effective (4n)e... 

Methoxytetralin [Partial Reduction of a Substituted Naphthalene to a Tetralin].262 1,5-Dimethoxynaphthalene (300 mg, 1.0 mmol) dissolved in... 

Methoxytetralin, substituted naphthalene reduction to tetralin, 132-133 Methyl-2-(phenylcarbamoyl)butanoate, a,-unsaturated ester hydrocarbamoylation, 134 4-Methylbenzyl chloride [reductive... 

Tetrahydropyran (THP), aldehyde etherification, 67-68 Tetralin compounds, 5-methoxytetralin reduction of substituted naphthalene, 132-133... 

It can be seen that primary and secondary R02 radicals disproportionate with the participation of the a-C—H bond. This explains why the substitution of D in the a-position for H retards the recombination of R02 [/tn//tD =1.9 for ethylbenzene, h/ d = 2.1 for styrene, and h/ d=1-37 for diphenylmethane [179]). Because of this, R02 radicals of unsaturated compounds with a double bond in the a-position to the peroxyl free valence disproportionate more rapidly than structurally analogous aliphatic peroxyl radicals (at 300 K, 2kt = 2x 107 and 3.8 x 106 L mol-1 s-1 for R02 radicals of cyclohexene and cyclohexane, respectively [180]). Among the products of secondary peroxyl radicals disproportionation, carbonyl compound and alcohol were found in a ratio of 1 1 at room temperature (in experiments with ethylbenzene [181], tetralin [103], and cyclohexane [182-184],... 

Unusual amino acids include a class of unnatural a-amino acids such as phenylalanine, tyrosine, alanine, tryptophan, and glycine analogs, and f)-amino acid analogs containing 1,2,3,4-tetrahydroisoquinoline, tetraline, l,2,3,4-tetrahydro-2-carboline, cyclopentane, cyclohexane, cyclohexene, bicyclo[2.2.1]heptane or heptene skeletons. Different selectors were exploited for the separation of unusual amino acids, most of the production being made by Peter and coworkers teicoplanin [41, 56, 84, 90, 93, 124, 141-144], ristocetin A [33, 94, 145, 146], and TAG [56, 147]. Enantiomeric and diastereomeric separations of cyclic -substituted a-amino acids were reported by other authors on a teicoplanin CSP [88, 89], Ester and amide derivatives of tryptophan and phenylalanine were recently analyzed on a Me-TAG CSP [58],... 

The consequences of the distortion of the aromatic benzene ring by fusion to a cyclopropene, as it occurs in cycloproparenes, has been the subject of much discussion and speculation. Much of this debate concerned the question of bond fixation in strained aromatics which has a long historical background. In 1930 Mills and Nixon observed different reactivities towards electrophilic substitution of the a and positions in tetralin (251) and indane (252). This observation was... 

The electronic effects of cycloalkyl annelation can be divided into inductive and resonance effects. Few measurements of the resonance contributions of cycloalkyl substituents exist. A single determination of the resonance parameter para to substitution in o-xylene, tetralin and indan suggests that hyperconjugative release is fairly constant within a series of benzocycloalkenes, and that strain induced electronic effects must act inductively. ... 

In contrast to observations in 85% H2SO4, there is no clear correlation of P-selectivity with either ring strain or sterics in sulphonation with sulfur triox-ide. The selectivity for P-substitution increases in the order o-xylene < indan < tetralin < cyclobutabenzene < cycloheptabenzene. This data shows no clear dominance of steric or electronic effects. 

The cross-termination constant was obtained from the rates of oxidation of cumene-Tetralin mixtures in the region of the rate minimum (Table II). The rates, rate constants, and concentrations were substituted into Equation 9, giving fcC T = 1.0 X 106 Mole"1 sec."1 at 30°C. The rate constants for the oxidation of the cumene-Tetralin system are summarized in Table III. 

A range of diols and cyclic ethers were used to carry out alkylation of aromatics (benzene, toluene, xylenes, trimethylbenzenes, naphthalene) in the presence of triflic acid.204 310 In a recent study,311 various methyl-substituted benzene derivatives were alkylated with 1,4-diols [Eq. (5.117)] to form substituted tetralin derivatives in high yields. The transformations involve an intermolecular alkylation step followed by intramolecular alkylation (cyclialkylation). 2,2,5,5-Tetramethyltetrahydrofuran is similarly effective. For example, it alkylates benzene to give octamethyloctahydroan-thracene (98% yield) and reacts with naphthalene to yield octamethyloctahydrote-tracene [Eq. (5.118)]. 

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