Azulene


Azulene is an aromatic compound and undergoes substitution reactions in the 1-position. At 270 C it is transformed into naphthalene.  [c.49]

Guaiazulene—Principally l,4-dimethyl-7-isopropyl-azulene.  [c.453]

The blue pyridine distillate is redistilled through a 50-cm vacuum-jacketed Vigreux column (to avoid loss of azulene) until approximately 1.7 L is collected the residual azulene is combined with the main residues for extraction.  [c.136]

Further purification of azulene may be achieved by sublimation at reduced pressure, mp 99 C. The checkers found that mechanical losses, particularly as mentioned in Note 9, lead to reduction in yield with reduction in scale (0.1 mol, 39% yield 0.5 mol, 43% yield 0.8 mol, 79% yield).  [c.137]

Azulene does have an appreciable dipole moment (0.8 The essentially single-bond nature of the shared bond indicates, however, that the conjugation is principally around the periphery of the molecule. Several MO calculations have been applied to azulene. At the MNDO and STO-3G levels, structures with considerable bond alternation are found as the minimum-energy structures. Calculations which include electron correlation effects give a delocalized n system as the minimum-energy structure.  [c.536]

In contrast to the significant resonance stabilization of azulene, pentalene and heptalene are indicated to be destabilized relative to a reference polyene  [c.536]

Polycyclic aromatic hydrocarbons, naphthylamines After application of the sample solution place the TLC plate in a darkened iodine vapor chamber (azulene a few minutes, PAH several hours). Then remove the excess iodine at 60 °C. [20]  [c.66]

The generic term azulene was first applied to the blue oils obtained by distillation, oxidation, or acid-treatment of many essential oils. These blue colours are usually due to the presence of either guaiazulene or velivazulene. The parent hydrocarbon is synthesized by dehydrogenation of a cyclopentanocycloheptanol or the condensation of cyclopentadiene with glutacondialdehyde anil.  [c.49]

A second study [80] looked at the anomalous fluorescence of azulene (from S2 rather than Si), which has been known about for many years. Despite a paper from Beer and Longuet-Higgins [238] suggesting fast Si So internal conversion via an intersection, this system has a long history of measmements trying to ascertain the mechanism. These conclusively show that the lifetime of the Si state is under 1 ps. The MMVB dynamics calculations support these findings by showing that, not only is there a conical intersection between the surfaces, but also that a nuclear wave packet would find the intersection within a single vibrational period. This results in exhemely efficient internal conversion.  [c.303]

In both cases, about one-third of the trajectories decay directly to the ground-state. The remaining trajectories fonn mixed-states before decaying. For hexatriene, this decay is a steady process. Studying trajectories around the peaked conical intersection nin separately on the two surfaces, the trajectories on the lower surface leave the non-adiabatic region immediately. On the upper surface, however, the trajectory stays near this region. As a result, the mixed-state trajectory is held near the intersection until decay has progressed far enough for the ground-state surface to dominate and the system moves away. In contrast, for azulene the population transfer takes place stepwise, each step corresponding to a recrossing of the non-adiabatic region. Such a stepwise transfer is compatible with time-resolved measurements [240]. Averaging over the trajectories produces a biexponential decay, again a behavior observed experimentally. These calculations support the idea that Ehrenfest dynamics perform well for bound-state systems—recrossings ensure that the system is not trapped in a mixed state.  [c.305]

The cyclic 2,4-dienoate 184, formed by the Pd-catalyzed cyclization of the 1,6-enyne 183, reacted with 154 to form the azulene derivative 185[118], The 3-methylenepyrrolidine 188 is formed by the reaction of the Zn reagent 186 with the chiral imine 187 with high diastereomeric excess. The structure of the allylic ethers is important for obtaining high diastereoselectivity[l 19],  [c.315]

Among other aromatic compounds that have been tricyanovinylated are phenanthrene (23), o-alkylphenols (24), pyrrole (23), indoles (23,25), 2-meth5lfuran (26), azulenes (26,27), diazocyclopentadiene (28), and a variety of phenyUiydrazones (26).  [c.404]

Azulene, 4,b,8-trimethyl-from pyrylium salts, 3, 660 Azulenes  [c.532]

Azulene (2) A mixture of 2-isopropyl-4,7-climethylindane 1 (200 g, 1.91 mol) and ethyl diazoacetate (50 g, 0.5 mol] was heated for 1 h at 130°C. Vacuum distillation and recovery ol 1 (160 g) gave a brown residue which was heated with 40% NaOH (40 mL) and EtOH (200 mL). The unreacled ester was extracted with Et20 and the aqueous solution was acidified to obtain crude 2, which after distillation afforded 24 g ol 2(52%), bp t60-185°C/ 2mm.  [c.296]

Alumina was purchased from Macherey, Nagel and Co., Diiren (FRG). The checkers employed 650 g of neutral alumina (Fisher, adsorption grade, 80-200 mesh) packed in a 40-cm high column. Yellow impurities remained on the column, while the blue azulene came off with the hexane solvent front.  [c.137]

The condensation of a vinylogous formamide with an enamine has been applied to an aza azulene synthesis (351). The point of attachment of the aldehyde to the enamine in condensations with indolenin derived poly-enamines was found to favor the second double bond (352,353).  [c.377]

Examine electrostatic potential maps for naphthalene, azulene and hexaphenyltriafulvene.  [c.181]


See pages that mention the term Azulene : [c.41]    [c.49]    [c.2345]    [c.3016]    [c.10]    [c.283]    [c.538]    [c.583]    [c.973]    [c.325]    [c.84]    [c.18]    [c.134]    [c.137]    [c.138]    [c.139]    [c.118]    [c.303]    [c.381]    [c.531]    [c.532]    [c.535]    [c.580]    [c.767]    [c.98]    [c.733]    [c.181]   
Thin-layer chromatography Reagents and detection methods (1990) -- [ c.66 ]

The chemistry of essential oils and artificial perfumes Volume 2 (1922) -- [ c.103 ]