Naphthalene tetrahydro

Tetralins — see also Naphthalenes, tetrahydro-thermochemistry, 2, 368 Tetfalones... 

Tetralins — see also Naphthalenes, tetrahydro-thermochemistry, 2, 368 Tetralones Schmidt reaction azepine synthesis by, 7, 531 Tetramisole—see Imidazo[2,I-6]thiazoie, ( )-2,3,5,6-tetrahydro-6-phenyl-... 

Carbon monoxide reacts at atmospheric pressure with the radical anions of condenses aromatic hydrocarbons in ether solvents, e.g., the sodium-naphthalene-tetrahydro-furan system, is used for promoting the reduction of CO, to give products with new carbon-carbon bonds. Among the products with the naphthalene radical anion, dihydronaphthalene dicarboxylic acids and oxalic acid are isolated after oxidation with air and treatment with water. 

Naphthoquinone reacts in 30 minutes to give l,2,3,4-tetrahydro-l,4-dioxo-naphthalene in 70% yield. After recrystallization from hexane, the product has mp 95-97° 10). 

CA Registry No 2493447-2. It is prepd by bromination of 5,6-dinitro-l,2,3,4-tetrahydro-naphthalene followed by dehydrobromination (Ref 20), from 2-nitro-l-naphthylamine by the same procedure as used for the prepn of the 1,4-isomer (Ref 20)... 

Dinitronaphthalene ( Gamma-dinitronaph-thalene, 1,3-DNN), Bright yel needles from aq pyridine, mp 144°, bp subl (Refs 1 32) CA Registry No 606-37-1. It is prepd by the action of nitric ac/sulfuric ac on naphthalene at low temps (Refs 14 33) by the nitration of 1-MNN with a mixt of 17.3% nitric ac, 61.2% sulfuric ac, and 21.5% w, temp 59-75°, time 90min (Ref 52) by the action of powd Cu (Ref 18) or hydrazine (Ref 22) on l-chioro-2,4-dinitro-naphthalene by the diazotization of 2,4-dinitro-1-naphthylamine followed by redn of the dia-zonium salt with EtOH (Ref 25) or by the action of Br on 5,7-dinitro-l,2,3,4-tetrahydro-naphthalene followed by dehydrobromination (Ref 13). It is used to prep more highly nitrated naphthalenes... 

Dinitro-o-phthalic Acid. Prisms from eth. mp 225—6°. Very sol in w, ale. eth insol in llgr, C disulfide and benz. Can be prepd by the oxidation of 5,7-dinitro-l,2,3,4-tetrahydro-naphthalene with 30% boiling nitric acid or by other methods given in the Refs. The barium salt, Cg H2 (N02)2 04. Ba is expl... 

Compound 1 is completely hydrogenated to the saturated ketone, 4-(6-methoxy-2-naphthyl)-3-butan-2-one. Compound 2 is hydrogenated in high ytield (90%) to the saturated ketone, 2-acetyl-5,8-dimethoxy-tetrahydro-naphthalene, which can be obtained in the pure form by fractional crystallization from chloroform. 

Autoxidation may in some cases be of preparative use thus reference has already been made to the large-scale production of phenol+ acetone by the acid-catalysed rearrangement of the hydroperoxide from 2-phenylpropane (cumene, p. 128). Another example involves the hydroperoxide (94) obtained by the air oxidation at 70° of tetrahydro-naphthalene (tetralin) the action of base then yields the ketone (a-tetralone, 95), and reductive fission of the 0—0 linkage the alcohol (a-tetralol, 96) ... 

Methyl-1,2,3,4-tetrahydro naphthalene Decahydro-2-methylnaphthalene Decahy dro-1 -ethyl-5 -methy lnaphthalene 1 -Methy lperhy drophenanthrene... 

C3N2-C3N3-C4N2 5,8,8a,9-Tetrahydro-1,3a,4,7,8,9-hexaaza-cyclopenta[b]naphthalene... 

As an extension of their work on the [4+ 4]-reaction of zirconacyclopentadienes and l,2-bis(bromomethyl)arenes (Section 10.13.2.4), Takahashi and co-workers reported a [5 + 4]-reaction based on the use of l,8-bis(bromomethyl)-naphthalene as the five-carbon component.85 As with the [4 + 4]-reaction, the [5 +4]-reaction works with a catalytic amount of CuCl, but higher yields and faster reactions result when stoichiometric CuCl and 1,3-dimethyl-3,4,5,6-tetrahydro-2(l//)-pyrimidinone(iV,iV -dimethylpropyleneurea) (DMPLJ) are used (Scheme 42). 

The residue was purified by flash chromatography using petroleum ether-diethyl ether (9 1) as eluent to give (IS, VR)-1.2.3.4-tetrahydro-3,-/.v propyl-spiro [naphthalene-2,2 -oxirane]-l-one as a yellow oil (190 mg, 0.88 mmol, 90%). 

The suitability of ethers derived from 1,4-dihydroxy-1,2,3,4-tetrahydro-naphthalene (DHTN) in the design of polymers susceptible to catalyzed thermolytic cleavage is demonstrated by the behavior of its bis-p-nitrophenyl ether derivative upon treatment by a trace of acid. Figure 2, curve A, shows the H-NMR spectrum of the starting compound, while curve B shows the product which is obtained upon addition of triflic acid. It is readily seen from these spectra that quantitative cleavage into naphthalene and p-nitrophenol is obtained as elimination occurs easily to afford the aromatic product. The driving force in this reaction is the facile aroma-tization which produces naphthalene. 

AZIRIDINES FROM g-IODOCARBA-MATES 1,2,3,4-TETRAHYDRO NAPHTHALENE (1,2) IMINE, 51, 53... 

TETRAHYDRO-2-1ODO-, METHYL ESTER, 51, 112 Naphthalene-1-carbonitrile, 50, 20... 

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