Naphthyl alcohol

The Bucherer carbazole synthesis " involves the treatment of a naphthyl alcohol (1 or 4) or a naphthyl amine (2 or 5) with a phenylhydrazine 3 in the presence of aqueous sodium bisulfite to afford, after acidic work-up, either a benzo[a]carbazole 4 or benzo[c]carbazole 6. 

Mechanistically, this reaction resembles the Fischer indole synthesis and is based on the condensation of the naphthyl alcohol or naphthylamine in its oxo form with phenylhydrazine, and subsequent rearrangement (496,505,508-510) (Scheme 5.11). 

Different from the naphthyl alcohol, the presence of a hydroxy-substituted stereogenic center in acyclic diene 32 appears to scarcely affect the diastereoselectivity (Sch. 15) [10d]. 

NAPHTHO(l,2-d)TRIAZOLE-7-SULFONIC ACID,2-(4-(2-PHENYLETHEiNYL)-3-SULFOPHENYL)-, DISODIU-M see DXG025 a-NAPHTHYLACETlC see NAK500 NAPHTHYLACETIC ACID see NAK500 1-NAPHTHYLACETlC ACID see NAK500 a-NAPHTHYLACETlC ACID see NAK500 P-NAPHTHYL ALCOHOL see N.AXOOO... 

Atropisomerism occurs in other systems as well, including monopyrroles. Sulfoxide 16, for example, forms atropisomers with an interconversion barrier with its atropisomer of 18-19 kcalmoP. The atropisomers of hindered naphthyl alcohols, such as 17 exist as the ip-atropisomer (17a) and the ap-atropisomer (17b).Atropisomers can also be formed in organometalhc compounds, such as the bis(phosphinoplatinum) complex (see 18), generated by reaction with R-BINAP (see p. 1801). ... 

SODIUM DEVELOPER AMS AMONOOXYNAPHTHALENE JS-NAPHTHYL ALCOHOL JJ-NAPHTHYL HYDROXIDE... 

CAS 135-19-3 EINECS/ELINCS 205-182-7 Synonyms Cl 37500 Cl azoic coupling component 1 2-Hydroxynaphthalene p-Hydroxynaphthalene Isonaphthol P-Monoxynaphthalene 2-Naphthalenol 2-Naphthol P-Naphthyl alcohol P-Naphthyl hydroxide... 

P-Naphthyl alcohol. See P-Naphthol 1-Naphthylamine. See a-Naphthylamine a-Naphthylamine... 

Other Names 2-Naphthol p-Hydroxynaphthalene P-Naphthol P-Naphthyl alcohol 2-Hydroxynaphthalene Azogen Developer A Betanaphthol C.I. 37500 C.l. Azoic Coupling Component 1 C.I. Developer 5 Developer A Developer AMS Developer BN Developer NA Isonaphthol NSC 2044 NSC 5737 Naphthol B CA Index Name 2-Naphthalenol CAS Registry Number 135-19-3 Merck Index Number 6384 Chemical Structure... 

Asymmetric activation of chiral BINOL zirconium catalyst was reported as shown in Equation 37 [42]. Addition of optically active naphthyl alcohol (81) to the asymmetric allylation of benzaldehyde with allyltributyltin in the presence of catalyst (80) improved the enantioselectivity of optically active homoallyl alcohol (82) compared with the reaction without activator (81). 

Adam, W., Peters, E. M., Peters, K., Prein, M., and von Schnering, H. G., Diastereoselective photooxygenation of chiral naphthyl alcohols the hydroxy group directing effect in singlet oxygen [4+2] cycloaddition to arenes, /. Am. Chem. Soc., 117, 6686,1995. 

R NHa + C.HjNCO = RNH CO NHC,Hj Traces of water will contaminate the product with diphenylurea (p. 336) if the solution is boiled hence the need for anhydrous conditions. i-Naphthylisocyanate reacts more slowly with water, and the i-naphthyl-urea derivative can often be obtained using a cold aqueous solution of an aliphatic amine it is particularly necessary in such cases to purify the product by recrystallisation from, or extraction with, boiling petroleum, leaving behind any insoluble di i-naphthylurea. Note that the amine must also be free from alcohols (p. 335) and phenols (p. 337). 

Phenyl- and a-naphthyl-urethanes (Phenyl- and a-naphthyl-carbamates). Both phenyl isocyanate and a-naphthyl isocyanate react with alcohols to yield phenyl-urethanes and a-naphthyl-urethanes respectively ... 

If the alcohol is not anhydrous, reaction also occurs between the water and the reagent to produce diphenylurea (m.p. 242°) and di-a-naphthyl-urea (m.p. 284°) respectively, for example ... 

Picrates of p-naphthyl alkyl ethers. Alkyl halides react with the sodium or potassium derivative of p-naphthol in alcoholic solution to yield the corresponding alkyl p-naphthyl ethers (which are usually low m.p. solids) and the latter are converted by alcoholic picric acid into the crystalline picrates ... 

Mix together 1 0 g. of pure p-naphthol and the theoretical quantity of 50 per cent, potassium hydroxide solution, add 0-5 g. of the halide, followed by sufficient rectified spirit to produce a clear solution. For alkyl chlorides, the addition of a little potassium iodide is recommended. Heat the mixture under reflux for 15 minutes, and dissolve any potassium halide by the addition of a few drops of water. The p-naphthyl ether usually crystallises out on cooling if it does not, dilute the solution with 10 per cent, sodium hydroxide solution untU precipitation occurs. Dissolve the p-naphthyl ether in the minimum volume of hot alcohol and add the calculated quantity of picric acid dissolved in hot alcohol. The picrate separates out on cooling. Recrystallise it from rectified spirit. 

P-Naphthyl acetate. Dissolve 5 0 g. of p-naphthol in 25 ml. of 10 per cent, sodium hydroxide solution in a 250 ml. reagent bottle, add 60 g. of crushed ice, and 5-7 g. (5 -5 ml.) of acetic anhydride. Shake vigorously for 10-15 minutes the p-naphth acetate separates as colourless crystals. Filter with suction, wash with water, drain and dry in the air. Recrystallise from light petroleum (b.p. 60-80°) or from dilute alcohol. The yield of pure product, m.p. 71°, is 6-5 g. 

Synthesis of (A) started with the combination of 2,4,6-trimethylphenol and allyl bromide to give the or/Ao-allyl dienone. Acid-catalyzed rearrangement and oxidative bydroboration yielded the dienone with a propanol group in porlactone ring were irons in the product as expected (see p. 275). Treatment with aqueous potassium hydroxide gave the epoxy acid, which formed a crystalline salt with (R)-l-(or-naphthyl)ethylamine. This was recrystallized to constant rotation. 

Compounds other than a-halocarbonyls and thiourea can lead to 2-aminothiazoles. Thus 3-halogenoalkynes (120) condensed with thiourea in absolute alcohol give 2-aminothiazoles (Scheme 56a) (497), with Rj = Me, Et, n-Bu, H CPh, and HjCCgH tR-p R2 = H, Ph, CgH4R, and Q-naphthyl. Yields ranged from 20 to 80% (497). 

Oxidation of LLDPE starts at temperatures above 150°C. This reaction produces hydroxyl and carboxyl groups in polymer molecules as well as low molecular weight compounds such as water, aldehydes, ketones, and alcohols. Oxidation reactions can occur during LLDPE pelletization and processing to protect molten resins from oxygen attack during these operations, antioxidants (radical inhibitors) must be used. These antioxidants (qv) are added to LLDPE resins in concentrations of 0.1—0.5 wt %, and maybe naphthyl amines or phenylenediamines, substituted phenols, quinones, and alkyl phosphites (4), although inhibitors based on hindered phenols are preferred. 

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