0-Naphthoxyacetic acid

Audus and Quastel (4) have found that the presence of p-aminobenzoic acid exerts an antagonism, though a relatively feeble one, to the root growth inhibitory actions of 2,4-dichlorophenoxyacetic acid, 2-chloro-4-methylphenoxyacetic acid, 2-naphthoxyacetic acid, and 2-indoleacetic acid. For any marked degree of antagonism the concentration ratio of p-aminobenzoic acid to the growth substance must be of the order of 10,000. This relatively feeble action is ii marked contrast to the effect of p-aminobenzoic acid on the... 

In recent years, scientists have found that many synthetic growth regulators will develop fruit in plants. The best of these are 4-chlorophenoxyacetic acid and 2-naphthoxyacetic acid. These chemicals are most effective on fruits that have many ovules, such as tomato, squash, egg-plant, and fig. They are usually rather ineffective, however, on peach, cherry, plum, and other stone fruits. Many fruits that can be set by such hormonal compounds also can be set by the gibberellins. In addition, gibberellins can set fruit in some species that do not respond to the other chemicals. 

A solution of 100 g, (0.49 mole) of /3-naphthoxyacetic acid (p. 209) in 600 ml. of glacial acetic acid is cooled and stirred during the cautious addition of 70 ml. of concentrated nitric acid. The mixture is allowed to stand for 2 hours, and the precipitated nitro compound is collected by filtration and washed with acetic acid. The product is recrystallized from acetic acid to give an 80% yield of l-nitro-2-naphthoxyacetic acid which melts at 188-189°. 

Reaction of j -naphthol with chloroacetic acid in aqueous alkaline solution gives 2-naphthoxyacetic acid which is used as a growth promoter for fruits. The largest single use of j -naphthol has been reported for synthetic rubber industry as an antioxidant. 

In the case of indole and naphthalene derivatives, the position of the side-chain is also important from the point of view of activity. Indolyl-3-acetic acid is active, indoIyI-2-acetic acid less so 2-naphthoxyacetic acid is active, while I-naphthoxy-acetic acid is of modest activity (Kogl and Kostermans, 1935a, b Zimmermann and Wilcoxon, 1935 Veldstra, 1944). 

Naphthoxyacetic Acid, 2 Napfithalenyloxyacetic acid 0 -naphthoxyacetic acid 0-(2-naphthy])glycolic acid. CWH 0O, mol wt 202.20. C 71-28%, H 4.99%, O 23.74%. Prepa hy treating d-naphthol with chloroacetic acid in an alkaline medium Spitzer. Ber. 34, 3192 (1901) Shirley. Organic Intermediates (New York, 1951) p 209. 

Cycloamyloses have been separated by h.p.l.c. on a /u-Bondapak-carbohydrate column using acetonitrile-water mixtures as eluant. The molecular dynamics of the inclusion complexes formed between cyclohexa-amylose and some aromatic amino-acids and dipeptides have been studied by n.m.r. spectroscopy. The forces binding the complexes were found to be weak. The c.d. spectra of cyclohepta-amylose which had been complexed with 2-substituted naphthalenes were measured at various concentrations of cyclohepta-amylase and temperatures between 10-70 C. The complex with 2-naphthoxyacetic acid showed 1 1 stoicheiometry. The molar ellipticity and thermodynamic parameters were determined and enthalpy and entropy ranges calculated. The correlation was explained by a cyclohepta-amylose guest molecule interaction where the guest molecule was highly solvated. The induced c.d. spectra of cyclohepta-amylose complexes with substituted benzenes confirmed that an axial inclusion... 

Methyl-l,3>5-trinitrobenzene 10633 2-Naphthoxyacetic acid 7991 3-Nitro-1,1 -biphenyl 8085... 

Naphthyioxy)acetic acid 2-Naphthoxyacetic acid C12H10O3 120-23-0 202.206 pr(w) 166 s HgO, EtOH, eth si DMSO... 

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