Nitroxylenols—Absorption Spectra and Ionization Constants<sup>1</sup>

Holler, Albert C.; Huggett, Clayton; Rathmann, Franz H.

doi:10.1021/ja01161a043

Cited by 6 publications

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“…As late at 1950, two mononitro derivatives of 3,4-xvlenol or 3,4-dimethylphenol were known: one melting at 87°and the other at 72°. With limited physical evidence and no convincing chemical evidence, the former was designated as the 6-nitro compound and the latter as the 2-nitro compound (7).…”

Section: Resultsmentioning

confidence: 99%

Derivatives of Glyoxal Bis(2-hydroxyanil) Direct Calcium Reagents.

Lindstrom¹,

Milligan²

1964

Anal. Chem.

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Section: Resultsmentioning

confidence: 99%

Derivatives of Glyoxal Bis(2-hydroxyanil) Direct Calcium Reagents.

Lindstrom¹,

Milligan²

1964

Anal. Chem.

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“…Only the 4,6-dinitro compound had been prepared previously (11). The structure was proved for the 6nitroand 4,6-dinitro-2,3xylenols (8). Figure 1 gives the absorption spectra for the sodium salts of 6-nitroand 4,6-dinitro-2,3-xylenols.…”

mentioning

confidence: 90%

“…In order to study the isomeric xylenols for use as reagents it was first necessary to prepare the nitro derivatives, and to study their absorption spectra. Below are given in brief the data concerning their preparation and absorption spectra, A detailed account of their preparation is given by Holler, Huggett, and Rathmann (8).…”

mentioning

confidence: 99%

“…After this paper had been submitted for publication the preparation of this compound was described by Mueller and Pelton (10). It crystallizes from petroleum ether in orange needles melting at 71.8°to 72.40 C. The structure was proved for the 2nitro, 6-nitro, and 2,6-dinitro derivatives (8). Figures 1 and 2 give the absorption spectra for the sodium salts of all three nitro derivatives and Table I gives the other data.…”

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confidence: 99%

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Colorimetric Determination of Nitrates and Nitric Acid Esters

Holler¹,

Huch²

1949

Anal. Chem.

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A study of the six isomeric xylenols (dimethyl phenols) as reagents for the colorimetric determination of the nitrate ion was undertaken.From nitration and absorption spectra studies it was shown that 3,4-xylenol (3,4-dimethyl phenol) was the best reagent. Methods for the colorimetric determination of inorganic nitrate and of nitric acid esters in the presence of stabilizers such as diphenylamine are described. They are based upon the fact that nitrates can be hydrolyzed by 80% sulfuric acid to yield nitric acid. The nitric acid liberated nitrates 3,4-xylenol, forming 6-nitro-3,4-xylenol which is steam-distilled from the reaction mixture and collected in an alkaline solution, forming the deeply colored sodium salt. This salt is capable of accurate colorimetric determination.The colored system, the nitration reaction, and the hydrolysis reactions are discussed. The recommended concentration range is from 0.10 to 0.35 mg. of nitrate nitrogen in 100 ml. of solution, using a cell depth of 1 cm. THISpaper deals with a study of the isomeric xylenols as reagents for the colorimetric determination of nitrate, and the colorimetric determination of nitrates and nitric acid esters. The method is based upon the fact that nitrates yield nitric acid on treatment with sulfuric acid. The nitric acid liberated is used to nitrate a xvlenol. The nitroxylenol is then steam-distilled from the reaction mixture, and the distillate is collected in an aqueous solution of sodium hydroxide, forming the deeply colored sodium salt of the nitroxylenol. This salt can be determined colorimetrically.A literature survey indicated that only 2,4-xylenol had been proposed (1, 2, 6, 9, 12, 14,15,18) as a reagent for nitrate analysis. APPARATUS AND REAGENTSApparatus. The optical density measurements were made with a Beckman Model DL" spectrophotometer. Absorption cells with a 0.998-cm. solution thickness were used.The all-glass steam distillation apparatus was made from 10mm. Pyrex tubing and consisted of a water-cooled condenser (Idem. jacket), and a 250-ml. round-bottomed flask. A standardtaper (24/40) joint connects the two.Reagents. 3,4-Xvlenol was obtained from the Eastman Kodak Company (Catalog No. 1155). 2,3-Xylenol was obtained through the courtesy of Lee I. Smith, University of Minnesota. 2,4-Xylenol, 3,5-xylenol, and 2,5-xylenol were obtained from the Reilly Tar and Chemical Corporation, Indianapolis, Ind.3,4-Xylenol reagent, 2 and 8% acetone solutions. Sulfuric acid (80 weight %). Mix 660 ml. of c.P. sulfuric acid

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“…The resultant o-nitrophenolic chromogen has a low molar absorptivity-e.g., 6-nitro-2,4-xylenol in aqueous alkali has a molar absorptivity of 4500 at a wavelength maximum of 446 µ (7). Consequently, direct analysis by these methods is not possible with mixtures containing low concentrations of nitrate.…”

mentioning

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Determination of Nitrate or Nitrate Plus Nitrite with 1-Aminopyrene. Application to Air Pollution.

Sawîckî¹,

Johnson²,

Stanley³

1963

Anal. Chem.

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A new procedure is introduced for the determination of nitrate or nitrate plus nitrite. The two ions can be determined together since they produce similar spectra and concentration-absorbance curves.These ions can be determined in the presence of up to 50 equivalents of bisulfite. The new nitrate procedure, which utilizes 1-aminopyrene, is compared with the 2,4-xylenol, 2,6-xylenol, phenol-2,4disulfonic acid, brucine, and chromo-

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Nitroxylenols—Absorption Spectra and Ionization Constants¹

Cited by 6 publications

References 0 publications

Derivatives of Glyoxal Bis(2-hydroxyanil) Direct Calcium Reagents.

Derivatives of Glyoxal Bis(2-hydroxyanil) Direct Calcium Reagents.

Colorimetric Determination of Nitrates and Nitric Acid Esters

Determination of Nitrate or Nitrate Plus Nitrite with 1-Aminopyrene. Application to Air Pollution.

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Nitroxylenols—Absorption Spectra and Ionization Constants1

Cited by 6 publications

References 0 publications

Derivatives of Glyoxal Bis(2-hydroxyanil) Direct Calcium Reagents.

Derivatives of Glyoxal Bis(2-hydroxyanil) Direct Calcium Reagents.

Colorimetric Determination of Nitrates and Nitric Acid Esters

Determination of Nitrate or Nitrate Plus Nitrite with 1-Aminopyrene. Application to Air Pollution.

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Nitroxylenols—Absorption Spectra and Ionization Constants¹