Zur Infrarot-Spektroskopie von Aminosäuren

Schiedt, Ulrich; Reinwein, H.

doi:10.1515/znb-1952-0502

Cited by 179 publications

(36 citation statements)

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“…The ester groups are easily hyclrolyzecl by heating in water or dilute acid, giving a product which has an equilibrium specific rotation of about -30' and which is uncontaminated by hexose or pentose sugars (paper chromatogram). The infrared absorption spectrum of the free sugar, using the potassium bromide window technique (27), is identical with that of D-erythrose prepared from 4,G-0-ethyliclene-D-glucose (25), and gives no indication of the presence of other compounds. T h e conlpound has been further characterized as D-el-j7throse b y hydrogenation t o erythritol, by oxidation with bromiile t o D-erythronoy-lactone, and by preparation of the crystalline 2,5-clichloropl~eng~lhyclrazone.…”

Section: Introductionmentioning

confidence: 81%

A NEW METHOD FOR THE PREPARATION OF D-ERYTHROSE AND OF L-GLYCERALDEHYDE

Perlin¹,

Brice²

1955

Can. J. Chem.

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Section: Introductionmentioning

confidence: 81%

A NEW METHOD FOR THE PREPARATION OF D-ERYTHROSE AND OF L-GLYCERALDEHYDE

Perlin¹,

Brice²

1955

Can. J. Chem.

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“…The infrared spectra were recorded with a Perkin Elmer model 21 spectrometer equipped with a sodium chloride prism. Liquid compounds were mounted by the suspended film technique and solids by the potassium bromide disk technique (14). Countercurrent distribution was carried out with a 100 tube modified E.C.…”

Section: Experiicientalmentioning

confidence: 99%

Synthesis of Some Hexanediols

Rudloff¹

1958

Can. J. Chem.

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A general method for the preparation of 1,3-, 1,4-, and l,5-hexanecliols is described. The synthesis involves the preparation of a corresponding lcetohesanoate, \\.hich is reducecl to the diol with l i t h i~~m aluminum hydride. Countercurrent distribution was found useful in the p~~rihcation of small amounts of intermediates and end products. 1,2-, 1,6-, a11cl2,5-hesanediols were also prepared by 1;nomn procedures. The infrared spectra of these diols have been recorded and their p-nitrobcnzoates were prepared.The analysis of mixtures of polyols obtained in the hyclrogenolysis of methyl glucoside (1) required small amounts of various hexanediols for identification purposes. This paper describes a convenient method for preparing 3-, 4-, and 5-ketohe?tanoates, from which the 1,3-, 1,4-, and 1,5-hexanediols were obtained in 75-85% yield by lithium aluminum hydride reduction (2). I t also describes the preparation of 1 3 -, l,6-, and 2,5-hexanediols by known procedures, and the preparation and characteristics of the p-nitrobenzoates. The infrared spectra of all of these hexanediols are recorded.Hexanediols have been prepared by a variety of methods, none of which appeared t o be generally applicable, and inost suffered from the disadvantage that the starting materials were not readily available. Also, different types of crystalline derivatives were reported, malting characterization by comparison difficult. No reference to the iilfrared spectra of these hexailecliols coulcl be found, although Kuhn (3) discusses the effect of hydrogen bonding on the infrared absorptioil band of the hydroxyl groups in 1,G-hexailediol.The direct synthesis of hexanediols by general methods, such as the Grignard synthesis (4), did not appear feasible. A useful approach to their preparation appeared to be the synthesis of the corresponding lteto-or hydroxy-acid (or ester), the latter being reducecl readily to the hexanediol. When the synthesis of 4-and 5-ltetohexanoic acids was attempted on a 10th molar scale by the methods of Winterfeld and Ronsberg ( 5 ) , Yoho and Levine (6), and Perlin and Purves (7) only very low yields of rather impure keto-acids were obtained. Purificatioll by fractional distillation on this scale proved unsatisfactory. The method of Cason et al. (8) for the preparation of keto-esters (111) was then modified according to Perlin and Purves and satisfactory results were obtained when the difficulties of purification of 5 to 1.0 g. reaction products had been overcome. The synthesis involves the preparation of a given carboxy acyl chloride (I), via the semi-ester of the dicarboxylic acid, which was reacted with the appropriate dialltyl cadmium (11). The latter was prepared in isopropyl ether (7) from the Grigllard intermediate.Provided the semi-ester was pure, the lteto-ester was obtained in a satisfactory state of purity on fractional distillation. When the semi-ester was isolated impure (e.g. monoethyl malonate), neither the ketohexanoate nor the hexanediol could be purified satisfactorily 'Manuscript received Novenz...

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“…In this way it was possible to hold the percentage transmittance for successive loadings constant to within 0.5 percent. Solid samples were incorporated in KBr disks [31,33], 9.5 mm in ciiametC'r and about % mm thick.…”

Section: Introductionmentioning

confidence: 99%

A spectroscopic study of oils used in oil-extended rubber

Linnig¹,

Stewart²

1957

J. RES. NATL. BUR. STAN.

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. Knowl ed.ge of t he cOITlpos ition of oil s ll sed in oil-exte nd ed rubber is useful in s peeif.,·ing ot! types and til understand In g t he proper ties of t he oil-rub ber master batches. In th is work , elucidation of structure has bee n attempted by a compari so n of infrared spectra betwee n 2 and 15 microns of two se ri es of oil fractions obtaincd by bas icall y d iffere nt me thods. FractIOns of a number of differe nt oils or oil dist illates were studied. The spectra ,,"e re com pared wit h reference to t he method of separat io n and in some cases t o t he phys ical and chen1ical propert ies of t h e fractions. Ther e are marked s imilarities between ccrtain of the fraction s se parated by t he two methods. However, t he s tud~' indicates a variabi lity of stryctural types fro m one oil to another. This is esp eciall y t ru e for t he more p olar f ractio ns. It lss uggested that t hi s va rab ili ty, especially with res pect t o polar groups a nd other structures lead lllg to act lv" h yd rogens, could accou nt for t he obse rv ed variabili ty in t he aging propert ies of master batc hes co ntaining difi'ere nt oils or oil fraction s.Spectra were a lso obtain ed of a few t~' pica l fr actio ns in t he ul t rav iolet range bet\\'ee n 2 10 a nd 340 mi ll imicron s a nd in the far infrared be l\\'ee n 15 and 40 m icro ns.

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Zur Infrarot-Spektroskopie von Aminosäuren

Cited by 179 publications

References 0 publications

A NEW METHOD FOR THE PREPARATION OF D-ERYTHROSE AND OF L-GLYCERALDEHYDE

A NEW METHOD FOR THE PREPARATION OF D-ERYTHROSE AND OF L-GLYCERALDEHYDE

Synthesis of Some Hexanediols

A spectroscopic study of oils used in oil-extended rubber

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