GAS–LIQUID CHROMATOGRAPHY OF TERPENES: PART VIII. THE VOLATILE OIL OF TANACETUM VULGARE L.

1963 ◽  
Vol 41 (7) ◽  
pp. 1737-1743 ◽  
Author(s):  
E. von Rudloff
Keyword(s):  
Liquid Chromatography ◽  
Chemical Composition ◽  
Volatile Oil ◽  
Gas Liquid Chromatography ◽  
Minor Components ◽  
Tanacetum Vulgare ◽  
Retention Characteristics ◽  
Local Plants ◽  
Methylene Group ◽  
Commercial Oil

The chemical composition of the commercial oil of tansy and of that obtained from a local tansy species was determined by means of gas–liquid chromatography. Both oils contained d-isothujone as the major component (68.5%, 58%). The commercial oil contained fairly large amounts of l-camphor (13.9%), whereas that from local plants had only traces of camphor and 19.8% of l-thujone. The minor components isolated and identified in both oils were l-α -pinene, l-camphene, d-sabinene, d-limonene, 1:8-cineole, γ-terpinene, p-cymene, d-terpinen-4-ol, l-carvotanacetone, and l-borneol. Small amounts of α-thujene, β-pinene, α-terpinene, terpinolene, neoisothujyl and isothujyl alcohols, and dihydrocarvone were identified by retention characteristics only. Car-4-ene, isomeric alloocimenes, and carvomenthone may also be present. An unknown, crystalline monoterpene alcohol with a terminal methylene group was isolated in small amounts. A sesquiterpene (3.7%) was obtained from the oil of local plants.Prefractionation of these oils by fractional distillation resulted in extensive isomerization of isothujone to dl-carvotanacetone. Such a rearrangement was not encountered during prefractionation by preparative gas–liquid chromatography.

GAS–LIQUID CHROMATOGRAPHY OF TERPENES: PART IX. THE VOLATILE OIL OF THE LEAVES OF JUNIPERUS SABINA L.

1963 ◽  
Vol 41 (11) ◽  
pp. 2876-2881 ◽  
Author(s):  
E. Von Rudloff
Keyword(s):  
Liquid Chromatography ◽  
Chemical Composition ◽  
Methyl Ester ◽  
Volatile Oil ◽  
Gas Liquid Chromatography ◽  
Chromatographic Technique ◽  
Citronellic Acid ◽  
Pungent Odor ◽  
Juniperus Sabina ◽  
Commercial Oil

The chemical composition of the volatile oil of the leaves of local savin juniper and of commercial oil of savin was determined by an improved gas chromatographic technique. Both oils contain d-sabinyl acetate (38, 37.5%) and d-sabinene (30.5, 26%) as the major constituents. Smaller amounts of d,α-pinene, d-myrcene, d-limonene, γ-terpinene, p-cymene, d-isothujone, d-terpinen-4-ol, d-sabinol, d-citronellol, d-cadinene, and l-elemol were isolated. Trace amounts of α-thujene, camphene, α-terpinene, 1,8-cineole, terpinolene, thujone, geraniol, a cadinene isomer, and δ-cadinol were tentatively identified. A fraction having the typical pungent odor of juniper leaves was isolated, but it was found to consist mainly of the methyl ester of d-citronellic acid. Several unidentified oxygenated sesquiterpenes and a phenol ether were isolated in trace amounts.Some phylogenetic relationships with other thujone-bearing oils analyzed in this series are discussed.

GAS–LIQUID CHROMATOGRAPHY OF TERPENES: PART II. THE DEHYDRATION PRODUCTS OF α-TERPINEOL

1961 ◽  
Vol 39 (1) ◽  
pp. 1-12 ◽  
Author(s):  
E. Von Rudloff
Keyword(s):  
Liquid Chromatography ◽  
Oxalic Acid ◽  
Complex Mixture ◽  
Reaction Times ◽  
Gas Liquid Chromatography ◽  
Minor Components ◽  
Reaction Products ◽  
The Third ◽  
Major Reaction ◽  
Trace Constituents

The complex mixture of terpenes obtained on dehydrating α-terpineol with aqueous oxalic acid was almost completely separated by gas–liquid chromatography (GLC), using rapeseed oil as a new liquid phase. Terpinolene, dipentene, α- and γ-terpinene, Δ2,4(8)-p-menthadiene, and 1,8-cineole were identified as the major reaction products; three minor and seven trace constituents were also detected. One of the minor components was p-cymene, one an oxide, and the third an unidentified hydrocarbon. The yield of these components after different reaction times was determined by GLC. The initial dehydration gives terpinolene and dipentene in the ratio of approximately 2:1. Terpinolene is isomerized to α- and γ-terpinene, Δ2,4,(8)-p-menthadiene, and the unidentified hydrocarbon, but not to dipentene. 1,8-Cineole and the other oxide are formed in a reversible reaction. Dehydration of α-terpineol with several other acidic reagents yielded mixtures of products similar to that obtained with aqueous oxalic acid. With acetic acid or acetic anhydride, however, dipentene was formed preferentially and this reaction appears to proceed via the derived acetate.

Antifungal Activity of the Essential Oil of Origanum syriacum L.

1995 ◽  
Vol 58 (10) ◽  
pp. 1147-1149 ◽  
Author(s):  
RASHA K. DAOUK ◽  
SHAWKY M. DAGHER ◽  
ELSA J. SATTOUT
Keyword(s):  
Liquid Chromatography ◽  
Antifungal Activity ◽  
Essential Oil ◽  
Inhibitory Action ◽  
Inhibitory Concentration ◽  
Volatile Oil ◽  
Gas Liquid Chromatography ◽  
Penicillium Species ◽  
Origanum Oil ◽  
Yeast Extract Sucrose

The volatile oil of the Lebanese Za'atar (Origanum syriacum L.) was characterized for its thymol and carvacrol content using gas-liquid chromatography. These two compounds constituted the major components of the oil and were present in equal proportions of 30% in the volatile oil extracted from the leaves and shoot tips of the Origanum plant during the preflowering stage. The percentage of carvacrol in the essential oil increased to 62% after flowering and maturation, while the concentration of thymol decreased to 14%. Origanum oil extracted from plants collected during midseason was evaluated for its antifungal activity against Aspergillus niger, Fusarium oxysporum, and Penicillium species. The oil exhibited strong inhibitory action against the three fungi tested. The minimum inhibitory concentration (MIC) of the oil was found to be 0.1 μl/ml of yeast extract sucrose broth for the fungi tested.

Gas-Liquid Chromatographic Determination of p-Chloroacetanilide in Acetaminophen

1978 ◽  
Vol 61 (1) ◽  
pp. 68-71
Author(s):  
Dorothy K Wyatt ◽  
Lee T Grady
Keyword(s):  
Liquid Chromatography ◽  
Internal Standard ◽  
Chromatographic Determination ◽  
Gas Liquid Chromatography ◽  
Flame Ionization ◽  
Glass Column ◽  
Retention Characteristics ◽  
Liquid Chromatographic Determination ◽  
Liquid Chromatographic

Abstract Gas-liquid chromatography (GLC) coupled with column chromatography was used to accurately determine as little as 25 ppm p-chloroacetanilide in acetaminophen. p-Chloroacetanilide was eluted from a pH 8 phosphate-buffered diatomite partition column by using purified tetrachloroethylene (acetaminophen was retained). This solution was concentrated, internal standard (docosane) was added, and p-chloroacetanilide was determined by using a 0.9 m × 2 mm glass column packed with 3% Poly A 103 on Supelcoport and a flame ionization detector with electronic integration. Standard curves were linear for 10–100 ppm p-chloroacetanilide. Various chromatographic materials were investigated for optimal retention characteristics. High pressure liquid chromatography (HPLC) was also evaluated as an alternative; however, lack of reproducibility of the HPLC column favored the GLC procedure.

GAS–LIQUID CHROMATOGRAPHY OF TERPENES: PART IV. THE ANALYSIS OF THE VOLATILE OIL OF THE LEAVES OF EASTERN WHITE CEDAR

1961 ◽  
Vol 39 (6) ◽  
pp. 1200-1206 ◽  
Author(s):  
E. von Rudloff
Keyword(s):  
Liquid Chromatography ◽  
Volatile Oil ◽  
Complete Analysis ◽  
Bornyl Acetate ◽  
Gas Liquid Chromatography ◽  
Commercial Sample ◽  
Percentage Composition ◽  
White Cedar ◽  
Positive Identification ◽  
Eastern White Cedar

The complete analysis of the neutral volatile oil of the leaves of Eastern white cedar (Thujaoccidentalis L.) by means of gas–liquid chromatography was attempted. The mixture of terpenes was resolved into 28 monoterpenoid components and the major ones were isolated in 5- to 20-mg amounts. Comparison of infrared spectra and retention times with those of authentic specimens led to the positive identification of d-α-pinene, camphene, sabinene, d-limonene, p-cymene, γ-terpinene, l-fenchone, l-α-thujone, d-isothujone, camphor, and bornyl acetate. α-Thujene, β-pinene, myrcene, 1,8-cineole, terpinolene, and terpinen-4-ol were tentatively identified. The percentage composition of a commercial sample of the oil and of one obtained from a tree grown in Saskatoon was determined. The latter oil contained 7.0 to 7.5% of sesquiterpenoid components, which were resolved into four peaks on polyester columns at 180 °C.

Gas-liquid chromatography of terpenes. Part XVI. The volatile oil of the leaves of Juniperus ashei Buchholz

1968 ◽  
Vol 46 (5) ◽  
pp. 679-683 ◽  
Author(s):  
E. Von Rudloff
Keyword(s):  
Liquid Chromatography ◽  
Volatile Oil ◽  
Bornyl Acetate ◽  
Gas Liquid Chromatography ◽  
Juniperus Ashei ◽  
Methylene Groups ◽  
Leaf Oil ◽  
Ashe Juniper ◽  
First Time ◽  
Unique Chemical

The major components of the leaf oil of the Ashe juniper were found to be d-camphor (42.1 %), d-bornyl acetate (22.5%), d-limonene (8.4%), tricyclene (4.8%), d-camphene (4.4%), d-borneol (2.9%), p-cymene (2.8%), d-α-myrcene (1.8%), d-α-pinene (1.7%), and d-camphene hydrate (1.5%). This appears to be the first time that the latter alcohol has been isolated from a natural source. Smaller amounts of linalool, carvone, elemol, and traces of trans-2-methyl-6-methylene-3,7-octadien-2-ol were also identified. Several alcohols having terminal methylene groups were isolated in trace amounts.The monoterpenes found in this oil are not typical for the genus Juniperus and this result offers a unique chemical approach to the study of introgression of the Ashe juniper with other juniper species.

THE CHEMICAL COMPOSITION OF THE WOOD EXTRACTIVES OF SORBUS DECORA (SARG.) SCHNEID.

1962 ◽  
Vol 40 (6) ◽  
pp. 1118-1122 ◽  
Author(s):  
N. Narasimhachari ◽  
E. Von Rudloff
Keyword(s):  
Liquid Chromatography ◽  
Fatty Acid ◽  
Chemical Composition ◽  
Fatty Acid Esters ◽  
Gas Liquid Chromatography ◽  
Wood Extractives ◽  
Mountain Ash ◽  
Soluble Material ◽  
Acid Esters ◽  
Detection And Separation

The wood of the showy mountain ash was found to contain about 3% acetone-soluble material. The major constituents of the extract were a polymorphous xyloside of (+)-di-methoxyisolariciresinol, the recently discovered hydroxy diphenyls aucuparin and methoxyaucuparin, and fatty acid esters of β-sitosterol, another phytosterol, and of untractable phenolic material. Small amounts of free β-sitosterol and a mixture of hydrocarbons as well as traces of an unknown leucoanthocyanidin were also isolated. The xyloside predominated in the sapwood, whereas the aucuparins were found mainly in the heartwood. Gas–liquid chromatography was instrumental in the detection and separation of the aucuparins.

Detection of Admixtures of Turmeric, Curcuma longa Linn., with Curcuma aromatica Salisb. by Thin Layer and Gas-Liquid Chromatography

1979 ◽  
Vol 62 (6) ◽  
pp. 1333-1337
Author(s):  
Kalyan G Raghuveer ◽  
Venkatesa S Govindarajan
Keyword(s):  
Gas Chromatography ◽  
Liquid Chromatography ◽  
Sulfuric Acid ◽  
Thin Layer ◽  
Curcuma Longa ◽  
Volatile Oil ◽  
Gas Liquid Chromatography ◽  
Chromatographic Methods ◽  
Hexane Extracts

Abstract Simple and definitive thin layer chromatographic methods are described for the detection of admixtures of Curcuma longa with Curcuma aromatica at the 5% levels. The tests are performed on hexane extracts, thus avoiding distillation of the volatile oil, and are based on the separation of high boiling sesquiterpene compounds by hexane or benzene. Chromatograms are sprayed with vanillin-sulfuric acid or Gibbs reagent to give distinct spots for C. aromatica which are absent from C. longa. Gas chromatography of the extracts also distinguishes the admixtures through a late-eluting peak for C. aromatica.

Inverse Gas–Liquid Chromatography Study of Asphalt Composition and Oxidative Aging

2005 ◽  
Vol 1901 (1) ◽  
pp. 18-23 ◽  
Author(s):  
Sang-Soo Kim ◽  
Raymond R. Robertson ◽  
Jan F. Branthaver
Keyword(s):  
Liquid Chromatography ◽  
Chemical Composition ◽  
Functional Groups ◽  
Asphalt Binder ◽  
Fatigue Cracking ◽  
Exchange Chromatography ◽  
Gas Liquid Chromatography ◽  
Retention Behavior ◽  
Oxidative Aging ◽  
Highly Correlated

The chemical composition of an asphalt binder significantly affects oxidative aging and interactions with both aggregate and binder modifiers. In turn, it may cause premature asphalt pavement failures through fatigue cracking, moisture damage, or other failure mechanisms. Analytical chemical procedures, such as ion exchange chromatography, are time-consuming and cost prohibitive as routine tests. Inverse gas–liquid chromatography (IGLC) is a relatively faster and simpler technique that provides the chemical composition and polarity characteristics of asphalt samples. In IGLC, asphalt is used as the liquid substrate on an inert support in a GLC column and is characterized by measuring the retention behavior of selected test compounds that possess different functional groups. The interaction behaviors between seven test compounds and 19 unaged and GLC column–aged asphalt samples were determined and compared with functional group concentrations presented in the asphalts and in a nonaqueous potentiometric titration study. It was found that the retention behaviors of the test compounds are strongly related to the types and concentrations of functional groups in the asphalt. For unaged asphalts, the retention behavior of strongly basic test compounds is highly correlated with the concentration of acidic functional groups in asphalts. The retention behavior of phenol with oxidatively aged asphalts is highly correlated with the concentration of sulfoxide, one of the major products of asphalt oxidation.

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