γ-Isomethylionone

Theimer, E. T.; Somerville, Willard T.; Mitzner, B.; Lemberg, S.

doi:10.1021/jo01055a516

Cited by 3 publications

(2 citation statements)

References 0 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The infrared spectra of nine ionones and methyl ionones were correlated with their structures for identification purposes by Theimer et al (712). Kergomard, Pigeret, and Renard (319) studied the equilibrium in the isomerization of ionones, using gas chromatography, spectroscopy, distillation, and the preparation of derivatives.…”

Section: Individualmentioning

confidence: 99%

Essential Oils and Related Products

Guenther¹,

Rogers²,

Gilbertson³

et al. 1965

Anal. Chem.

View full text Add to dashboard Cite

This tenth of specifications from 224 to 245 as of January 1965. The natural products monographs added since the last revieware: No. 229 Oil cedarwood atlas 238 Oleoresin cloves 239 Oleoresin paprika 240 Oleoresin black pepper 241 Oleoresin mace 242 Oleoresin celery 243 Oleoresin ginger 244 Oleoresin capsicum 245 Oleoresin red pepper Specifications for the follow-ing aromatics were issued : No. 225 Linalyl acetate-synthetic 226 Linalool-synthetic 227 Citronellal 228 Methyl benzyl acetate 230 Ethyl heptoate 231 p-Cresyl phenyl acetate 232 p-Cresyl isobutyrate 233 Terpinyl propionate 234 Santalol 235 Decahydro beta naphthol 236 Ethyl salicylate 237 Benzyl isoeugenol Specifications for three essential oils and three aromatic chemicals were rewritten: No. 14 Oil citronella Java type 23 Oil patchouly 32 Oil spruce 21 Indole 27 Amyl salicylate 28 Benzyl acetate Specifications were revised for six essential oils and six aromatic chemicals under R-10 to R-13. No. 2 Oil bois de rose Brazilian 7 Oil lemongrass 49 Oil geranium reunion 50 Oil Siberian fir needle 137 Oil galbanum 215 Oil bitter almond ffpa 26 Aldehyde C-10 35 Dimethyl anthranilate 109 Aldehyde C-16 (so-called) 127 Cedryl acetate 203 Methyl cinnamic alcohol 211 Anisyl acetate New test procedures w-ere added to Notes for Specifications and Standards:l-ID-3 Gas Chromatographic Analysis.A determination based on ID-3 was added toNo. 16 Geranoil.The Analyst (157), compared drying agents for essential oils and found MgSCh to be superior.Individual Essential Oils. From Abies sibirica oil Porsch and Farnow (552) isolated tricyclene and established its structure. Sesquiterpenes from the same plant were identified by Chirkova and Pentegova (93).The oil of Achryocline satureioides was investigated by Ricciardi, Cassano, and Burgos (573) and some of its constituents were identified.The composition of agarwood oil was examined by Jain, Maheshwari, and Bhattacharyya (294), and Maheshwari et al. (391, 392) isolated and characterized several sesquiterpenic furans from the oil.Benzyl acetate and benzoate were found in the oil from Albizzia lebbeck flowers by Jain and Mishra (293).The properties of the oil of Alpinia galanga were ascertained by Trabaud (716) who identified several of its main constituents. Nigam and Radhakrishnan (483,484) reported quite different properties for an oil from the same

show abstract

Section: Individualmentioning

confidence: 99%

Essential Oils and Related Products

Guenther¹,

Rogers²,

Gilbertson³

et al. 1965

Anal. Chem.

View full text Add to dashboard Cite

show abstract

“…In the course of efforts to improve yields and to vary the ratio of cyclic products formed the catalytic action of many acidic reagents was studied.6-8 3 4 Titanium tetrachloride was among the catalysts investigated and reported7 to yield a product with the composition C^H^Cl. According to Schinz and Vogt,9 treatment of pseudoionone (1) with titanium tetrachloride produced varying amounts of /3-ionone (3) in addition to a mixture of halogen-containing substances. Dehydrochlorination with hot collidine furnished a halogen-free product, C13H20O, which we shall call bicycloionone.…”

mentioning

confidence: 99%

Optically Active Sulfoxides. The Synthesis and Rotatory Dispersion of Some Diaryl Sulfoxides²

Andersen¹,

Gaffield²,

Papanikolaou³

et al. 1964

J. Am. Chem. Soc.

268

View full text Add to dashboard Cite

The third group of compounds to be considered in Table IV is benzyl chloride and cy, a,a-trichlorotoluene. The rate of the C&&,CHzC1 reaction is faster than expected for the CHzCl group as an aliphatic substituent, when compared with 6-chloroethanol. We conclude, therefore, that the aromatic nucleus is activated toward a nucleophilic attack by electron withdrawal, both by inductive and by resonance effects. The chlorine atom, on the other hand, is also activated by the aromatic nucleus.lyThe interiction of eaq-with C6H6CC13, on the other hand, is in greater part a direct interaction with the chlorine atoms.lg In fact, this rate is slower than that with c h l~r o f o r m .~ This is attributed to a withdrawal of electrons from the aromatic nucleus resulting in partial deactivation of the -CC13 group.lY This last case is another example of a direct reaction of eaqwith a substituent. The use of our eaqrate constants as a measure of electron density in the nucleus is therefore limited to substituents which do not readily interact directly with eaq-.It is interesting to find that comparable rate constants are obtained for the naphthalene and benzyl chloride + esol-reactions in water and in ethanol, As the anionic product is a sparingly solvated species, this result corroborates the conclusion that the solvation of the electron in both solvents is comparable.20In conclusion, it can be stated that the hydrated electron may be considered as the most elementary nucleophile as well as the simplest reducing agent. The rules that apply to the eaqreaction are governed by the same parameters that determine aromatic substitu-tion13 and the information gained from the eaqreactivity may be applied to aromatic chemistry in general. It is gratifying to observe that the Hammett's freeenergy relationship holds up to the limit of diffusioncontrolled processes.Acknowledgment.-We wish to acknowledge the highly valued help of Dr. S. Gordon, the technical assistance of ,Miss P. Walsh, and the cooperation of Messrs.Several optically active diaryl sulfoxides have been prepared by treating optically active ( -)-menthyl ( -)arenesulfinates with arylmagnesium bromides.The optical rotatory dispersion curves and ultraviolet spectra of the sulfoxides and the sulfinate esters were determined and are discussed.This reaction is shown to produce optically pure sulfoxides. Sulfoxides can be synthesized by treating sulfinate esters with Grignard reagents4 If the sulfinate esters are optically active a t sulfur, optically active sulfoxides are formed. The first example of the use of this method was reported in a preliminary comm~nication.~ (+)-Ethyl p-tolyl sulfoxide (2) was prepared by the reaction of (-)-menthyl (-)-p-toluenesulfinate (1) with ethylmagnesium iodide. 0 0 I RMgX I .

show abstract

Synthesis, olfactory evaluation and determination of the absolute configuration of the β- and γ-Iralia® isomers

Barakat

Brenna

Fuganti

et al. 2008

Tetrahedron: Asymmetry

View full text Add to dashboard Cite

γ-Isomethylionone

Cited by 3 publications

References 0 publications

Essential Oils and Related Products

Essential Oils and Related Products

Optically Active Sulfoxides. The Synthesis and Rotatory Dispersion of Some Diaryl Sulfoxides²

Synthesis, olfactory evaluation and determination of the absolute configuration of the β- and γ-Iralia® isomers

Contact Info

Product

Resources

About

γ-Isomethylionone

Cited by 3 publications

References 0 publications

Essential Oils and Related Products

Essential Oils and Related Products

Optically Active Sulfoxides. The Synthesis and Rotatory Dispersion of Some Diaryl Sulfoxides2

Synthesis, olfactory evaluation and determination of the absolute configuration of the β- and γ-Iralia® isomers

Contact Info

Product

Resources

About

Optically Active Sulfoxides. The Synthesis and Rotatory Dispersion of Some Diaryl Sulfoxides²