86 carboxylic acids cyclopentane

The drum compounds are thermally quite stable. For example, the cyclopentane carboxylic acid drum, 3, was heated at 300°C for 3 h in vacuum. The material obtained was soluble in CDCI3, and Sn NMR showed a single line at -A91.A ppm, compared to the starting material -A85.8. The shift is presumably due to loss of solvent molecules present in the crystal in the starting material. 

Cyclopentane-carboxylic acid Methyl glycinate TBTU Peptides 98 2005HGA1711... 

Phcnylcyclopentylamine, by hydrolysis of phenylcyclo-pentyl isocyanate, 51, 49 Phenylcyclopentyl isocyanate, by thermolysis of phenyl-cyclopentane-carboxylic acid azide, 51, 49... 

The reaction of a-haloketones (chloro, bromo or iodo) with alkoxide ions to give rearranged esters is called Favorskii rearrangement. For example, 2-chlorocyclohexanone is converted to the methyl ester of cyclopentane carboxylic acid by treatment with sodium methoxide in ether. 

Treatment of pulegone dibromide with sodium hydroxide leads to a cyclopentane-carboxylic acid [216], Unidirectional opening of the cyclopropanone intermediate is caused by the bromine atom at the p-position which acts as a donor. 

Naphthenic acids are based on saturated single or inulticyclic condensed ring structures, The low molecular weight naphthenic acids contain alkylated cyclopentane carboxylic acids, with smaller amounts of cyclohexane derivatives occurring, The carboxyl group is usually attached to a side chain rather than directly attached to the cycloalkane, The simplest naphthenic... 

Threonine 5.85 1-Amino-l-cyclopentane carboxylic acid 14.78 l-Amino-l-(4-piperidinyl)-carboxylic acid 19.22... 

Phenyl-l-cyclopentane carboxylic acid was produced in the result of reaction of 1-phenylcyclopentane carbonitrile with sulfuric acid. 

Phenyl-l-cyclopentanecarbonyl chloride was obtained by treatment of 1-phenyl-l-cyclopentane carboxylic acid with thionyl chloride. 

Figure 5. Stereospecific hydroxylation of cyclopentane carboxylic acid (a) and 4-methyl-2-pentanone (b) by two fungus species using the docking/protecting group concept.

Favorskii rearrangement of cyclic 2-bromoketones leads to ring contraction and this has become one of the most fruitful uses of the rearrangement in synthesis. Bromination of cyclohexanone is a simple reaction (Chapter 21) and treatment with methoxide gives the methyl ester of cyclopentane carboxylic acid in good yield. 

E. Lee and co-workers demonstrated that the chlorohydrin derived from (+)-carvone undergoes a stereoselective Favorskii rearrangement to afford a highly substituted cyclopentane carboxylic acid derivative. This intermediate was then converted to (+)-dihydronepetalactone. When the THP-protected chlorohydrin was treated with sodium methoxide in methanol at room temperature, the rearrangement took place with excellent stereoselectivity (10 1) and high yield. Interestingly, the major product was the thermodynamically less stable cyclopentanecarboxylate. 

Whereas the diazirine group survives almost all chemical operations going on at suitable distances from it, it is very sensitive to all operations producing a partial positive charge at a carbon atom adjacent to the three-membered ring. The oxidation of a-hydroxydiazirines, e.g., 153, succeeds only under very mild conditions and leads to ketones very sensitive toward acids. ° Dilute acid transforms 154 at room temperature with nitrogen elimination to a mixture of cyclopentane carboxylic acid and methylene-cyclopentanone. 

Not all instances of conformational polymorphism are as dramatic as that just described, and often different conformers of a single side chain are able to pack into different crystalline arrangements. For instance, the two polymorphs of/>-(li ,3 S)-3-thioanisoyl-l,2,2-trimethyl-cyclopentane carboxylic acid were found to be associated with different conformations of the carboxylate group [15], Torsion about a single C-N bond was shown to be the origin of the polymorphism detected for lomeridine dihydrochloride [16], Finally, relatively small differences in molecular conformation were detected for the two polymorphic and four solvated crystalline forms of spironlactone [17],... 

Cyclopentaneacetic acid, 3-oxo-2-(2-pentenyl)-, methyl ester. See Methyl jasmonate Cyclopentaneacetic acid, 3-oxo-2-pentyl-, methyl ester. See Methyidihydrojasmonate Cyclopentane, butyl-. See Butylcyclopentane Cyclopentane carboxylic acid CAS 3400-45-1 EINECS/ELINCS 222-269-5 Classification Nonaromatic carboxylic acid Empirical C6H10O2 Formula C5H9CO2H... 

Cyclopentane carboxylic acid, sodium salt. See Sodium cyclopentane carboxylate 1,1 -Cyclopentanediacetic acid. See 3,3-Tetramethylene glutaric acid Cyclopentane, 1,1-dimethyl-. See 1,1-Dimethylcyclopentane... 

Nikkoi Meadowfoam OH. See Meadowfoam (Limnanthes alba) seed oil Nikkoi Myristyi Lactate. See Myristyl lactate Nikkoi Naphthenic Acid. See Cyclopentane carboxylic acid... 

Sodium cyclohexanesulfamate Sodium cyclohexyl amidosulfate Sodium cyclohexylsulfamate Sodium cyclohexyl sulfamidate. See Sodium cyclamate Sodium cyclopentane carboxylate Synonyms Cyclopentane carboxylic acid, sodium salt... 

Definition Sodium salt of cyclopentane carboxylic acid... 

C14-15 pareth-8 carboxylic acid C12-15 pareth-9 hydrogenated tallowate Cl2-13 pareth-10 phosphate Cl 2-15 pareth-2 phosphate C12-15 pareth-8 phosphate Cyclopentane carboxylic acid DEA-C12-15 alkyl sulfate DEA-cetyl phosphate DEA-cetyl sulfate DEA-cocoamphodipropionate DEA-cyclocarboxypropyloleate DEA-isostearate DEA-laureth sulfate DEA-lauryl sulfate DEA-methyl myristate sulfonate DEA-myreth sulfate DEA-myristate DEA-myristyl sulfate DEA-oleth-3 phosphate DEA-oleth-5 phosphate... 

Cyclopentane carboxylic acid Nikkol Naphthenic Acid... 

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