Propanecarboxylic acid

Chemical Designations - Synonyms Butanic Acid Butanoic Acid Butyric Acid Ethylacetic Acid Propanecarboxylic Acid Chemical Formula CHjCHjCHjCOOH. 

Allethrin, DL-2-allyl-3-methyl cyclopenten-l-one ester of dl-cis-trans-2, 2-dimethyl-3 (-2-methylpropenyl) cyclo-propanecarboxylic acid... 

Interestingly, the 28-hehcal fold identified by NMR analysis of /9-peptide 109 compares well with the model of a /9 -peptide consisting of 1-aminomethylcyclo-propanecarboxylic acid residues (Fig. 2.24). This model was generated using ideal torsion angle values ( = + 120°, 9i=-72°, ii/=0°, and < =180°) derived from crystal structures of dimer 110, trimer 111 and tetramer 112 [163] (Fig. 2.25). 

Propane-Butane-(Propylene) Propane-2-Carboxylic Acid Propanecarboxylic Acid... 

Nahum-Levy, R., Fossom, L. H., Skolnick, P., Benveniste, M. Putative partial agonist 1-aminocyclo-propanecarboxylic acid acts as a glycine-site agonist and a glutamate-site antagonist at N-methyl-D-aspartate receptors, Mol. Pharmacol. 1999, 56, 1207-1218. 

Synonyms Butanoic acid Acide butyrique -But-anoic acid -Butyric acid Butanic acid Ethylace-tic acid Acido butirico 1-Propanecarboxylic acid Propylformic acid Kyselina maselna Butters-aeure RTECS ES5425000 UN2820 FEMA number 2221... 

A carboxy group is a rather weak electron-withdrawing substitutent and its electronic effect on the adjacent double bond is negligible. The fact that the straightforward synthesis of cyclo-propanecarboxylic acids via the addition of dichlorocarbene to alk-2-enoic acids has met with a little success is, therefore, due to the acidic properties of this substituent. 

Cyano-substituted carbanions react with chloromethyloxirane go give a mixture of cis- and fran5-2-hydroxymethylcyclopropanecarbonitrile 1 and an iminolactone 2. This reaction mixture was saponified without isolation to give the corresponding cis- and /ra 5-2-hydroxymethylcyclo-propanecarboxylic acids 3 in moderate to good yield. 

The configurations of these hydroxy acids were assigned by NMR spectroscopy and comparison with the data of some alkylated cyclopropanecarboxylic acids and 1-hydroxycyclo-propanecarboxylic acids. Chemical evidence for the exo configuration of the carboxy group and endo configuration of the hydroxy group resulted from the preparation and reaction of a norcarene-7-carboxylic acid, i.e. the 7-hydroxy-cw-bicyclo[4.1.0]hept-3-ene-exo-7-carboxylic acid (10a). 

Two iodocyclopropanes have been prepared by decarboxylation of the corresponding cyclo-propanecarboxylic acids with lead(IV) acetate in the presence of iodine and iodosobenzene diacetate in the presence of iodine. ... 

Other electron-withdrawing substituents which have been used to stabilize cyclopropyl anions are the acyl, ° carboxy, ° nitro, and isocyanide groups. With one exception, the first three were unsuccessful, partly because other reactions took place. Thus, cyclopropanecarboxylic acid undergoes dimerization to l-(cyclopropylcarbonyl)cyclo-propanecarboxylic acid, and this reaction predominates above room temperature. When ni-trocyelopropane was treated with base spontaneous dimerization oceurred, yielding mixtures of 1-nitro-l-nitrosobicyclopropyland l,l -dinitrobicyclopropyl. The yields of the two products were dependent on the workup procedure employed. 

Cesium fluoride in pyridine or dimethylformamide was, however, the most efficient reagent for converting 1-trimethylsilylcyclopropanecarbonitrile to the corresponding 1-cyanocyclo-propanecarboxylic acid (3). ... 

Diazotization of 1-aminocyclopropanecarboxylic acid in the presence of a carbon nucleophile gives a-substituted cyclopropanecarboxylic acids in moderate yields. When this amino acid was allowed to react with sodium nitrite in trifluoroacetic acid or with nitrosyl tetrafluoroborate in acetonitrile in the presence of potassium cyanide, 1-cyanocyclo-propanecarboxylic acid (1) was obtained in 64% yield. Similarly, l-(3-trimethylsilylprop-yl)cyclopropanecarboxyIic acid (2) was isolated in 30% yield when diazotization was carried out in the presence of allyl trimethylsilane. ... 

Formation of l-cyclopropyl-2-methylhydrazine (7) occurred when cw-l-methyldiazenyl-2-phenylcyclopropane was reacted with diimide generated by thermolysis of the anthracene-diimide adduct The reaction has not been utilized on a preparative scale. Furthermore, hydrogenation of 1-azidocyclopropanecarboxylic acid over palladium gave 1-aminocyclo-propanecarboxylic acid in 69% yield. 

Anhydrides of cis-cyclopropane-1,2-dicarboxy lie acids are converted to CM-2-acylcyclo-propanecarboxylic acids using various reagents. The outcome of the reaction is sensitive to the reaction conditions. Treatment of c i-3-oxabicyclo[3.1.0]hexane-2,4-dione with phenylmag-nesium bromide at low temperature" and dimethylcadmium at room temperature gave c/s-2-benzoyl- and c -2-acetylcyclopropanecarboxylic acid in 53 and 70% yield, respectively in addition minor amounts of disubstituted lactones were formed. 1129,1251 jjowever, no lactone was formed when cis-2-benzoylcyclopropanecarboxylic acid was prepared in 66% yield by reacting c -3-oxabicyclo[3.1.0]hexane-2,4-dione with benzene under Friedel-Crafts conditions." ... 

Cyclopropyl methyl ketones have also been obtained by reaction of anhydrides of cyclo-propanecarboxylic acids with methyllithium. ... 

C-satellites), and trans 2-arylcyclo propanecarboxylic acids (44, Ar = various substituted benzene rings, LAOCOON II). 

Dichlorovinyl)-2,2-dimethylcyclopropanecarboxylicacid. Cyclopropanecarboxylic acid, i(2,2-dichloroethenyl)-2,2-dimethyl- 3-(2,2-Dichlorovinyl)-l2-dimethylcyclo-propanecarboxylic acid EINECS 259-7662. 

CAS Synonyms (Copyright 1987 by the American Chemical Society) n-Butanoic acid n-Butyric acid Butyric acid Ethylacetic acid 1-Propanecarboxylic acid Propylformic acid Butyrate... 

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