Chemistry, like all the natural sciences, begins with the direct observation of nature— in this case, of matter.83249-10-9, Name is 3-(Methoxycarbonyl)bicyclo[1.1.1]pentane-1-carboxylic acid, SMILES is O=C(C1(C2)CC2(C(OC)=O)C1)O, belongs to benzisoxazole compound. In a document, author is MAKOSZA, M, introduce the new discover, Quality Control of 3-(Methoxycarbonyl)bicyclo[1.1.1]pentane-1-carboxylic acid.
DOES NITROARYLATION OF PHENYLACETONITRILE PROCEED AS A PHASE-TRANSFER-CATALYZED PROCESS
The phase-transfer catalyzed reaction of phenylacetonitrile with 4-chloro-3-(trifluoromethyl)nitrobenzene produces 5-chloro-7-phenyl-4-(trifluoromethyl)benzisoxazole (5) not the nitroarylation product 3a as was reported by Durantini et al. (Durantini, E. N.; Chiacchiera, S. M.; Silber, J. J. J. Org. Chem. 1993, 58, 7115). The catalytic nitroarylation does not occur because the product 3a immediately forms a lipophilic carbanion which inhibits the catalytic process. The nitroarylation occurs under ion-pair extraction conditions when a stoichiometric amount of tetrabutylammonium bromide is used, whereas 2-phenylalkanenitriles are efficiently PTC nitroarylated. 4-Chloro-3-(trifluoromethyl)- and 2-chloro-5-(trifluoromethyl)nitrobenzenes enter vicarious nucleophilic substitution reactions with carbanions of chloromethyl p-tolyl sulfone. These results and formation of 5 show that carbanions add to these nitroarenes initially in positions occupied with hydrogen.
Note that a catalyst decreases the activation energy for both the forward and the reverse reactions and hence accelerates both the forward and the reverse reactions. you can also check out more blogs about 83249-10-9. Quality Control of 3-(Methoxycarbonyl)bicyclo[1.1.1]pentane-1-carboxylic acid.
Reference:
Benzisoxazole – Wikipedia,
,Benzisoxazole – an overview | ScienceDirect Topics