Ozonolysis of alkenes


Ozonolysis has both synthetic and analytical applications m organic chemistry In synthesis ozonolysis of alkenes provides a method for the preparation of aldehydes and ketones  [c.263]

Ozonolysis of alkenes (Section 6 19)  [c.710]

Ozonolysis has both synthetic and analytical applications in organic chemistry. In synthesis, ozonolysis of alkenes provides a method for the preparation of aldehydes and ketones.  [c.263]

Ozonolysis of alkenes (Section 6.19)  [c.710]

Ozonolysis of alkenes discovered and developed by C. D. Harries.  [c.601]

Dehydration of 2 2 3 4 4 pentamethyl 3 pentanol gave two alkenes A and B Ozonolysis of the lower boiling alkene A gave formaldehyde (H2C=0) and 2 2 4 4 tetramethyl 3 pentanone Ozonolysis of B gave formaldehyde and 3 3 4 4 tetramethyl 2 pentanone Identify A and B and suggest an explanation for the formation of B in the dehydration reaction  [c.279]

Dehydration of 2,2,3,4,4-pentamethyl-3-pentanol gave two alkenes A and B. Ozonolysis of the lower boiling alkene A gave formaldehyde (H2C=0) and 2,2,4,4-tetramethyl-3-pentanone. Ozonolysis of B gave formaldehyde and 3,3,4,4-tetramethyl-2-pentanone. Identify A and B, and suggest an explanation for the formation of B in the dehydration reaction.  [c.279]

The reaction of ozone with an aromatic compound is considerably slower than the reaction with an alkene. Complete ozonolysis of one mole of benzene with workup under non-oxidative conditions will yield three moles of glyoxal. The selective ozonolysis of particular bonds in appropriate aromatic compounds is used in organic synthesis, for example in the synthesis of a substituted biphenyl 8 from phenanthrene 7  [c.219]

Alkenes are cleaved to carbonyl compounds by ozonolysis This reaction IS useful both for synthesis (preparation of aldehydes ketones or car boxyhc acids) and analysis When applied to analysis the carbonyl com pounds are isolated and identified allowing the substituents attached to the double bond to be deduced  [c.274]

The structures of these two CaHie alkenes were determined by ozonolysis as described in Section 6.19.  [c.266]

Alkenes are cleaved to carbonyl compounds by ozonolysis. This reaction is useful both for synthesis (preparation of aldehydes, ketones, or carboxylic acids) and analysis. When applied to analysis, the carbonyl compounds are isolated and identified, allowing the substituents attached to the double bond to be deduced.  [c.274]

Until the second half of the twentieth century, the structure of a substance—a newly discovered natural product, for example—was determined using information obtained from chemical reactions. This information included the identification of functional groups by chemical tests, along with the results of experiments in which the substance was broken down into smaller, more readily identifiable fragments. Typical of this approach is the demonstration of the presence of a double bond in an alkene by catalytic hydrogenation and subsequent determination of its location by ozonolysis. After-considering all the available chemical evidence, the chemist proposed a candidate structure (or structures) consistent with the observations. Proof of structure was provided either by converting the substance to some already known compound or by an independent synthesis.  [c.519]

Harries has introduced at the beginning of this century ozonolysis as a method for the cleavage of carbon-carbon double bonds. The reaction proceeds via several intermediates to yield carbonyl compounds 3 and 4. The following mechanism, which has been proposed by Criegee and which is named after him, is generally accepted. Initial step is a 1,3-dipolar cycloaddition reaction of ozone and alkene 1, to give the primary ozonide 5 (also called molozonide). The initial ozonide 5 is unstable under the reaction conditions, and decomposes by a cycloreversion to give a carbonyl oxide 6 together with carbonyl compound 3. Carbonyl oxide 6 again is a 1,3-dipolar species—isoelectronic to ozone—and rapidly undergoes a cycloaddition to the C=0 double bond of 3, to give the secondary ozonide 2. The actual reaction sequence leading from 1 to 2 thus is cycloaddition-cycloreversion-cycloaddition  [c.218]

The final step can involve introduction of the amino group or of the carbonyl group. o-Nitrobenzyl aldehydes and ketones are useful intermediates which undergo cyclization and aromatization upon reduction. The carbonyl group can also be introduced by oxidation of alcohols or alkenes or by ozonolysis. There are also examples of preparing indoles from o-aminophcnyl-acetonitriles by partial reduction of the cyano group.  [c.14]

When the objective is analytical the products of ozonolysis are isolated and identi lied thereby allowing the structure of the alkene to be deduced In one such example an alkene having the molecular formula C Hig was obtained from a chemical reaction and was then subjected to ozonolysis giving acetone and 2 2 dimethylpropanal as the products  [c.264]

The structures of these two CsHie alkenes were deter mined by ozonolysis as de scribed in Section 6 19  [c.266]

When the objective is analytical, the products of ozonolysis are isolated and identified, thereby allowing the structure of the alkene to be deduced. In one such example, an alkene having the molecular fonnula C Hig was obtained from a chemical reaction and was then subjected to ozonolysis, giving acetone and 2,2-dimethylpropanal as the products.  [c.264]


See pages that mention the term Ozonolysis of alkenes : [c.262]    [c.263]    [c.570]    [c.262]    [c.263]    [c.519]   
Organic synthesis (0) -- [ c.87 , c.156 , c.280 , c.285 , c.322 , c.323 , c.326 ]

Carey organic chemistry (0) -- [ c.262 , c.263 , c.274 , c.710 ]

Organic chemistry (0) -- [ c.262 , c.263 , c.274 , c.710 ]