Concept explainers
Interpretation:
The products formed when 1,3-butadiene reacts with the given reagents are to be determined.
Concept introduction:
Hydrogenation with platinum as a catalyst is a reducing agent and can be used to convert unsaturated carbohydrates to saturated hydrocarbons.
Potassium permanganate oxidizes hydrocarbons to carbon dioxide. Also hot alkaline KMnO4 oxidatively cleaves
Alkenes react with halides and undergo substitution reaction where halides replace the double bonds. The product stereochemistry is dependent on the stereochemistry of the reactant alkene.
Conjugated dienes undergo both 1,2- and 1,4-electrophilic addition.
The 1,2 – addition to a diene is the addition of electrophile to the carbon designated as 1 and the nucleophile to the carbon designated as 2 as shown below. But the positions of carbons as 1 and 2 are not according to the IUPAC numbering of the molecule but as a conjugated diene. The mechanism is similar with 1,4-addition.
The mechanism of 1,2 addition and 1,4-addition of hydro halogenation is given below.
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- 5. Use the MS data to answer the questions on the next page. 14.0 1.4 15.0 8.1 100- MS-IW-5644 26.0 2.8 27.0 6.7 28.0 1.8 29.0 80 4.4 38.0 1.0 39.0 1.5 41.0 1.2 42.0 11.2 43.0 100.0 44.0 4.3 79.0 1.9 80.0 2.6 Relative Intensity 40 81.0 1.9 82.0 2.5 93.0 8.7 20- 95.0 8.2 121.0 2.0 123.0 2.0 136.0 11.8 0 138.0 11.5 20 40 8. 60 a. Br - 0 80 100 120 140 160 180 200 220 m/z Identify the m/z of the base peak and molecular ion. 2 b. Draw structures for each of the following fragments (include electrons and charges): 43.0, 93.0, 95.0, 136.0, and 138.0 m/z. C. Draw a reasonable a-fragmentation mechanism for the fragmentation of the molecular ion to fragment 43.0 m/z. Be sure to include all electrons and formal charges. 6. Using the values provided in Appendix E of your lab manual, calculate the monoisotopic mass for the pyridinium ion (CsH6N) and show your work.arrow_forwardNonearrow_forwardStereochemistry: Three possible answers- diastereomers, enantiomers OH CH₂OH I -c=0 21108 1101 41745 HOR CH₂OH IL Но CH₂OH TIL a. Compounds I and III have this relationship with each other: enantiomers b. Compounds II and IV have this relationship with each other: c. Compounds I and II have this relationship with each other: d. *Draw one structure that is a stereoisomer of II, but neither a diastereomer nor an enantiomer. (more than one correct answer)arrow_forward
- Don't used Ai solutionarrow_forwardDon't used Ai solutionarrow_forwardIn mass spectrometry, alpha cleavages are common in molecules with heteroatoms. Draw the two daughter ions that would be observed in the mass spectrum resulting from an alpha cleavage of this molecule. + NH2 Q Draw Fragment with m/z of 72arrow_forward
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