stable carbocation than but-2-ene. - When 1-methylcyclopentene undergoes an addition reaction with a carbocation intermediate, the carbocation will form on Carbon 5. - 3,3-diethylhex-1-ene will undergo rearrangement upon formation of a carbocation. - 3-methylcyclopentene will undergo rearrangement upon formation of a carbocation. - 1-ethylcyclopent-1-ene is the name of the product of reaction of 1-bromo-2-ethylcyclopentane with KOH in ethanol solvent

stable carbocation than but-2-ene. - When 1-methylcyclopentene undergoes an addition reaction with a carbocation intermediate, the carbocation will form on Carbon 5. - 3,3-diethylhex-1-ene will undergo rearrangement upon formation of a carbocation. - 3-methylcyclopentene will undergo rearrangement upon formation of a carbocation. - 1-ethylcyclopent-1-ene is the name of the product of reaction of 1-bromo-2-ethylcyclopentane with KOH in ethanol solvent

World of Chemistry, 3rd edition

3rd Edition

ISBN:9781133109655

Author:Steven S. Zumdahl, Susan L. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan L. Zumdahl, Donald J. DeCoste

Chapter20: Organic Chemistry

Section: Chapter Questions

Problem 4STP

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a) Give the molecular formula and draw the skeletal structure for 3-bromo-3- methylhexane. b) Name (including E/Z stereochemistry) the FIVE alkenes that can produce 3-bromo-3- methylhexane on reaction with HBr. Draw the skeletal structure of each molecule.??? c) Define the type of stereoisomerism present in 3-bromo-3-methylhexane. Name and draw the tetrahedral representation of the two stereoisomers?. d) For the base-catalysed hydrolysis of 3-bromo-3-methylhexane (i.e. reaction with the nucleophile OH-): i) ii) iii) iv) State whether the reaction is likely to proceed by an SN1 or SN2 mechanism, and explain your choice Give the likely rate law for the reaction. Explain your choice. For the reaction intermediate, draw its structure and give the VSEPR description of the geometry at the reaction centre Give the names and draw the structures of the two reaction products. Explain your conclusions
Three halogenation products are produced when 2-methylbutane is halogenated- a primary, secondary, and tertiary alkyl halide. Which of the following is not a possible product in this reaction? A) 1-chloro-2-methylbutane B) 1-chloro-3-methylbutane c) 2-chloro-2-methylbutane D 2-chloro-3methylbutane E) none of the choices
c) For the IUPAC names below, provide an unambiguous structure! 1) (1R, 2R, 4S)-1,2-dibromo-4-methyl-cyclohexane 2) (2R, 3Z)-5-Fluoro-3-penten-1,2-diol
2-methyl-2-hexanol was prepared by reacting an alkene with either hydroboration-oxidation or oxymercuration-reduction. Draw the structure of the alkene that was used to prepare the alcohol in highest yield. • You do not have to consider stereochemistry. • Indicate the method of preparation by drawing either BH3 (for hydroboration-oxidation), or Hg (for oxymercuration-reduction), in a separate sketcher. • If there is more than one alkene that can be used for a given method, draw all of them. • If either hydroboration-oxidation or oxymercuration-reduction can be used, just give the structures for one method. • Separate structures with + signs from the drop-down menu. *9⁹-85 ? ChemDoodle Sn [F
7. Which of the following structures have incorrect IUPAC names? If incorrect give the correct one. a. CH₂C=CCH₂CH(CH3)2 2-Methyl-4-hexyne CH₂CH₂ H CH₂CHCICH3 H trans-6-Chloro-3-heptene CH₂CH(CH₂)CH₂C=CCH₂CH(CH3)CH₂CH₂ 2-Ethyl-7-methyl-4-octyne
Draw structural formulas for these alkenes. (a) trans-2-Methyl-3-hexene (b) 2-Methyl-2-hexene (c) 2-Methyl-1-butene (d) 3-Ethyl-3-methyl-1-pentene (e) 2,3-Dimethyl-2-butene (f) cis-2-Pentene (g) (Z)-1-Chloropropene (h) 3-Methylcyclohexene (i) 1-Isopropyl-4-methylcyclohexene (j) (E)-2,6-Dimethyl-2,6-octadiene (k) 3-Cyclopropyl-1-propene (l) Cyclopropylethene (m) 2-Chloropropene (n) Tetrachloroethylene (o) 1-Chlorocyclohexene
Draw a structural formula for the alkene you would use to prepare the alcohol shown by hydroboration/oxidation. CH3 CH3CHCH₂CH₂CH₂OH • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • In cases where there is more than one answer, just draw one.
Which of these statements is true about halogenation of 2-methylbutane? It occurs via an addition reaction. B The primary C is halogenated first. Based on probability, the dominant product should be a tertiary alkylhalide. None of the choices
Reactions: 20) cis-4-bromo, 3-methyl, 2-pentene undergoes chlorination. Name final product. 21) 3-fluoro-1-cyclohexene undergoes hydrogenation. Name final product. 22) 2,3-dimehtyl-3-hexene undergoes hydration. Draw both products. How many hydrogens in the product? 23) trans-1,2-difluoro-ethene undergoes fluorination. Name final product. 24) 1,4-nonadiene undergoes excessive hydrogenation. How many hydrogens in final product? 25) 1-pentyne undergoes one round of chlorination. Draw product. Now this product undergoes a second round of chlorination. Name final product.
Draw a structural formula for cis-1-bromo-3-ethylcyclopentane. • Show stereochemistry only if given in the name. • In cases where there is more than one answer, just draw one.
The name of compound A in Figure 5 is 1- (butan-2-yl) -3-methylcyclohexane. Use this information to pay for the IUPAC name of compound B.
Compounds with two carbonyl groups are named as alkane diones, for example: R 2,3-butanedione The compound above is an artificial flavor added to microwave popcorn and movie-theater popcorn to simulate the butter flavor. Interestingly, this very same compound is also known to contribute to body odor. Name the following compounds: cyclohexane-1,3-dione cycloheptane-1,4-dione gily nonane-2,8-dione