Concept explainers
(a)
Interpretation:
To draw the organic products formed when 4-octyne is treated with given reagent.
Concept introduction:
Reduction of an
(b)
Interpretation:
To draw the organic products formed when 4-octyne is treated with given reagent.
Concept introduction:
Reduction of an alkyne by the addition of H2 to one or both of the pi bonds. When an alkyne is treated with two or more equivalents of H2 and using the Pd catalyst, reduction of both the pi bonds occurs. Thus Palladium metal is too active a catalyst to allow the hydrogenation of an alkyne to stop after one equivalent of H2. Thus Lindlar catalyst is used to reduce the triple to double bond.
(c)
Interpretation:
To draw the organic products formed when 4-octyne is treated with given reagent.
Concept introduction:
Reduction of an alkyne by the addition of H2 to one or both of the pi bonds. When an alkyne is treated with two or more equivalents of H2 and using the Pd catalyst, reduction of both the pi bonds occurs. Using the Pd catalyst form the cis alkene or alkane product but not the trans alkene. Thus another reagent is used to reduce the triple to double in a trans form.
(d)
Interpretation:
To draw the organic products formed when 4-octyne is treated with given reagent.
Concept introduction:
Oxidative cleavage of an alkene breaks both the sigma and pi bonds of the double bond to form two carbonyl groups. Depending on the number of R groups bonded to the double bond, oxidative cleavage yields either
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- Reagents a. C6H5CHO b. NaOH, ethanol h. BrCH2CH=CH2 i. Na* OEt, ethanol j. Br2, H* k. K* t-BuO c. Pyrrolidine, cat. H* d. H2C=CHCN e. H3O* f. I. CH2(CO2ET)2 -CH2CH2CN LDA m. heat g. ELOC(=0)CO2ET Select reagents from the table to synthesize this compound from cyclopentanone. Enter the letters of the chosen reagents, in the order that you wish to use them, without spaces or punctuation (i.e. geda).arrow_forwardGive the structure corresponding to each name. a. 7,7-dimethyl-4-octanol b. 5-methyl-4-propyl-3-heptanol c. 2-tert-butyl-3-methylcyclohexanol d. trans-1,2-cyclohexanediolarrow_forwardConvert propan-2-ol [(CH3)2CHOH] to each compound. You may use any other organic or inorganic compounds.arrow_forward
- Draw the products formed when p-methylaniline (p-CH3C6H4NH2) is treated with each reagent.a. HClb. CH3COClc. (CH3CO)2Od. excess CH3Ie. (CH3)2C = Of. CH3COCl, AlCl3g. CH3CO2Hh. NaNO2, HCli. Part (b), then CH3COCl, AlCl3j. CH3CHO, NaBH3CNarrow_forward. Which of the following can be both formed from bromoethane and converted directly into ethanal? CH3CH2Br → X → CH3CHO a. CH3CH2OH b. CH3OCH3 c. CH3COOH d. H2C=CHBrarrow_forwardSynthesize each compound from benzene.arrow_forward
- What product results from the SN2 reaction between (R)-2-chloropentane and hydroxide? A. (R)-2-pentanol B. (S)-2-pentanol C. Both A and B D. 1-pentanolarrow_forwardSelect the best reagent expected to convert 3-heptyne to cis-3-heptene. A. NaNH2, NH3 B. Na, NH3 C. H2, Lindlar’s catalyst D. Both A and C E. Both B and Carrow_forwardDraw the structure of a dihalide that could be used to prepare each alkyne. There may be more than one possible dihalide. CH3 b. CH₂-C-C=CH CH₂ a. CH₂C=CCH₂ C. -C=C-arrow_forward
- Give the structure corresponding to each IUPAC name. a. 2-bromobutanoic acid b. 2,3-dimethylpentanoic acid c. 3,3,4-trimethylheptanoic acid d. 2-sec-butyl-4,4-diethylnonanoic acid e. 3,4-diethylcyclohexanecarboxylic acid f. 1-isopropylcyclobutanecarboxylic acidarrow_forwardDraw the products of combustion of each alkane. a. CH;CH,CH,CH2CH(CH3)2 b.arrow_forward4. Syn and anti addition can occur with alkenes. 1. Describe syn and anti addition. b. Give an example of syn addition to an alkene and explain why it is syn. c. Give an example of anti addition to an alkene and explain why it is anti. 5. The following reactions shows the dehydration of 2-methylcyclohexanol. Why is 1-methylcyclohexene the major product? X OH H3PO4 84% 16%arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning