Organic Chemistry-Package(Custom)
4th Edition
ISBN: 9781259141089
Author: SMITH
Publisher: MCG
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Chapter 26, Problem 26.39P
Interpretation Introduction
Interpretation: A synthesis of
Concept introduction: The treatment of an organic halide
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Devise a synthesis of 1-phenyl-5-methylhexane [C6H5(CH2)4CH(CH3)2] from acetylene, alkyl halides, and any required inorganic reagents.
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Chapter 26 Solutions
Organic Chemistry-Package(Custom)
Ch. 26 - Prob. 26.1PCh. 26 - Prob. 26.2PCh. 26 - Synthesize each product from the given starting...Ch. 26 - Prob. 26.4PCh. 26 - Prob. 26.5PCh. 26 - Prob. 26.6PCh. 26 - Prob. 26.7PCh. 26 - Problem 26.8
What starting materials are needed to...Ch. 26 - Prob. 26.9PCh. 26 - Prob. 26.10P
Ch. 26 - Problem 26.11
What product is formed when each...Ch. 26 - Prob. 26.12PCh. 26 - Problem 26.13
Draw the products formed when each...Ch. 26 - Problem 26.14
What products are formed when ...Ch. 26 - Prob. 26.15PCh. 26 -
What product is formed by ring-closing metathesis...Ch. 26 - Problem 26.17
What starting material is needed to...Ch. 26 - 26.18 In addition to organic halides, alkyl...Ch. 26 - 26.19 What product is formed by ring-closing...Ch. 26 - Draw the products formed in each reaction.Ch. 26 - Prob. 26.21PCh. 26 - 26.22 How can you convert ethynylcyclohexane to...Ch. 26 - 26.23 What compound is needed to convert styrene...Ch. 26 - 26.24 What steps are needed to convert to octane...Ch. 26 - Draw the products including stereoisomers formed...Ch. 26 - 26.28 Treatment of cyclohexene with and forms...Ch. 26 - Prob. 26.27PCh. 26 - 26.30 What starting material is needed to prepare...Ch. 26 - Prob. 26.29PCh. 26 - Prob. 26.30PCh. 26 - Prob. 26.31PCh. 26 - Draw the products formed in each reaction. a. f....Ch. 26 - Prob. 26.33PCh. 26 - Draw a stepwise mechanism for the following...Ch. 26 - Sulfur ylides, like the phosphorus ylides of...Ch. 26 - Although diazomethane is often not a useful...Ch. 26 - Prob. 26.37PCh. 26 - Prob. 26.38PCh. 26 - Prob. 26.39PCh. 26 - Prob. 26.40PCh. 26 - 26.43 Devise a synthesis of each compound using a...Ch. 26 - Devise a synthesis of each compound from...Ch. 26 - Devise a synthesis of each compound from benzene....Ch. 26 - Devise a synthesis of each substituted...Ch. 26 - Biaryls, compounds containing two aromatic rings...Ch. 26 - Prob. 26.46PCh. 26 - 26.49 Draw the product formed from the...Ch. 26 - Prob. 26.48PCh. 26 - Devise a synthesis of each of the following...Ch. 26 - Prob. 26.50PCh. 26 - 26.53 The following conversion, carried out in the...Ch. 26 - Prob. 26.52PCh. 26 - 26.55 Dimethyl cyclopropanes can be prepared by...Ch. 26 - Prob. 26.54P
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- What is the major product formed when 3-methyl-1-butene is treated with Hg(C2H3O2)2 in a THF/ethanol mixture followed by NaBH4 in base?arrow_forwardWhen the alkene A was treated first with Hg(OAc)2 in MeOH and second with NaBH4 the product was the ether B. Using curved arrows please give the mechanism for the first step of (Hg(OAc)2 in MeOH) this reaction, including any regioselectivity or stereoselectivity. H3C 1. Hg(OAc)2, MeOH H3C O-CH3 =CH2 ✓ -CH3 H3C 2. NaBH H3C A Barrow_forwardWhen an alkene is treated with Hg(OAc)2 in EtOH, followed by reaction with basic NaBH4, what functional group is formed? alkane ether O syn diol O alkyne O epoxidearrow_forward
- Reaction of 2-methylpropene with CH3OH in the presence of H2SO4 catalyst yieldsmethyl tert-butyl ether, CH3OC(CH3)3, by a mechanism analogous to that of acid- catalyzed alkene hydration. Write the mechanism, using curved arrows for each step.arrow_forwardWhen 2-pentene is treated with Cl, in methanol, three products are formed. Account for the formation of each product (you need not explain their relative percentages). CI OCH3 H,CO CI CI CI Cle CH;CHCHCH,CH, + CH;CHCHCH,CH3 + CH,CHČHCH,CH, CH;OH CH;CH=CHCH,CH, 50% 35% 15%arrow_forward3arrow_forward
- Which reaction provides the best synthesis of 2-methyl-1-butene?arrow_forwardWhen 2-pentene is treated with Cl2 in methanol, three products are formed. Account for the formation of each product (you need not explain their relative percentages).arrow_forwardBicyclo-2,5-heptadiene can be prepared in two steps from cyclopentadiene and vinyl chloride. Provide a mechanism for each step.arrow_forward
- Another important pattern in organic synthesis is the construction of CC bonds. Using your reaction roadmap as a guide, show how to convert propane into hex-1-en-4-yne. You must use propane as the source of all of the carbon atoms in the hex-1-en-4-yne product. Show all reagents needed and all molecules synthesized along the way.arrow_forwardDraw the structures of the following molecules: (a) trans-l-Bromo-3-methylcyclohexane (b) cis-1, 2-Dimethylcyclobutane (c) trans-1 -tert-Butyl-2-ethylcyclohexanearrow_forwardHow many alkenes could you treat with H2, Pd/C to prepare methylcyclopentane?arrow_forward
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