ORGANIC CHEMISTRY (LOOSELEAF)
6th Edition
ISBN: 9781260475630
Author: SMITH
Publisher: MCG
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Textbook Question
Chapter 12, Problem 46P
What
a. and c. and
b. and two equivalents of
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Devise a synthesis of each alkene using a Wittig reaction to form the double bond. You may use benzene and organic alcohols
having four or fewer carbons as starting materials and any required reagents.
a. CH,CH2CH2CH=CHCH3
b. GgH;CH=CHCH2CH¿CH3
c. (CHa2C=CHCH(CH)2
Synthesize each compound from cyclohexanone and organic halides having s4 C's. You may use any other inorganic
reagents.
OCH3
a.
C.
OH
b.
d.
Epoxidation is typically achieved by treating an alkene with:
a. bromine
b. NBS
с. ТСРВА
O d. BH3, then NaOH
Chapter 12 Solutions
ORGANIC CHEMISTRY (LOOSELEAF)
Ch. 12.1 - Prob. 1PCh. 12.3 - Problem 12.2 What alkane is formed when each...Ch. 12.3 - Prob. 3PCh. 12.3 - Prob. 4PCh. 12.3 - Prob. 5PCh. 12.3 - Prob. 6PCh. 12.3 - Compound Molecular formula before...Ch. 12.4 - Problem 12.8 Draw the products formed when...Ch. 12.5 - Prob. 9PCh. 12.5 - Prob. 10P
Ch. 12.5 - Problem 12.11 (a) Draw the structure of a compound...Ch. 12.5 - Prob. 12PCh. 12.5 - Prob. 13PCh. 12.6 - Problem 12.14 Draw the products of each...Ch. 12.8 - Prob. 15PCh. 12.8 - Problem 12.16 Draw all stereoisomers formed when...Ch. 12.9 - Prob. 17PCh. 12.9 - Problem 12.18 Draw the products formed when both...Ch. 12.10 - Problem 12.19 Draw the products formed when each...Ch. 12.10 - Prob. 20PCh. 12.10 - Prob. 21PCh. 12.11 - Problem 12.22 Draw the products formed when each...Ch. 12.11 - Prob. 23PCh. 12.12 - Problem 12.24 Draw the organic products in each of...Ch. 12.13 - Prob. 25PCh. 12 - 12.29 Draw the products formed when A is treated...Ch. 12 - Prob. 30PCh. 12 - Prob. 31PCh. 12 - Prob. 32PCh. 12 - Prob. 33PCh. 12 - Draw the organic products formed when cyclopentene...Ch. 12 - Draw the organic products formed when allylic...Ch. 12 - Prob. 39PCh. 12 - Prob. 40PCh. 12 - Prob. 41PCh. 12 - What alkene is needed to synthesize each 1,2-diol...Ch. 12 - 12.48 Draw the products formed in each oxidative...Ch. 12 - What alkene or alkyne yields each set of products...Ch. 12 - Prob. 47PCh. 12 - Prob. 48PCh. 12 - Prob. 49PCh. 12 - Prob. 50PCh. 12 - 12.57 Draw the product of each asymmetric...Ch. 12 - 12.60 Identify A in the following reaction...Ch. 12 - Prob. 58PCh. 12 - 12.62 It is sometimes necessary to isomerize a cis...Ch. 12 - 12.63 Devise a synthesis of each compound from...Ch. 12 - Prob. 61P
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Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- Draw the products formed when (CH3)2C=CH2 is treated with each reagent. a.HBr b. H2O, H2SO4 c. CH3CH2OH, H2SO4 d. Cl2 e.Br2, H2O f.NBS (aqueous DMSO) g.[1] BH3; [2] H2O2, HO−arrow_forwardWhich alkene gives a meso compound upon reaction with bromine (Br2)? а. O b. d.arrow_forwardWhat alkene can be used to prepare each alcohol as the exclusive product of a two-step hydroboration-oxidation sequence? он a. b. OHarrow_forward
- Which reaction will produce this alkene as the major product? A. A B. B C. Both D. Neither (a) (b) Br NaOCH3 Δ H₂C P(Ph)3arrow_forwardDraw the products formed when hex-1-yne is treated with each reagent. a. HCl (2 equiv) b. HBr (2 equiv) c. Cl2 (2 equiv) d.H2O + H2SO4 + HgSO4 e. [1] R2BH; [2] H2O2, HO− f. NaH g. [1] −NH2; [2] CH3CH2Brarrow_forwardDevise a synthesis of each compound using CH3CH, as the only source of carbon atoms. You may use any other required organic or inorganic reagents. a. HC=CH b. HC=CCH,CH3 c. HC= CCH;CH,OH d. e.arrow_forward
- Which alkene cannot be converted into an alkyl bromide with HBr, ROOR, hv, A? III IV A. B. C. D. E. All react Which synthetic route is best to give the major product shown below. ? x XA OH A. 1. BH3; 2. H₂O2, NaOH; 3. HBr; 4. CH3CO₂H B. 1. Br₂, 2. NaCCH; H₂, Lindlar's; 3. O3; 4. H₂O C. 1. NBS, hv, A; 2. H₂, Pd; 3. NaO₂CCH3 D. 1. NBS, hv, A; 2. NaCCH; 3. H₂2, Pd; 4. O3; 5. H₂O E. 1. NBS, hv, A; 2. H₂, Pd; 3. NaCCH; 4. 03; 5. H₂O Which synthetic route is best for the transformation shown below? OH ? OH A. 1. H₂SO4/heat; 2. HgOAC2, H₂O; 3. NaBH4 B. 1. HBr; 2. NaOH, DMSO C. 1. TsCl, pyr; 2. NaOH, DMSO D. 1. TsCl, pyr; 2. KOtBu; 3. BH3-THF; 4. H₂O2, NaOH E. 1. H₂SO4/heat; 2. BH3-THF; 3. H₂O2, NaOH =Barrow_forwardproduct formed by treating butanal with 1. AgNO3 in HH3 2. Acidified K2CrO4 3. LiAlH4arrow_forwardO d. 4-methyl-1-octenen The following transformation is d 50 Select one: a. an oxidation reaction b. a reduction reaction C. neither oxidation nor reduction PAGEarrow_forward
- 10. What products are formed when the following compound is treated with each reagent? If no reaction occurs, write NR. a. H₂/Pd b. K₂Cr2O7 c. Tollen's reagent d. 2 equiv. CH3OH, H+ e. 2 equiv. CH3CH₂OH, H+ f. Product of (e), then H₂O/H*arrow_forwardDevise a synthesis of each compound from cyclohexene as the starting material. More than one step is needed. HO CN d. "SH 'CaCH b. а. + enantiomer + enantiomerarrow_forwardWhich set of reagents would be appropriate to synthesize bromobenzene from benzene? O 1. HNO3 in H2SO4; 2. H2CrO4 and heat O 1. H2CrO4 and heat; 2. H2 Pd/C O Br2 and FeBr3 O 1. CH3CH2CHCI and AICI3; 2. H2CRO4 and heat O4B12 and Fe O Heat and Br2 OBR2, HCIarrow_forward
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Chapter 4 Alkanes and Cycloalkanes Lesson 2; Author: Linda Hanson;https://www.youtube.com/watch?v=AL_CM_Btef4;License: Standard YouTube License, CC-BY
Chapter 4 Alkanes and Cycloalkanes Lesson 1; Author: Linda Hanson;https://www.youtube.com/watch?v=PPIa6EHJMJw;License: Standard Youtube License