Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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Chapter 12, Problem 46P
What
a. 
and 
c. 
and
b. 
and two equivalents of
and 
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Draw the constitutional isomer formed when the following alkenes are treated with each set of reagents: [1] H2O, H2SO4; or [2] BH3 followed by H2O2, −OH.
5. What reagents are needed to convert toluene (C,H,CH,) to each compound?
a. C.H.COOH
b. C.H₂CH₂Br
c. p-bromotoluene
d. o-nitrotoluene
e. p-ethyltoluene
f.
Which alkene gives a meso
compound upon reaction with bromine (Br2)?
а.
O b.
d.
Chapter 12 Solutions
Organic Chemistry (6th Edition)
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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- 13arrow_forwardDevise 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)2arrow_forwardDraw 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_forward
- What is the major monobromination product formed by heating each alkane with Br2? b. (CHa)3CCH,CH(CH3)2 -CH3 d. (CHa),CCH,CH3 a. C.arrow_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_forwardWhat is the major monobromination product formed by heating each attached alkane with Br2 ?arrow_forward
- 3. What alkene with the molecular formula C,H12, when treated with ozone and then dimethyl sulfide, gives the following product(s)? H. H. a. (only product) b. (equal moles of each) (only product) C.arrow_forwardDevise a synthesis of each compound using CH3CH₂CH=CH₂ as the starting material. You may use any other organic compounds or inorganic reagents. a. b. d. e. Br Br Br OH OH (+ enantiomer)arrow_forwardWhat product is formed when p-dimethylbenzene (also called p-xylene) is treated with each reagent?arrow_forward
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