11. Provide the reagents necessary to carry out thefollowing conversion.A5-cyclopentyl-1-pentanol5-cyclopentylpentanoyl chloride5-cyclopentylpentanoic acidCB8-cyclopentyl-4-octanone12.Provide the reagents necessaryto carry out the following conversion.4-ethylheptanoyl chloride5-ethyl-2-octanoneA.B.E.CH3LiCH3MgBr(CH3)2CuLi1.2.CH3OHMg/etherCH3Br

11. Provide the reagents necessary to carry out the 12. Provide the reagents necessary following conversion. to carry out the following conversion. 4-ethylheptanoyl chloride 5-ethyl-2-octanone A 5-cyclopentyl-1-pentanol 5-cyclopentylpentanoyl chloride 5-cyclopentylpentanoic acid C B 8-cyclopentyl-4-octanone. A. B. C. D. E. CH3Li CH3MgBr (CH3)2CuLi 1. 2. CH3OH Mg/ether CH3Br

11. Provide the reagents necessary to carry out the 12. Provide the reagents necessary following conversion. to carry out the following conversion. 4-ethylheptanoyl chloride 5-ethyl-2-octanone A 5-cyclopentyl-1-pentanol 5-cyclopentylpentanoyl chloride 5-cyclopentylpentanoic acid C B 8-cyclopentyl-4-octanone. A. B. C. D. E. CH3Li CH3MgBr (CH3)2CuLi 1. 2. CH3OH Mg/ether CH3Br

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter21: Benzene And The Concept Of Aromaticity

Section: Chapter Questions

Problem 21.47P: When warmed in dilute sulfuric acid, 1-phenyl-1,2-propanediol undergoes dehydration and...

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When warmed in dilute sulfuric acid, 1-phenyl-1,2-propanediol undergoes dehydration and rearrangement to give 2-phenylpropanal. (a) Propose a mechanism for this example of a pinacol rearrangement (Section 10.7). (b) Account for the fact that 2-phenylpropanal is formed rather than its constitutional isomer, 1-phenyl-1-propanone.
1. (a) Oxidation of 1-butanol with PCC will produce which of the following? 2-chlorobutanal butanone butanoic acid butanal (b) Which synthetic route is the best way to prepare ethyl isopropyl ether? CH3CH2OH + (CH3)2CHOH + H2SO4, 140 oC CH3CH2ONa + (CH3)2CHOH CH3CH2ONa + (CH3)2CHBr (CH3)2CHONa + CH3CH2Br
1. (a) Oxidation of 1-butanol with PCC will produce which of the following? 2-chlorobutanal butanone butanoic acid butanal (b) Which synthetic route is the best way to prepare ethyl isopropyl ether? CH3CH2OH + (CH3)2CHOH + H2SO4, 140 oC CH3CH2ONa + (CH3)2CHOH CH3CH2ONa + (CH3)2CHBr (CH3)2CHONa + CH3CH2Br (c) The Williamson ether synthesis involves nucleophilic substitution involving an alkyl halide and an alcohol. (True or False)
Given the following reagents: a. Br₂ in CH₂Cl₂ b.CrO₃ , H₂SO₄, acetone c. concentrated HCl with ZnCl₂ d. aqueous FeCl₃ e. aqueous NaHCO₃ f. ammoniacal AgNO₃ which will match and quickly differentiate the compounds in the ff: 1. 4-bromophenol from benzene 2. hexane from 1-hexene 3. 1-hexanol from hexanal 4. hexane from hexanoic acid 5. 2-hexanol from 2-methyl-2-hexanol 6. 1-hexene from 1-hexyne
In the synthesis of 2-methyl-pentan-2-ol from pentan-2-one, the source of the nucleophile in nucleophilic attack on the carbonyl carbon is __________. -C≡N CH3MgBr -C≡CCH3 NaOCH3 KMnO4
1 Provide step by step analysis of each reagent and final product clearly indicated
1. Reaction of excess methyllithium with ethyl acetate (CH3CO2C2H5) produces, after acid work-up, ___. 2. Reaction of excess ethyl magnesium bromide with ethyl benzoate (C6H5CO2C2H5) produces, after acid work-up, ___. 3. Reaction of excess ethyl magnesium iodide with ethyl acetate (CH3CO2C2H5) produces, after acid work-up, ___.
rank these from least to most reactive in nucleophilic acyl substitution with a nucleophile I)CH3COOC2H5 II) CH3COO-Na+ III)CH3COCl IV) CH3CONH2
Show and explain reagents and expiramental conditions to synthesize each compound from 1- propanol.
Choose the best reagents from the list provided below for carrying out the following conversion. Match the reagent with the step number. HCl (aq), Zn(Hg) Br2, FeBr3 Na/NH3, -33 degrees C NBS, light KMnO4, H3O+ Mg metal, ether KOH, EtOH, heat
Propose a short synthesis f or ONE of the following molecules. You can start with acetylene, and alkyl halides from 1-4 carbons in length. You can also use an reagents you wish. a) Hexan-3-one (CH3CH2COCH2CH2CH3)
(a) Arrange the following compounds in an increasing order of their indicated property :(i) Benzoic acid, 4-Nitrobenzoic acid, 3,4-Dinitrobenzoic acid, 4-Methoxybenzoic acid (acid strength)(ii) CH3CH2CH (Br) COOH, CH3CH (Br) CH2COOH,(CH3)2CHCOOH, CH3CH2CH2COOH (acid strength)(b) How would you bring about the following conversions :(i) Propanone to Propene (ii) Benzoic acid to Benzaldehyde(iii) Bromobenzene to 1-phenylethanol