a) 2-Hydroxy-2-methylpentanal
Interpretation:
Whether 2-hydroxy-2-methylpentanal is an aldol condensation product or not is to be stated. The aldehyde or ketone precursor from which it can be prepared also is to be stated.
Concept introduction:
To state:
Whether 2-hydroxy-2-methylpentanal is an aldol condensation product or not. Further to state the aldehyde or ketone precursor from which it can be prepared.
b) 5-Ethyl-4-methyl-4-hepten-3-one
Interpretation:
Whether 5-ethyl-4-methyl4-heptene-3-one is an aldol condensation product or not is to be stated. The aldehyde or ketone precursor from which it can be prepared also is to be stated.
Concept introduction:
Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon of the second molecule. The product obtained is a β-hydroxyaldehyde or ketone.
To state:
Whether 5-Ethyl-4-methyl-4-heptene-3-one is an aldol condensation product or not. Further to state the aldehyde or ketone precursor from which it can be prepared.
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Chapter 23 Solutions
Organic Chemistry
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- Which of the following compounds is the major product of the reaction sequenc shown below? (1) Na CNCH3CN Br (A) (B) NH2 (2) H* H20, A он (C) (D) HO. O Compound C )Compound A Compound D )Compound Barrow_forward1. Draw the major product of the reaction of 1-butanol and the following reagents. (a) PBr3 (b) SOCI2, py (c) HCI, ZNCI2 (d) Conc. H2SO4, heat (e) PCC, CH2CI2 (f) NażCr,O7, H2SO4, H2O (g) Li (h) NaH (i) TMSCI, Et3N (1) TSCI, pyridine (k) Na (1) Potassium tert-butoxidearrow_forwardNon-conjugated β,γ-unsaturated ketones, such as 3-cyclohexenone, as in acid-catalysed equilibrium with their α,β-unsaturated isomers. The mechanism has several intermediates. Draw the structure of the second reaction intermediate in the conversion of 3-cyclohexenone to 2-cyclohexenone. This intermediate is a neutral compound.arrow_forward
- Which of the following would successfully perform the shown reaction? (A) (B) (C) (D) OH 1) NaH 2) EtBr NEt3 Mgº ether MeO OMe [TSOH] H ? PCCarrow_forwardwhat is major product of following Benzaldehyde--- NaOH ----propanal ----->? ( a ) α-hydroxy-2-methyl-3-phenyl propanal ( b ) β-hydroxy-2-methyl-3-phenyl butanal ( c ) β-hydroxy-2-methyl-2-phenyl propanal ( d ) β-hydroxy-2-methyl-3-phenyl propanal (e ) ɷ-hydroxy-2-methyl-3-phenyl propanalarrow_forwardAcid-catalyzed hydrolysis of the following epoxide gives a trans diol. CH3 CH3 CH3 НО, НО, H,SO, + H,O HO HO Only this glycol This glycol is is formed. not formed. Of the two possible trans diols, only one is formed. How do you account for this stereoselectivity?arrow_forward
- Show how Wittig reactions might be used to synthesize the following compounds. Ineach case, start with an alkyl halide and a ketone or an aldehyde.(a) Ph¬CH“C(CH3 )2 (b) Ph¬C(CH3 )“CH2(c) Ph¬CH“CH¬CH“CH¬Pharrow_forwardWhich ion in each of the following pairs is a better leaving group? Explain (a) F or Br (b) Ct or NH2- (c) OH or Iarrow_forward4. Which of the following compounds can be prepared by a malonic ester synthesis? Show the alkyl halide you would use in each case. (a) Ethyl pentanoate © Ethyl 2-methylbutanoate (b) Ethyl 3-methylbutanoate (d) Ethyl 2,2-dimethylpropanoatearrow_forward