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taurus [48]
3 years ago
13

Question 044 Which of the following sequences converts 2-methylpropene and sodium acetylide into 3-methylbutanal? 1) HBr; 2) NaC

CH; 3) O3; 4) DMS 1) NaCCH; 2) H2/Ni2B; 3) O3; 4) DMS 1) HBr, ROOR; 2) NaCCH; 3) H2/Ni2B 4) O3; 5) DMS 1) HBr, ROOR; 2) NaCCH; 3) O3; 4) H2O 1) HBr; 2) NaCCH; 3) O3; 4) H2O
Chemistry
2 answers:
Minchanka [31]3 years ago
8 0

Answer:

1) HBr; 2) NaCCH; 3) O3; 4) H2O

Explanation:

The first step is formation of alkyl halide followed by reaction with sodium acetylide, to form 3-methylbutene, which is then followed by oxidation reaction with O3& H2O to 3-methylbutanal

Kruka [31]3 years ago
6 0

Answer:

The sequence of reagents' incorporation for the conversion of 2-methylpropene into 3-methylbutanal is <u>option (C.):</u>

1. HBr,ROOR ; 2.  NaCCH,H_{2}/Ni_{2}B ; 3. O_{3}, DMS

Explanation:

The summary of this reaction's mechanism is as follows:

  • <em>Radical hydro-halogenation</em> of 2-methylpropene through a technique known as <em>"peroxide effect"</em> in which the HBr addition causes free radical formation of the alkene
  • <em>Nucleophilic SN2 substitution </em>reaction (acetylide)
  • <em>Hydrogenation</em>
  • <em>Ozonolysis of the alkene</em>: after the addition reaction, the intermediate ozonide is converted to aldehyde using dimethyl sulfide (DMS)
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