Which of the following sequence converts benzaldehyde into phenylacetaldehyde?

1: $P B r_{3}$
2: Mg in THF
3: $N a B H_{4} f o l l o w e d b y H_{3} O^{+}$
4: $H C H O f o l l o w e d b y H_{3} O^{+}$
5: PCC

1; 3; 4; 2; 5

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3; 1; 2; 4; 5

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3; 1; 4; 2; 5

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1; 2; 3; 4; 5

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Solution

The correct option is B
3; 1; 2; 4; 5

The last step is oxidation by PCC. So 4 must yield 2-phenylethan-1-ol.

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There are two scenarios and in either case, we start with 5-oxohexanal. A reagent or sequence of reactions "A"
helps convert the substrate into 6-hydroxyhexan-2-one. On the other hand, a reagent or sequence of reactions "B"
converts the starting compound into 5-hydroxyhexanal. A and B are:

Look at this enamine:

Which of the following sequence converts benzaldehyde into the given enamine?

1: Oxidation with Cr(VI) compound
2: reaction with pyrrolidine with pH control; acid catalyst
3: $M e M g B r f o l l o w e d b y H_{3} O^{+}$

R - C H_{2} - C H_{2} - O H

can be converted into

R - C H_{2} C H_{2} C O O H

by the following sequence of steps:

Q. Which of the reagents shown below would accomplish the following transformations?

(A)	(B)
1) $H_{3} O^{+}$	$B H_{3} T H F; H_{2} O_{2} / N a O H$
2) NaOH	$B H_{3} T H F; H_{2} O_{2} / N a O H$
3) HBr in ether	$H g (O A c)_{2} / H_{2} O; N a B H_{4}$
4) $N a N H_{2}$	$H g (O A c)_{2} / H_{2} O_{2}; N a B H_{4}$

Q. When D-fructose is reduced with

N a B H_{4} / H_{3} O^{+}

, alditols are produced. Which of the following compounds will give the same alditol on reduction with

N a B H_{4} / H_{3} O^{+}

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Which of the following sequence converts benzaldehyde into phenylacetaldehyde? 1: PBr3 2: Mg in THF 3: NaBH4 followed by H3O+ 4: HCHO followed by H3O+ 5: PCC

The correct option is B 3; 1; 2; 4; 5 The last step is oxidation by PCC. So 4 must yield 2-phenylethan-1-ol.

Which of the following sequence converts benzaldehyde into phenylacetaldehyde?

1: $P B r_{3}$
2: Mg in THF
3: $N a B H_{4} f o l l o w e d b y H_{3} O^{+}$
4: $H C H O f o l l o w e d b y H_{3} O^{+}$
5: PCC

The correct option is B
3; 1; 2; 4; 5

The last step is oxidation by PCC. So 4 must yield 2-phenylethan-1-ol.