What reagent and/or reaction sequence below would convert trans- $3$ -hexene to meso- $3, 4$ -hexanediol?

O s O_{4}, (C H_{3})_{3} C C O O H, (C H_{3})_{3} C O H, N a O H

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O_{3}

followed by

Z n / H_{2} O

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B_{2} H_{6} /

diglyme followed by

H_{2} O_{2} / N a O H

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C H_{3} C O_{3} H

followed by

N a O H / H_{2} O

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Solution

The correct option is D $C H_{3} C O_{3} H$ followed by $N a O H / H_{2} O$
Reaction of alkene with peroxyacids form epoxide. Epoxide on reaction with $N a O H / H_{2} O$ produces vicinal diol.

The reagent $C H_{3} C O_{3} H$ followed by $N a O H / H_{2} O$ would convert $t r a n s - 3 - h e x e n e$ to $m e s o - 3, 4 - h e x a n e d i o l$ .

$O s O_{4}$ also forms diol by dihydroxylation but is syn selective forms cis-diol.

Ozonolysis $O_{3} + Z n / H_{2} O$ splits the alkene at double bond and forms two aldehydes.

Hydroboration $B_{2} H_{6} + H_{2} O_{2} / N a O H$ forms alcohol.

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Similar questions

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. Which reagents would convert

c i s -

3

- h e x e n e

m e s o -

3, 4

- h e x e n e d i o l ?

Q. What would be the product formed upon treatment of (Z)-

3

-methyl-

3

-hexene with

B_{2} H_{6}

followed by treatment with

H_{2} O_{2},^{-} O H

Propene $C H_{3} - C H = C H_{2}$ can be converted into 1-propanol by oxidation. Which set of reagents among the following is ideal to affect the conversion ?

Q. Which of the following reaction(s) are correct?
(I)

B + N a O H \to 2 N a_{3} B O_{3} + H_{2}

(II)

P_{4} + N a O H + H_{2} O \to N a H_{2} P O_{2} + P H_{3}

(III)

S + N a O H \to N a_{2} S_{2} O_{3} + N a_{2} S + H_{2} O

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What reagent and/or reaction sequence below would convert trans-3-hexene to meso-3,4-hexanediol?

What reagent and/or reaction sequence below would convert trans- $3$ -hexene to meso- $3, 4$ -hexanediol?