List the following compounds in order of decreasing reactivity towards ch3o- in an sn2 reaction carried out in ch3oh:ch3f,ch3cl,ch3br,ch3i,ch3oso2cf3,14ch3oh.

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{C H}_{3} O H

S_{N} 2

{C H}_{3} O H

{C H}_{3} F

{C H}_{3} C l

{C H}_{3} B r

{C H}_{3} I

{C H}_{3} O {S O}_{2} {C F}_{3}

^{14} {C H}_{3} O H

S_{N}^{2}

C H_{3} (C H_{2})_{3} C H_{2} B r

C H_{3} (C H_{2}) C H C H_{2} C H_{2} B r

C H_{3} - C H_{2} C H_{3} | C H - C H_{3} B r

C H_{3} - C H_{3} | C | C H_{3} - C H_{3} B r

C H_{3} C l, C H_{3} B r, C H_{3} I

C H_{3} F

C H_{3} B r C H_{3} F C H_{3} O H C H_{3} O S O_{2} C F_{3}

(I) (I I) (I I I) (I V)

C H_{3} O^{-}

S_{N} 2

Compare the dipole moment of the following.

CH₃F,CH₃Cl,CH₃Br, CH3 I.

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