# How would these be classified: as strong/weak nucleophiles or strong/weak bases?

## $C {H}_{3} S N a$ $N a I$ $C {H}_{2} O N a$ $C {H}_{3} B r$ ${\left(C {H}_{3}\right)}_{3} C O N a$ $C {H}_{3} O H$

##### 1 Answer
Mar 28, 2016

$C {H}_{3} S N a \implies$strong nucleophile, weak base
$N a I \implies$ strong nucleophile, weak base
$C {H}_{2} O N a \implies$ strong nucleophile, strong base
$C {H}_{3} B r \implies$ weak nucleophile, weak base
${\left(C {H}_{3}\right)}_{3} C O N a \implies$ weak nucleophile, weak base
$C {H}_{3} O H \implies$ weak nucleophile, weak base

#### Explanation:

Use the basic classification method:
Nucleophilicity the measure how good a Nucleophile is governed by the following. The ability to give away an electron and bond:
1) Charge
2) Polarizability
3) Solvent (Protic v.s. Aprotic)
4) Steric Hindrance

Basicity is governed by the ability of an electron rich specie to donate it an electron and form a bond with a hydrogen atom

$C {H}_{3} S N a \implies$strong nucleophile, weak base
$N a I \implies$ strong nucleophile, weak base
$C {H}_{2} O N a \implies$ strong nucleophile, strong base
$C {H}_{3} B r \implies$ weak nucleophile, weak base
${\left(C {H}_{3}\right)}_{3} C O N a \implies$ weak nucleophile, weak base
$C {H}_{3} O H \implies$ weak nucleophile, weak base