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<!DOCTYPE html>
<html>
<head>
<script class="jsbin" src="http://ajax.googleapis.com/ajax/libs/jquery/1.4.0/jquery.min.js"></script>
<meta charset=utf-8 />
<title>JS Bin</title>
<!--[if IE]>
  <script src="http://html5shiv.googlecode.com/svn/trunk/html5.js"></script>
<![endif]-->
<style>
  article, aside, figure, footer, header, hgroup, 
  menu, nav, section { display: block; }
</style>
</head>
<body>
  <select id="combobox" size="9" id="reasons" multiple="multiple">
    <option value="1">Option 1</option>
    <option value="2">Option 2</option>
    <option value="3">Option 3</option>
    <option value="4">Option 4</option>
</select>
  
  <input type="checkbox" name="mycheck" value="true" id="check" disabled="true"/>
​
  <select id="combobox2" size="9" id="reasons" multiple="multiple">
    <option value="1">Option 1</option>
    <option value="2">Option 2</option>
    <option value="3">Option 3</option>
    <option value="4">Option 4</option>
</select>
  
  <input type="checkbox" name="mycheck" value="true" id="check2" disabled="true"/>
  
</body>
</html>
 
$(function(){
  $("#combobox2").change(function(){
    if ($(this).find("option[value='2']").is(":selected"))
      $("#check2").removeAttr("disabled");
    else
      $("#check2").attr("disabled", "true");
        
  });
});
​
Output

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