Index: assignment-api/api/src/java/org/sakaiproject/assignment/api/model/AssignmentSupplementItemService.java
===================================================================
--- assignment-api/api/src/java/org/sakaiproject/assignment/api/model/AssignmentSupplementItemService.java	(revision 123299)
+++ assignment-api/api/src/java/org/sakaiproject/assignment/api/model/AssignmentSupplementItemService.java	(working copy)
@@ -50,6 +50,20 @@
 	 */
 	public List<String> getAttachmentListForSupplementItem(AssignmentSupplementItemWithAttachment item);
 	
+	/**
+	 * reset the attachment list
+	 * @param item
+	 * @return
+	 */
+	public boolean cleanAttachment(AssignmentSupplementItemWithAttachment item);
+
+	/**
+	 * remove the AssignmentSupplementItemAttachment object
+	 * @param attachment
+	 * @return
+	 */
+	public boolean removeAttachment(AssignmentSupplementItemAttachment attachment);
+
 	/*************** model answer ******************/
 	
 	/**
Index: assignment-impl/impl/src/java/org/sakaiproject/assignment/impl/AssignmentSupplementItemServiceImpl.java
===================================================================
--- assignment-impl/impl/src/java/org/sakaiproject/assignment/impl/AssignmentSupplementItemServiceImpl.java	(revision 123299)
+++ assignment-impl/impl/src/java/org/sakaiproject/assignment/impl/AssignmentSupplementItemServiceImpl.java	(working copy)
@@ -174,6 +174,42 @@
 	    return (List) getHibernateTemplate().execute(hcb);
 	}
 	
+	/**
+	 * {@inheritDoc}
+	 */
+	public boolean cleanAttachment(AssignmentSupplementItemWithAttachment item)
+	{
+		boolean rv = true;
+		Set<AssignmentSupplementItemAttachment> attachmentSet = item.getAttachmentSet();
+		if (attachmentSet != null)
+		{
+			for (Iterator<AssignmentSupplementItemAttachment> iAttachmentSet = attachmentSet.iterator(); iAttachmentSet.hasNext();)
+			{
+				AssignmentSupplementItemAttachment attachment = iAttachmentSet.next();
+				rv &= removeAttachment(attachment);
+			}
+		}
+		return rv;
+	}
+
+	/**
+	 * {@inheritDoc}
+	 */
+	public boolean removeAttachment(AssignmentSupplementItemAttachment attachment)
+	{
+		try 
+		{
+			getHibernateTemplate().delete(attachment);
+			return true;
+		}
+		catch (DataAccessException e)
+		{
+			e.printStackTrace();
+			Log.warn(this + ".removeAttachment() Hibernate could not delete attachment " + attachment.getId());
+			return false;
+		}
+	}
+
    /*********************** model answer ************************/
 	/**
 	 * {@inheritDoc}}
Index: assignment-tool/tool/src/java/org/sakaiproject/assignment/tool/AssignmentAction.java
===================================================================
--- assignment-tool/tool/src/java/org/sakaiproject/assignment/tool/AssignmentAction.java	(revision 123299)
+++ assignment-tool/tool/src/java/org/sakaiproject/assignment/tool/AssignmentAction.java	(working copy)
@@ -6452,7 +6452,10 @@
 			// to delete the model answer
 			AssignmentModelAnswerItem mAnswer = m_assignmentSupplementItemService.getModelAnswer(aId);
 			if (mAnswer != null)
+			{
+				m_assignmentSupplementItemService.cleanAttachment(mAnswer);
 				m_assignmentSupplementItemService.removeModelAnswer(mAnswer);
+			}
 		}
 		else if (state.getAttribute(MODELANSWER_TEXT) != null)
 		{
@@ -6495,7 +6498,11 @@
 			// to remove allPurpose item
 			AssignmentAllPurposeItem nAllPurpose = m_assignmentSupplementItemService.getAllPurposeItem(aId);
 			if (nAllPurpose != null)
+			{
+				m_assignmentSupplementItemService.cleanAttachment(nAllPurpose);
+				m_assignmentSupplementItemService.cleanAllPurposeItemAccess(nAllPurpose);
 				m_assignmentSupplementItemService.removeAllPurposeItem(nAllPurpose);
+			}
 		}
 		else if (state.getAttribute(ALLPURPOSE_TITLE) != null)
 		{
Index: assignment-tool/tool/src/webapp/js/assignments.js
===================================================================
--- assignment-tool/tool/src/webapp/js/assignments.js	(revision 123299)
+++ assignment-tool/tool/src/webapp/js/assignments.js	(working copy)
@@ -40,9 +40,9 @@
                 $('#' + nodeType + '_title').val('');
                 $('#' + nodeType + '_title_holder').val('');
                 // uncheck all checkboxes 
-                $('#allPurposeGroupLists input[@type=checkbox]').attr('checked', '');
+                $('#allPurposeGroupLists input[type=checkbox]').attr('checked', '');
                 $('#allPurposeGroupLists label').removeClass('selectedItem');
-                $('#allPurposeAttachShowWhen input[@type=checkbox]').attr('checked', '');
+                $('#allPurposeAttachShowWhen input[type=checkbox]').attr('checked', '');
                 $('#allPurposeAttachShowWhen #allPurposeHide1').attr('checked', 'checked');
                 $('#allPurposeAttachShowWhen #allPurposeHide2').attr('checked', '');
                 $('#allPurposeAttachShowWhen select').val('1');