Hi,
According to your post, I understand that account in Exchange 2010 deliver message failed for certain external addresses, however the user in Exchange 2013 works fine.
If I misunderstand your concern, please do not hesitate to let me know.
Whether all user in Exchange 2010 or some special account experience this question?
If this issue only occur on some specific external address, please contact its administrator to double confirm the configuration of anti-spam filter.
Besides, I recommend run Message tracking log and Protocol log to check the deliver process. More details about Analyzing the protocol logs and Message tracking logs in Exchange 2013:
http://social.technet.microsoft.com/wiki/contents/articles/23182.analyzing-the-protocol-logs-and-message-tracking-logs-in-exchange-2013.aspx
Thanks