Xorkoth
Bluelight Crew
I would say something like LSD or mescaline or mushrooms would be a better choice. However, 2C-E might work, but it's not my best recommendation for a first psychedelic. 2C-T-2 could also be a fantastic therapeutic substance for him... it's directed positively and seems to be great at laying your own mind out before you and helping you understand how to use it better. It helped me out of a depression for sure. 2C-E's thing is that it's a very neutral substance... you have to direct it yourself, and that can be hard for a beginner, especially a beginner who's depressed.