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The best place to start is a substituted phenethylamine rather than a tryptamine, as these compounds tend to be gentler, more euphoric and less reality-shattering. Some research chemicals that are good options:

https://psychonautwiki.org/wiki/2C-C https://psychonautwiki.org/wiki/2C-E

In terms of consciousness expanding, DMT (in the form of Ayahuasca) is probably the most potent psychedelic. It can be emotionally intense though, so not the place to start.

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Phenethylamines tend to have more side effects and feel less natural.

The ones you listed, such as 2C-C and 2C-E are quite different different. 2C-C may be gentle but 2C-E can be extremely intense / reality shattering. I will never look at reality the same after a 20mg dose of 2C-E. Also, many of the phenethylamines are now illegal. Including the NBOME series which are extremely toxic.

I'd say stick with the tryptamines like 4-HO/AcO-DMT/DIPT/MIPT, DPT, ALD-52 as they tend to be more enlightening rather than entertaining, IMO.

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