Why are you saying that the bond between 1 and 2 it's the stronger? I guess that there is no partial pi bond due to the missing equilibrium enamine form (no alpha proton)... Furthermore there is in C1 as in C2 an inductive effect that pull the electron density toward the eteroatom (N e O) leaving a lack of electron density between de C1-C2 bond. I hope my English it's decent enough for being understood
I assume you're referring to the structures at 18:20 Keep in mind that N is a strong lone pair donor, and O is strongly electronegative. 1) While C1, C3, and C6 are one carbon away from O, C1 happens to be a benzyllic carbon so the EWG inductive effect of O will be relatively diffused by the extensive Pi circuit C1 is connected to. Additionally, the Cl acts as a Pi donor despite being withdrawing, and could thus lend some electron density back to the benzyllic C1. 2) The nascent C1-C6 bond in ketamine is syncoplanar to the the sp3 N LP, which will act as a hyperconjugation donor. In the transition state, after the imine deprotonates the hydroxyl and adopts an sp3 geometry, the N LP will start donating electron density into the syncoplanar σ* orbitals. C1-C2 and C1-C6/C3 have equal opportunity to be syncoplanar with the N LP, and thus these two bonds are favoured, while the C2-C6 and C2-C3 bonds do not benefit from this hyperconjugation and are thus easier to break.
I think to create this organically, you ferment Datura plants, make an extract of that, bubble methylamine (ammonia gas bubbled through methanol) into this extract (scopalomine?), then evaporate to yield Ketamine.
This kind of available information is just one more reason why I’m really enjoying this lifetime.
huge W
Amazing information! Chemistry is just beautiful.
great and informative vid
gonna make some in my garage
Amazing.. this videos makes me realize just how dumb I am.. 😂
Why are you saying that the bond between 1 and 2 it's the stronger? I guess that there is no partial pi bond due to the missing equilibrium enamine form (no alpha proton)... Furthermore there is in C1 as in C2 an inductive effect that pull the electron density toward the eteroatom (N e O) leaving a lack of electron density between de C1-C2 bond. I hope my English it's decent enough for being understood
I assume you're referring to the structures at 18:20
Keep in mind that N is a strong lone pair donor, and O is strongly electronegative.
1) While C1, C3, and C6 are one carbon away from O, C1 happens to be a benzyllic carbon so the EWG inductive effect of O will be relatively diffused by the extensive Pi circuit C1 is connected to. Additionally, the Cl acts as a Pi donor despite being withdrawing, and could thus lend some electron density back to the benzyllic C1.
2) The nascent C1-C6 bond in ketamine is syncoplanar to the the sp3 N LP, which will act as a hyperconjugation donor. In the transition state, after the imine deprotonates the hydroxyl and adopts an sp3 geometry, the N LP will start donating electron density into the syncoplanar σ* orbitals. C1-C2 and C1-C6/C3 have equal opportunity to be syncoplanar with the N LP, and thus these two bonds are favoured, while the C2-C6 and C2-C3 bonds do not benefit from this hyperconjugation and are thus easier to break.
I think to create this organically, you ferment Datura plants, make an extract of that, bubble methylamine (ammonia gas bubbled through methanol) into this extract (scopalomine?), then evaporate to yield Ketamine.
Madness
might be easier than making it inorganically
Where's the second P come from in PCP? Phencyclidine only has one P.
Phencyclidine is a shortening of phenylcyclohexanyl piperidine
Phencyclidine or phenylcyclohexyl piperidine (PCP), the full chemical name has the 2nd p