Chapter 6 Common Nuceophile Flashcards
What are the common Nitrogen nucleophiles?
Ammonia
Amines
What are the common oxygen nuceophiles?
Hydroxide Alkoxide Water Alcohol Carboxylate
What are the common sulfur nuceophiles?
Hydrosulfide
Mercaptide
Thioether
What are the common Halogen nucleophiles?
Iodide
What are the common Carbon nucleophiles?
Cyanide
Acetylide
Water + R =
Alkyloxonium ion
Hydroxide + R =
Alcohol
Alkoxide + R =
Ether
Alcohol + R =
Dialkyloxonium ion
Carboxylate + R =
Ester
Hydro sulfide + R =
Thiol
Mercaptide + R =
Thioether
Thioether + R =
Trialkylsulfonium
Iodide + R =
Alkyl iodide
Sn2 mechanism
One step process,
Nucleophile + substrate-> transition state-> product + Leaving group
Sn1 mechanism
Two step process,
Substrate–> (slow) carbocation + leaving group
Carbocation + nucleophile–> (fast)
E2 mechanism
Is a process in which HX is eliminated and a C==C bond is formed in the same step
E1 mechanism
Is a two-step process with the same first step as an SN1 reaction, and product like E2
Alkoxide
RO(-)
Hydrosulfide
HS(-)
Mercaptide
RS(-)
Thioether
R2S
Cyanide
(-) C{triple}N
Acetylide
(-)C{triple}CR