Linked Questions

0 votes
1 answer
656 views

Nucleophilicity vs Basicity [duplicate]

Can something be both a nucleophile and a brønsted base? Also , I'm actually quite confused about the difference between these two terms.
organicchem buddy's user avatar
1 vote
1 answer
351 views

Can we equate nucleophilicity and Lewis basicity? [duplicate]

Please note that it is specifically Lewis basicity, not any other definition of basicity. Consider the interesting trend in nucleophilicity and basicity of the fluoride and iodide anions. The reason ...
Tan Yong Boon's user avatar
34 votes
3 answers
10k views

Explanation for the trends in nucleophilicity—Orbital interactions or electrostatic attraction

The trend of halide nucleophilicity in polar protic solvents is $$\ce{I- > Br- > Cl- > F-}$$ The reasons given by Solomons and Fryhle[1], and by Wade[2] are basically as follows. Smaller ...
Apoorv Potnis's user avatar
10 votes
1 answer
12k views

How does a Lewis acid differ from an oxidizing agent; Lewis bases from reducing agents?

A Lewis acid is defined as an electron acceptor. An oxidizing agent is also defined as an electron acceptor (in the electronic theory of oxidation). So then what is the basic difference between an ...
user avatar
2 votes
2 answers
4k views

Order of Nucleophilicity

I know this question has been asked many times but I need to confirm this doubt which has been pestering me for the past few days. Suppose in an $\mathrm{S_N2}$ reaction (in polar aprotic solvent) we ...
LM2357's user avatar
  • 333
1 vote
1 answer
1k views

is every molecule either a base or acid

I read today that water is a base because it can receive a proton when mixed with some acids. That got me thinking: is every single molecule capable of either donating or receiving a proton -- when ...
Alexander Bird's user avatar
0 votes
2 answers
2k views

Which of the following has maximum nucleophilicity? [closed]

Question The answer should be (D) as the inductive effect of 3 methyl groups increases negative charge on oxygen and thus makes it a good nucleophile.But the answer is (A).
Isha Roy's user avatar
  • 331
2 votes
0 answers
470 views

Why basicity decreases for leaving groups, but nucleophicity increases for an overall compound, going down the periodic table?

Basically, I read that nucleophilicity increases going down the periodic table within a particular group, due to polarizability, but basicity decreases down a group (or family) in the periodic table, ...
Jay Dee's user avatar
  • 21
1 vote
0 answers
397 views

Nucleophile vs base and Electrophile vs acid [closed]

How we will figure out that a given compound will behave as nucleophile or base ? Same problem for electrophile and acid. By the way I have already seen a similar question though I didn't find it ...
Madhubala's user avatar
  • 141
-1 votes
1 answer
121 views

Electrophilic base / nucleophilic acid / basic electrophile / acidic nucleophile [closed]

What I was understanding is that all bases are nucleophiles and acids are electrophiles means the condition for them is same and all nucleophiles are basic and all bases are nucleophiles and same for ...
Harsh jain's user avatar
  • 1,693
4 votes
0 answers
116 views

Is the concept of frontier orbital interactions chiefly a kinetic concept?

Frontier molecular orbital theory has proved to be an immensely useful concept. The concept of HOMO-LUMO interactions are frequently employed in detailing the mechanistic descriptions of reactions in ...
Tan Yong Boon's user avatar