Skip to main content
Ch.6 - Alkyl Halides; Nucleophilic Substitution
Wade - Organic Chemistry 9th Edition
Wade9th EditionOrganic ChemistryISBN: 9780135213728당신이 사용하는 게 아니라요?교과서 변경
모든 교과서Wade 9th EditionCh.6 - Alkyl Halides; Nucleophilic Substitution문제 45e,f
6장, 문제 45e,f

Predict the products of the following SN2 reactions.
(e)
(f)

검증된 단계별 안내
1
Step 1: Understand the SN2 reaction mechanism. SN2 reactions involve a single-step nucleophilic substitution where the nucleophile attacks the electrophilic carbon, displacing the leaving group. The reaction proceeds with inversion of configuration at the carbon center.
Step 2: For part (e), identify the nucleophile and electrophile. The nucleophile is pyridine (C5H5N), which has a lone pair on nitrogen, and the electrophile is methyl iodide (CH3I). The nitrogen in pyridine will attack the methyl carbon in CH3I, displacing the iodide ion (I⁻).
Step 3: Predict the product for part (e). The nitrogen in pyridine will form a bond with the methyl group, resulting in a methylated pyridinium ion (C5H5N-CH3⁺). The iodide ion (I⁻) will be the counterion.
Step 4: For part (f), identify the nucleophile and electrophile. The nucleophile is ammonia (NH3), and the electrophile is the alkyl bromide ((CH3)3C-CH2CH2Br). Ammonia will attack the electrophilic carbon bonded to bromine, displacing the bromide ion (Br⁻).
Step 5: Predict the product for part (f). The primary product will be a substituted amine ((CH3)3C-CH2CH2-NH2). Since excess ammonia is present, further substitution reactions may occur, leading to secondary and tertiary amines, as well as quaternary ammonium salts.

비슷한 문제에 대한 검증된 영상 답변:

이 영상 해법은 위 문제에 도움이 된다고 튜터들이 추천한 것입니다.
영상 길이:
6m

주요 개념

질문에 올바르게 답하기 위해 반드시 이해해야 하는 핵심 개념들은 다음과 같습니다.

S<sub>N</sub>2 Mechanism

The S<sub>N</sub>2 mechanism is a type of nucleophilic substitution reaction where a nucleophile attacks an electrophile, resulting in the simultaneous displacement of a leaving group. This reaction occurs in a single concerted step, leading to the formation of a new bond while breaking an existing one. The reaction rate depends on the concentration of both the nucleophile and the substrate, making it bimolecular.
추천 영상:
05:29
Creating Ribonucleosides

Nucleophiles

Nucleophiles are species that donate an electron pair to form a chemical bond in a reaction. They are typically negatively charged or neutral molecules with lone pairs of electrons. In the context of S<sub>N</sub>2 reactions, a strong nucleophile is essential for effectively attacking the electrophile, which in this case is the carbon atom bonded to the leaving group (iodine in CH<sub>3</sub>I).
추천 영상:
08:27
Nucleophilic Addition

Leaving Groups

Leaving groups are atoms or groups of atoms that can depart from the parent molecule during a chemical reaction, taking with them an electron pair. A good leaving group is typically stable after departure and can stabilize the negative charge, such as iodide (I<sup>-</sup>) in the case of S<sub>N</sub>2 reactions. The ability of a leaving group to leave affects the reaction's rate and mechanism.
추천 영상:
07:22
The 3 important leaving groups to know.
관련 실천
교과서 질문

Draw perspective structures or Fischer projections for the substitution products of the following reactions.

(b)

955
views
교과서 질문

Predict the products of the following SN2 reactions.

(a)

(b)

3155
views
교과서 질문

Using cyclohexane as one of your starting materials, show how you would synthesize the following compounds.

(c)

662
views
교과서 질문

Predict the products of the following SN2 reactions.

(c)


(d)

983
views
교과서 질문

Using cyclohexane as one of your starting materials, show how you would synthesize the following compounds.

(e)

1077
views
교과서 질문

Using cyclohexane as one of your starting materials, show how you would synthesize the following compounds.

(a)

868
views