Skip to main content
Ch. 13 - Alcohols, Ethers and Related Compounds: Substitution and Elimination
Mullins - Organic Chemistry: A Learner Centered Approach 1st Edition
Mullins1st EditionOrganic Chemistry: A Learner Centered ApproachISBN: 9780137566471당신이 사용하는 게 아니라요?교과서 변경
12장, 문제 106o(vii,viii)

Predict the product(s) that would result when molecules (a)–(p) are allowed to react under the following conditions: (vii) HCl; (viii) HBr; If no reaction occurs, write 'no reaction.'
(o) Chemical structure of a phenol with a hydroxyl group attached to a carbon chain.

검증된 단계별 안내
1
Identify the functional group in the molecule. The molecule shown is a secondary alcohol, specifically 1-phenylethanol.
Understand the reaction conditions. Both HCl and HBr are strong acids that can protonate the alcohol group, facilitating the formation of a carbocation.
Consider the mechanism of the reaction. The alcohol group will be protonated by the acid, forming water as a leaving group and generating a carbocation at the secondary carbon.
Predict the stability of the carbocation. The carbocation formed is a benzylic carbocation, which is stabilized by resonance with the phenyl ring.
Determine the final product. The halide ion (Cl⁻ or Br⁻) will attack the carbocation, resulting in the formation of a halogenated compound, specifically 1-phenylethyl chloride or 1-phenylethyl bromide, depending on the acid used.

비슷한 문제에 대한 검증된 영상 답변:

이 영상 해법은 위 문제에 도움이 된다고 튜터들이 추천한 것입니다.
영상 길이:
4m
도움이 되었나요?

주요 개념

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

Acid-Base Reactions

Acid-base reactions involve the transfer of protons (H+) between reactants. In organic chemistry, strong acids like HCl and HBr can protonate nucleophiles, making them more reactive. Understanding how these acids interact with different functional groups is crucial for predicting the products of reactions.
추천 영상:
02:49
The Lewis definition of acids and bases.

Nucleophilicity and Electrophilicity

Nucleophiles are species that donate electron pairs, while electrophiles accept them. The strength of nucleophiles and electrophiles determines the outcome of a reaction. Recognizing which molecules act as nucleophiles or electrophiles in the presence of HCl or HBr is essential for predicting reaction products.
추천 영상:
03:
Nucleophile or Electrophile

Reaction Mechanisms

Reaction mechanisms describe the step-by-step process by which reactants transform into products. Understanding the mechanism helps in predicting the products formed under specific conditions, such as the addition of HCl or HBr. Familiarity with common mechanisms, like nucleophilic substitution or electrophilic addition, is vital for accurate predictions.
추천 영상:
02:16
Heck Reaction Mechanism
관련 실천
교과서 질문

Predict the product(s) that would result when molecules (a)–(p) are allowed to react under the following conditions: (v) 1. TsCl, Et₃N 2. NaOt-Bu (vi) H₂SO₄ If no reaction occurs, write 'no reaction.'

(o)

742
views
교과서 질문

Triphenylphosphine and iodine can be used to convert alcohols to iodoalkanes. Suggest a mechanism for this reaction. [Triphenylphosphine first acts as a nucleophile in this reaction.]

1480
views
교과서 질문

Cleavage of the following ether produces the alcohol and haloalkane only, regardless of how much HBr is used. Thinking about the mechanism of the reaction, explain why bromobenzene is not also a product of this reaction.

850
views
교과서 질문

Predict the product(s) that would result when molecules (a)–(p) are allowed to react under the following conditions: (xi) HOCl, H₂O (xii) HIO₄ If no reaction occurs, write 'no reaction.'

(o)

710
views
교과서 질문

Predict the product(s) that would result when molecules (a)–(p) are allowed to react under the following conditions: (iii) SOCl₂ , NEt₃ (iv) 1. TsCl, Et₃N 2. NaCN; If no reaction occurs, write 'no reaction.'

(o)

744
views
교과서 질문

Predict the product(s) that would result when molecules (a)–(p) are allowed to react under the following conditions: (i) SOCl₂ ; (ii) PBr₃ ; (iii) SOCl₂ , NEt₃ (iv) 1. TsCl, Et₃N 2. NaCN; (v) 1. TsCl, Et₃N 2. NaOt-Bu (vi) H₂SO₄ (vii) HCl; (viii) HBr; (ix) PCC; (x) H₂CrO₄ , H₂O (xi) HOCl, H₂O (xii) HIO₄ If no reaction occurs, write 'no reaction.'

(o)

613
views