What is the major organic product of this synthetic sequer 1) NaNO2, HCI, cold 2) CuCI CI- NH2 CI NO2 CI- CI O2N NH2 O2N. NO2

Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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**Question:** What is the major organic product of this synthetic sequence?

**Given:** 

Starting compound:
A benzene ring with an NH2 group (aniline) and a Cl group (chlorine) attached to it.

Reagents and conditions:
1) NaNO2, HCl, cold
2) CuCl

**Possible Products:**
1. Benzene ring with NO2 (nitro) and Cl (chlorine) groups.
2. Benzene ring with two Cl groups (chlorine).
3. Benzene ring with NH2 (amine) and NO2 (nitro) groups.
4. Benzene ring with two NO2 (nitro) groups.

***Explanation of the Reagents and Conditions:***

1) **NaNO2, HCl, cold:** This combination is used to convert an amine group (-NH2) to a diazonium salt (-N2+Cl-) under cold conditions.
2) **CuCl:** This is typically used in the Sandmeyer reaction to replace the diazonium group with a chlorine atom.

Therefore, the expected transformation is:

**Starting Material:**
A benzene ring with an NH2 group (aniline) and a Cl group.

**Reactions:**
1) The NH2 group is converted to a diazonium salt using NaNO2 and HCl under cold conditions.
2) The diazonium group is replaced with a Cl atom using CuCl.

Thus, the major product of this sequence would be a benzene ring with two Cl groups (dichlorobenzene).

**Correct Answer:** The benzene ring with two Cl groups (chlorine), which corresponds to the second option in the given list.
Transcribed Image Text:**Question:** What is the major organic product of this synthetic sequence? **Given:** Starting compound: A benzene ring with an NH2 group (aniline) and a Cl group (chlorine) attached to it. Reagents and conditions: 1) NaNO2, HCl, cold 2) CuCl **Possible Products:** 1. Benzene ring with NO2 (nitro) and Cl (chlorine) groups. 2. Benzene ring with two Cl groups (chlorine). 3. Benzene ring with NH2 (amine) and NO2 (nitro) groups. 4. Benzene ring with two NO2 (nitro) groups. ***Explanation of the Reagents and Conditions:*** 1) **NaNO2, HCl, cold:** This combination is used to convert an amine group (-NH2) to a diazonium salt (-N2+Cl-) under cold conditions. 2) **CuCl:** This is typically used in the Sandmeyer reaction to replace the diazonium group with a chlorine atom. Therefore, the expected transformation is: **Starting Material:** A benzene ring with an NH2 group (aniline) and a Cl group. **Reactions:** 1) The NH2 group is converted to a diazonium salt using NaNO2 and HCl under cold conditions. 2) The diazonium group is replaced with a Cl atom using CuCl. Thus, the major product of this sequence would be a benzene ring with two Cl groups (dichlorobenzene). **Correct Answer:** The benzene ring with two Cl groups (chlorine), which corresponds to the second option in the given list.
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