VIPSolutionsAct like a helpful tutor and exlain me :1. (i) Write the complete chemical equation (include all the reagents and side products) for synthesis of the following chalcone. Hint: Use the structures of the benzaldehyde, acetophenone and the necessary reagents. o Cl $ XN OCHg Ci (ii) Provide the detailed mechanism of synthesis of the above chalcone. (iii) Name the above chalcone using two common names and the IUPAC systematic name A. Common name PIER = BE ee Se PRE. B. IUPAC Name ER RR et ne Te
Question:
Act like a helpful tutor and exlain me :
1. (i) Write the complete chemical equation (include all the reagents and side products) for
synthesis of the following chalcone. Hint: Use the structures of the benzaldehyde, acetophenone
and the necessary reagents.
o
Cl $ XN
OCHg
Ci
(ii) Provide the detailed mechanism of synthesis of the above chalcone.
(iii) Name the above chalcone using two common names and the IUPAC systematic name
A. Common name
PIER = BE ee Se
PRE.
B. IUPAC Name
ER RR et ne Te
This is AI generated Response.
Asked by: Alok Kumar
Created at: 2026-02-01 05:47:33
Asked by: Alok Kumar
Created at: 2026-02-01 05:47:33
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Let's walk through each part step by step:
---
# 1. (i) Complete Chemical Equation
## **Step 1: Identify the Reactants**
- **Chalcone synthesis** is typically done by **Claisen-Schmidt condensation** (Aldol condensation) between an aromatic aldehyde and an aromatic ketone.
- **Benzaldehyde**: In this case, the **aldehyde** is 2,4-dichlorobenzaldehyde (because of the two Cl substituents at positions 2 and 4).
- **Acetophenone**: The **ketone** is 4-methoxyacetophenone (because of the OCH₃ at the para position).
## **Step 2: Write the Reaction**
- **General Reaction:**
```
Aromatic aldehyde + Aromatic ketone + Base → Chalcone + Water
```
- **For this specific chalcone:**
```
2,4-dichlorobenzaldehyde + 4-methoxyacetophenone + NaOH (aq) → (E)-1-(2,4-dichlorophenyl)-3-(4-methoxyphenyl)prop-2-en-1-one + H₂O
```
**Chemical Equation:**
```
C7H4Cl2CHO (2,4-dichlorobenzaldehyde) + C9H9O2 (4-methoxyacetophenone) + NaOH (aq) → C16H12Cl2O2 (chalcone) + H2O + NaOH (regenerated)
```
---
# 1. (ii) Detailed Mechanism
## **Stepwise Mechanism:**
### **1. Enolate Formation**
- The base (NaOH) deprotonates the α-hydrogen of 4-methoxyacetophenone, generating an enolate ion.
### **2. Nucleophilic Addition**
- The enolate ion attacks the carbonyl carbon of 2,4-dichlorobenzaldehyde, forming a β-hydroxy ketone intermediate (aldol addition).
### **3. Dehydration**
- Under basic conditions, the β-hydroxy ketone loses a molecule of water (dehydration), forming the α,β-unsaturated ketone (chalcone).
**Mechanism Illustration:**
1. **Enolate Formation**
```
4-methoxyacetophenone + OH⁻ → Enolate ion + H₂O
```
2. **Aldol Addition**
```
Enolate ion + 2,4-dichlorobenzaldehyde → β-hydroxy ketone intermediate
```
3. **Dehydration**
```
β-hydroxy ketone intermediate + base → Chalcone + H₂O
```
---
# 1. (iii) Naming the Chalcone
## **A. Common Names**
1. **2,4-dichlorobenzal-4'-methoxyacetophenone**
2. **2,4-dichloro-4'-methoxychalcone**
## **B. IUPAC Name**
- **(E)-1-(2,4-dichlorophenyl)-3-(4-methoxyphenyl)prop-2-en-1-one**
---
## **Summary Table**
| Part | Answer |
|-------------|----------------------------------------------------------------------------------------|
| Complete Eq | See above (reactants, products, and side products) |
| Mechanism | Enolate formation → Aldol addition → Dehydration (see above steps) |
| Common Name | 1. 2,4-dichlorobenzal-4'-methoxyacetophenone<br>2. 2,4-dichloro-4'-methoxychalcone |
| IUPAC Name | (E)-1-(2,4-dichlorophenyl)-3-(4-methoxyphenyl)prop-2-en-1-one |
---
If you need **structure drawings** or more detailed stepwise arrows in the mechanism, let me know!
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