Specify the reagent you would use in each step of the following synthesis: a. LIAIH4 b. H₂SO4 c. HCI d. HBr e. SOCI2 H step 1 step 2 Reagents Available CI f. PBr3 k. CH3CH₂MgBr g. Dess-Martin periodinane (DMP) 1. C6H5MgBr h. NaH i. NaOH j. CH3MgBr (phenylmagnesium bromide) m. (CH3)2CHMgBr n. CrO3 Write the letters of the reagents in the boxes below. Reagent for step 1 Reagent for step 2

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter13: Substitution
Section: Chapter Questions
Problem 13E
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10.

**Organic Chemistry Synthesis Problem**

In this problem, you are asked to specify the reagent used in each step of a given synthesis reaction.

The starting compound is:
- A molecule with the structure CH3-CO-CH3 (acetone).

The target product is:
- CH3-CH2-CH2-Cl (n-propyl chloride).

The synthesis pathway involves 2 steps:
1. Step 1: A reagent that will convert the starting material into an intermediate.
2. Step 2: A reagent that will convert the intermediate into the final product.

**Reagents Available:**
a. LiAlH4
b. H2SO4
c. HCl
d. HBr
e. SOCl2
f. PBr3
g. Dess-Martin periodinane (DMP)
h. NaH
i. NaOH
j. CH3MgBr
k. CH3CH2MgBr
l. C6H5MgBr (phenylmagnesium bromide)
m. (CH3)2CHMgBr
n. CrO3

**Instructions:**

Select reagents from the list to perform the specified conversions.

1. **Reagent for Step 1**:
    - **First**: Reduction of the carbonyl group to convert the acetone (CH3-CO-CH3) into 2-propanol (CH3-CHOH-CH3).
    - The appropriate reagent from the list: LiAlH4 (Option a).
    
2. **Reagent for Step 2**:
    - **Second**: Convert the alcohol group into a chloro derivative to get the final product (CH3-CH2-CH2-Cl).
    - The appropriate reagent from the list: SOCl2 (Option e).

Therefore, 
- The reagent for step 1 is **a (LiAlH4)**.
- The reagent for step 2 is **e (SOCl2)**.

**Answer:**

- **Reagent for step 1:** a
- **Reagent for step 2:** e
Transcribed Image Text:**Organic Chemistry Synthesis Problem** In this problem, you are asked to specify the reagent used in each step of a given synthesis reaction. The starting compound is: - A molecule with the structure CH3-CO-CH3 (acetone). The target product is: - CH3-CH2-CH2-Cl (n-propyl chloride). The synthesis pathway involves 2 steps: 1. Step 1: A reagent that will convert the starting material into an intermediate. 2. Step 2: A reagent that will convert the intermediate into the final product. **Reagents Available:** a. LiAlH4 b. H2SO4 c. HCl d. HBr e. SOCl2 f. PBr3 g. Dess-Martin periodinane (DMP) h. NaH i. NaOH j. CH3MgBr k. CH3CH2MgBr l. C6H5MgBr (phenylmagnesium bromide) m. (CH3)2CHMgBr n. CrO3 **Instructions:** Select reagents from the list to perform the specified conversions. 1. **Reagent for Step 1**: - **First**: Reduction of the carbonyl group to convert the acetone (CH3-CO-CH3) into 2-propanol (CH3-CHOH-CH3). - The appropriate reagent from the list: LiAlH4 (Option a). 2. **Reagent for Step 2**: - **Second**: Convert the alcohol group into a chloro derivative to get the final product (CH3-CH2-CH2-Cl). - The appropriate reagent from the list: SOCl2 (Option e). Therefore, - The reagent for step 1 is **a (LiAlH4)**. - The reagent for step 2 is **e (SOCl2)**. **Answer:** - **Reagent for step 1:** a - **Reagent for step 2:** e
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