Draw the structures of the starting materials needed to make 2-methylhept-3-yne or 2-methyl-3-heptyne. The starting materials may be any bromoalkane having five carbons or fewer. 2 equiv. NaNH2 in mineral oil NaNH2 reagent C Starting Material A heat Liquid NH3 Na* H final intermediate B intermediate C product Draw Starting Material A. The starting hydrocarbon must Draw reagent C, which must be a bromoalkane with five be a bromoalkane with five carbons or fewer. carbons or fewer.

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter14: Elimination
Section: Chapter Questions
Problem 15CTQ
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# Organic Chemistry Exercise

## Reaction Pathway to Synthesize 2-Methylhept-3-yne

**Objective:**
Draw the structures of the starting materials needed to make 2-methylhept-3-yne or 2-methyl-3-heptyne. The starting materials may be any bromoalkane having five carbons or fewer.

**Reaction Sequence:**

1. **Starting Material A**: It is a bromoalkane with five carbons or fewer. 

2. **Reaction Steps**:
   - **Intermediate B**: Formed by the reaction of Starting Material A with 2 equivalents of NaNH₂ in mineral oil, under heat.
   - **Intermediate C**: Generated from Intermediate B by reacting with NaNH₂ in liquid NH₃, forming a sodium acetylide ion.
   - **Final Product**: Obtained by reacting Intermediate C with reagent C to form 2-methylhept-3-yne.

**Instructions to Students:**

- **Draw Starting Material A**: Utilize a bromoalkane with five carbons or fewer.
  - Options include drawing tools with single, double, and triple bonds, carbon, hydrogen, and bromine atoms.
  
- **Draw Reagent C**: Similar constraints apply as in Starting Material A, ensuring it is a bromoalkane with five carbons or fewer.

**Interactive Tools Description:**
- Provided drawing tools allow for detailed molecular depiction, including bond type selection and atom placement.
- Zoom and undo/redo functionalities facilitate precise and user-friendly design of molecular structures.

This exercise aids in understanding the synthesis of complex organic compounds starting from basic hydrocarbon units.
Transcribed Image Text:# Organic Chemistry Exercise ## Reaction Pathway to Synthesize 2-Methylhept-3-yne **Objective:** Draw the structures of the starting materials needed to make 2-methylhept-3-yne or 2-methyl-3-heptyne. The starting materials may be any bromoalkane having five carbons or fewer. **Reaction Sequence:** 1. **Starting Material A**: It is a bromoalkane with five carbons or fewer. 2. **Reaction Steps**: - **Intermediate B**: Formed by the reaction of Starting Material A with 2 equivalents of NaNH₂ in mineral oil, under heat. - **Intermediate C**: Generated from Intermediate B by reacting with NaNH₂ in liquid NH₃, forming a sodium acetylide ion. - **Final Product**: Obtained by reacting Intermediate C with reagent C to form 2-methylhept-3-yne. **Instructions to Students:** - **Draw Starting Material A**: Utilize a bromoalkane with five carbons or fewer. - Options include drawing tools with single, double, and triple bonds, carbon, hydrogen, and bromine atoms. - **Draw Reagent C**: Similar constraints apply as in Starting Material A, ensuring it is a bromoalkane with five carbons or fewer. **Interactive Tools Description:** - Provided drawing tools allow for detailed molecular depiction, including bond type selection and atom placement. - Zoom and undo/redo functionalities facilitate precise and user-friendly design of molecular structures. This exercise aids in understanding the synthesis of complex organic compounds starting from basic hydrocarbon units.
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