Synthesize Propyne: Best Method Explained

  • Thread starter Thread starter kevinnn
  • Start date Start date
Click For Summary
SUMMARY

The most effective method to synthesize propyne from propane involves a two-step process starting with bromination. First, propane is treated with bromine to yield 2-bromopropane as the major product. Next, an elimination reaction is performed using alcoholic KOH to convert 2-bromopropane to propene, followed by dihalogenation with Br2 in CCl4, and a subsequent base treatment to produce propyne. This method is superior to the initial approach involving 2,2-dibromopropane and E2 elimination due to the instability of the carbon radical formed during the latter process.

PREREQUISITES
  • Understanding of organic reaction mechanisms, specifically E2 elimination.
  • Familiarity with bromination reactions and their products.
  • Knowledge of alkylation processes involving acetylene.
  • Experience with using alcoholic KOH in organic synthesis.
NEXT STEPS
  • Study the mechanism of E2 elimination reactions in detail.
  • Research the process of bromination and its applications in organic synthesis.
  • Learn about the alkylation of acetylene and its significance in synthesizing alkynes.
  • Explore the use of dihalogenation reactions in organic chemistry, particularly with Br2 in CCl4.
USEFUL FOR

Chemistry students, organic chemists, and researchers involved in synthetic organic chemistry who are looking to enhance their knowledge of alkyne synthesis methods.

kevinnn
Messages
117
Reaction score
0
I would like to know how to synthesize propyne from propane. I know there is a better answer (much better) than the one I put on my test. I said that propane should be exposed to a bromine solution in the presence of ultra violet light to create 2,2-dibromopropane. I then said to take this compound and expose it to a strong hindered base to create propyne via an E2 mechanism. What is the better way to synthesize propyne, or any allyne from an alkane for that matter? Thanks.
 
Chemistry news on Phys.org
MgC2 + H2O → CH2=C=CH2 + CH3-C≡CH, alkylation of acetylene (from CaC2, or other sources).
 
2,2 dibromopropane is a minor product. reason: after formation of 1-bromo propane the bromine acts as an electron withdrawing group and this destabilises the carbon radical for next bromination.
Better way: use bromination first to give 2-bromo propane(major). now use alcoholic KOH for elimination to get propene.Now use Br2 in CCl4 for dihalogination and use base to get alkyne.
 
I came.across a headline and read some of the article, so I was curious. Scientists discover that gold is a 'reactive metal' by accidentally creating a new material in the lab https://www.earth.com/news/discovery-that-gold-is-reactive-metal-by-creating-gold-hydride-in-lab-experiment/ From SLAC - A SLAC team unexpectedly formed gold hydride in an experiment that could pave the way for studying materials under extreme conditions like those found inside certain planets and stars undergoing...

Similar threads

  • · Replies 21 ·
Replies
21
Views
5K
  • · Replies 14 ·
Replies
14
Views
4K
  • · Replies 19 ·
Replies
19
Views
8K
  • · Replies 9 ·
Replies
9
Views
2K
  • · Replies 13 ·
Replies
13
Views
6K
  • · Replies 3 ·
Replies
3
Views
3K
  • · Replies 10 ·
Replies
10
Views
4K
  • · Replies 3 ·
Replies
3
Views
1K
  • · Replies 21 ·
Replies
21
Views
4K
  • · Replies 14 ·
Replies
14
Views
4K