July 04, 2020, 05:04:21 PM
Forum Rules: Read This Before Posting


Topic: synthesis  (Read 5133 times)

0 Members and 1 Guest are viewing this topic.

FictionDurden

  • Guest
synthesis
« on: November 22, 2004, 09:50:18 PM »
As you can see from the 1st picture, I need two reagents (replacing the question marks) to get from the alkyl halide to the alkoxide. I have worked on this for awhile, and I'm not sure what reagents I need to use!

For the 2nd synthesis, do I use a halide for the first arrow and CH2Cl2 for the second arrow?

Offline Mitch

  • General Chemist
  • Administrator
  • Sr. Member
  • *
  • Posts: 5294
  • Mole Snacks: +376/-2
  • Gender: Male
  • "I bring you peace." -Mr. Burns
    • Chemistry Blog
Re:synthesis
« Reply #1 on: November 23, 2004, 02:26:30 AM »
CH2Cl2 is a solvent not necessarily a reagent.
Most Common Suggestions I Make on the Forums.
1. Start by writing a balanced chemical equation.
2. Don't confuse thermodynamic stability with chemical reactivity.
3. Forum Supports LaTex

Offline AWK

  • Retired Staff
  • Sr. Member
  • *
  • Posts: 7378
  • Mole Snacks: +516/-86
  • Gender: Male
Re:synthesis
« Reply #2 on: November 23, 2004, 03:57:18 AM »
1.
RBr + Mg = RMgBr
RMgBr + C2H4O (ethylene oxide)

2.
a) reduction to double bond (H2 Lindlar catalyst)
b) chlorination of double bond
AWK

Offline maxyoung

  • Chemist
  • Regular Member
  • *
  • Posts: 35
  • Mole Snacks: +8/-2
  • Gender: Male
  • WITH NO FUTURE
Re:synthesis
« Reply #3 on: November 23, 2004, 04:21:53 AM »
1)
first step: BrMgCH2CH2=CH2/dry ether
second step: i BH3/THF
                   ii H2O2/OH-

epoxide is not a good choice in this case--it adds only two more carbon

Offline AWK

  • Retired Staff
  • Sr. Member
  • *
  • Posts: 7378
  • Mole Snacks: +516/-86
  • Gender: Male
Re:synthesis
« Reply #4 on: November 23, 2004, 06:12:24 AM »
Maxyoung is right, I wrongly counted carbon atoms in chain and obtained a shorter carbon chain.
AWK

Offline movies

  • Organic Minion
  • Retired Staff
  • Sr. Member
  • *
  • Posts: 1973
  • Mole Snacks: +222/-20
  • Gender: Male
  • Better living through chemistry!
Re:synthesis
« Reply #5 on: November 23, 2004, 05:37:28 PM »
Another alternative for 1:

1a) t-BuLi
  b) CuCl
  c) acrolein
2) NaBH4



Sponsored Links