February 21, 2024, 02:21:23 PM
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Topic: Organic Chemistry Reaction Help  (Read 468 times)

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Offline oeunaa

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Organic Chemistry Reaction Help
« on: January 21, 2024, 07:02:54 PM »
I need help with how this reaction will precede as well as what intermediates and products are formed.
1. 0.400 g of Compound A is dissolved in 5 mL of methanol and cooled to 0 °C.
2. Sodium borohydride (0.145 g) was added slowly, and the reaction progress was monitored by TLC.
3. Based on the TLC is the reaction done?

I have attached an image of my work so far as well as the TLC plate.
I know the TLC plate shows the reaction is not complete. The product of the reaction should be less polar than compound A. I have never seen a TLC plate with the lower dots not on the SM, CS, RM line. i have also attached a picture of how the TLCs ive normally encountered look like.

Online Hunter2

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Re: Organic Chemistry Reaction Help
« Reply #1 on: January 22, 2024, 02:02:09 AM »
Methanol is only solvent. Boronhydride reduced aldehydes and ketons.

Offline rolnor

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Re: Organic Chemistry Reaction Help
« Reply #2 on: January 22, 2024, 12:18:54 PM »
you wright methoxy, check borohydride reduction on wiki  your product will be on baseline in your TLC-system, very polar  EtOAc9MeOH1 will make it move on TLC

Offline Babcock_Hall

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Re: Organic Chemistry Reaction Help
« Reply #3 on: January 23, 2024, 09:53:17 PM »
The formula you provided for sodium borohydride is not correct, and that is not the only error.

Offline rolnor

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Re: Organic Chemistry Reaction Help
« Reply #4 on: January 24, 2024, 12:11:52 AM »

Yes, I see now, its confusing. But just check sodium borohydride on wikipedia will clear things

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