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Ken Pahana

Chlorination of vinylacetate to form Chloroacetaldehyde

Ben Welborn  Follow
It is not the purpose to buy chloroacetaldehyde, we need to make it from vinylacetate.

Step 1: Vinylacetate + Chlorine --> 1,2-dichlororethylacetate
Step 2: 1,2-dichlororethylacetate + H-OH --> chloroacetaldehyde

I do not understand how you can do it in two steps? For the hydrolysis you need and acid but is there HCL formed in step 1? They do not mention to add acid during step 2.
Do you not need to add water + vinylacetate and then chlorine?

I want to add the chemdraw picture from the reactions above but I do not know how to add it in this post.

Regards


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BWAMBALE JORAM  Follow
Depending on what you want to get next, acetal can be even more useful. In addition, it is more durable and can be stored longer. The aldehyde group can be easily unblocked before the reaction. Just diethyl chloroacetal is a very good reagent for the synthesis of aminothiazole.

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Anjali Joshi  Follow
Thanks

I do need to have chloroacetaldehyde to react it further with thiourea to form 2-aminothiazole.HCL

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Benjamin Park  Follow
Isnt it better to just buy chloroacetaldehyde from sigma? Its not exactly expensive

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Bokani Matiwaza  Follow
Could you try to write reactions in both stages of the synthesis. Then everything will become clear.

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Declan Hackett  Follow
Verbally finished recording chemical reactions around 1860. At that time, they were able to present chemical reactions with summary formulas and began thinking about reaction mechanisms. Use structural or at least semi-structural formulas, eg.
CH2=CH-O-CO-CH3 + ...

This reaction is usually carried out in ethanol to give immediately diethyl acetal in good yield. The acetal can always be easily hydrolyzed to give aldehyde. Search for old patents.

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