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I want to say that someone is surprised and questions why juice is not that healthy (because of sugar).

So I would let the person say "Why shouldn’t juice be healthy?“ or "Why wouldn’t juice be healthy?“

What do you think is better?

I would tend to "wouldn't“ but I’m no native speaker.

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  • Wouldn't would be more natural in this context. Aug 16 '21 at 11:01
  • Note that we do not use that style of quotation marks in English. We would write "wouldn't".
    – mdewey
    Aug 16 '21 at 14:13
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In this example, "wouldn't" makes the most sense.

Remember:

  • "Should" pertains to obligation, or what ought to happen
  • "Would" pertains to possibility.

Your dialogue is expressing surprise at the possibility that juice may not be healthy, and the expected response would be facts to support that possibility.

Asking why something 'shouldn't' be the case would invite a response containing reasons why something ought not be the case. It can also be used rhetorically - for example, if someone asked "why shouldn't dessert be healthy?", it comes from the viewpoint that desserts are generally not healthy, but and invites anyone to challenge the idea that they could be made healthy.

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