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levacccp [35]
3 years ago
13

Suggest a reason for why the phosphorus-containing side product from the horner-emmons wittig reaction is more water-soluble tha

n the triphenylphosphine oxide side product obtained from the standard wittig reaction.
Chemistry
1 answer:
Lera25 [3.4K]3 years ago
3 0
<span>Co-product (rather than side product) of Horner-Emmons Wittig reaction is alpha-hydroxy phosphonate which by definition is hydrophilic as opposed to triphenylphosphine oxide. In addition, the side groups in Horner-Wittig reagents are typically Me or Et which are less bulky than phenyls are more compatible with hydrophilicity.</span>
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AsCl₃ + H₂S → As₂S₃ +HCl

<u>reactants</u>

As --- 1

Cl --- 3

H --- 2

S --- 1

<u>products</u>

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2 AsCl₃ + H₂S → As₂S₃ +HCl

<u>reactants</u>

As --- 2

Cl --- 6

H --- 2

S --- 1

<u>products</u>

As --- 2

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2 AsCl₃ + 3 H₂S → As₂S₃ +HCl

<u>reactants</u>

As --- 2

Cl --- 6

H --- 6

S --- 3

<u>products</u>

As --- 2

Cl --- 1

H --- 1

S --- 3

The number of S atoms is now equal on both sides.

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<u>reactants</u>

As --- 2

Cl --- 6

H --- 6

S --- 3

<u>products</u>

As --- 2

Cl --- 6

H --- 6

S --- 3

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