Question

Which of the following would you expect to the most soluble in water (Hint: consider intermolecular forces)?

a. pentene

b. ethylpropylether

c. 1,5-pentanediol

d. pentane

e. 3-pentanone

Answer 1

AMobiving in to the answen Angt you have to Know that ahat tonces ane hesponoble fon Subidity of a compound in H20. The tydnegen bonding the main fonce behind the satubility H20 have the foMouing stnuctwe Oxygen mane electnonegaive than Hydnegen so pantian hegahre chahge cheate on the cxxgen atom can auonK Hydnogen bonding accep ton and donon 5Sonmen tatpend aith electnonegahive atom No e,Fet H hydnogen bond and e t can act as a hydnogen bend acceptor atcephng H-bohd to the ekectnonegahire oxygen atom N (Hydhogen bond) stthe gheaten the extent of Hydnogen bonding Cuith Hz0 mo ke cule mone the solublty dfa compound in t20 sption- CH3-CH2CH2-CHCH (pentene) m bentene theih ahe no elechnonegative atom so the bantal boore change is not Cheated on the Hydnogen atam Sor it cannot act as a Hydnogen accephon on donor with auatelo mole cule S9 it s moaluble m auaten

ophon-d <H3-CH2-H2-<H Likewioe the explanation ad option-a it cannot Sorm hydnogen bonding aith alaten molecute So itin inoluble in aahe ethyl bnopyl ethen, 1s-pentane 3-pentanane those have elechronegahre arom and can act an a Hydnogen b ond acce pton diol with H20 So thene thnee ahe mane on lem auaten soluble NOw, the gneaten the deghee of hydnegen bonding mone aitl be the Solubility of that compound H-bending in ethylphobylethen H- bonding in 3-pentanone -CH2-CH2 CH3-CH2 HIbonding in s-bentdioA- H-H H CH2-CH2-CH2-CH-CH2- tin stown above that degneeot thytnegen bending af 1/5-penta diok is fan mone than the athep com pound so, opha 1/s-bentane dicl is expeched to be

mone soluble in auaten.