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(a)
Interpretation:
The compound that has higher solubility in water among the given pair has to be identified.
Concept Introduction:
Carbonyl groups are the one which contain a double bond between carbon and oxygen atom.
Aldehydes contain a carbonyl group that contains a hydrogen atom and a carbon atom bonded to it. Aldehyde that has one and two carbon atoms are gas at room temperature. The physical state of aldehyde that contains three carbon atoms to eleven carbon atoms that are not branched is liquid at room temperature. Aldehydes that contain more than eleven carbon atoms are solid at room temperature.
Ketones contain a carbonyl group that contains two carbon atoms bonded to it. For a compound to be ketone, a minimum of three carbon atom is required. Ketones that contain three carbon atoms to eight carbon atoms which have the carbonyl group at the second carbon atom are liquid at room temperature.
Solubility of aldehydes and ketones depend upon the length of the carbon chain. Those contain less than six carbon atoms are soluble in both water and organic solvents. Aldehydes and ketones that contain six or more carbon atoms are not soluble in water but soluble in organic solvents only. Solubility of smaller ketones and aldehydes are result of the hydrogen bond formation between the lone pairs of oxygen atom and the hydrogen atom in the water molecule.
(b)
Interpretation:
The compound that has higher solubility in water among the given pair has to be identified.
Concept Introduction:
Carbonyl groups are the one which contain a double bond between carbon and oxygen atom. Aldehydes and ketones possess this carbonyl functional group in it. The structural representation of a carbonyl group can be given as shown below,
Aldehydes contain a carbonyl group that contains a hydrogen atom and a carbon atom bonded to it. Aldehyde that has one and two carbon atoms are gas at room temperature. The physical state of aldehyde that contains three carbon atoms to eleven carbon atoms that are not branched is liquid at room temperature. Aldehydes that contain more than eleven carbon atoms are solid at room temperature.
Ketones contain a carbonyl group that contains two carbon atoms bonded to it. For a compound to be ketone, a minimum of three carbon atom is required. Ketones that contain three carbon atoms to eight carbon atoms which have the carbonyl group at the second carbon atom are liquid at room temperature.
Solubility of aldehydes and ketones depend upon the length of the carbon chain. Those contain less than six carbon atoms are soluble in both water and organic solvents. Aldehydes and ketones that contain six or more carbon atoms are not soluble in water but soluble in organic solvents only. Solubility of smaller ketones and aldehydes are result of the hydrogen bond formation between the lone pairs of oxygen atom and the hydrogen atom in the water molecule.
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Chapter 15 Solutions
Study Guide with Selected Solutions for Stoker's General, Organic, and Biological Chemistry, 7th
- Determine if the following salt is neutral, acidic or basic. If acidic or basic, write the appropriate equilibrium equation for the acid or base that exists when the salt is dissolved in aqueous solution. If neutral, simply write only NR. Be sure to include the proper phases for all species within the reaction LiNO3arrow_forwardAn unknown weak acid with a concentration of 0.410 M has a pH of 5.600. What is the Ka of the weak acid?arrow_forward(racemic) 19.84 Using your reaction roadmaps as a guide, show how to convert 2-oxepanone and ethanol into 1-cyclopentenecarbaldehyde. You must use 2-oxepanone as the source of all carbon atoms in the target molecule. Show all reagents and all molecules synthesized along the way. & + EtOH H 2-Oxepanone 1-Cyclopentenecarbaldehydearrow_forward
- R₂ R₁ R₁ a R Rg Nu R₂ Rg R₁ R R₁₂ R3 R R Nu enolate forming R₁ R B-Alkylated carbonyl species or amines Cyclic B-Ketoester R₁₁ HOB R R₁B R R₁₂ B-Hydroxy carbonyl R diester R2 R3 R₁ RB OR R₂ 0 aB-Unsaturated carbonyl NaOR Aldol HOR reaction 1) LDA 2) R-X 3) H₂O/H₂O ketone, aldehyde 1) 2°-amine 2) acid chloride 3) H₂O'/H₂O 0 O R₁ R₁ R R₁ R₁₂ Alkylated a-carbon R₁ H.C R₁ H.C Alkylated methyl ketone acetoacetic ester B-Ketoester ester R₁ HO R₂ R B-Dicarbonyl HO Alkylated carboxylic acid malonic ester Write the reagents required to bring about each reaction next to the arrows shown. Next, record any regiochemistry or stereochemistry considerations relevant to the reaction. You should also record any key aspects of the mechanism, such as forma- tion of an important intermediate, as a helpful reminder. You may want to keep track of all reactions that make carbon-carbon bonds, because these help you build large molecules from smaller fragments. This especially applies to the reactions in…arrow_forwardProvide the reasonable steps to achieve the following synthesis.arrow_forwardIdentify which compound is more acidic. Justify your choice.arrow_forward
- Provide the reasonable steps to achieve the following synthesis.arrow_forwardWhen anisole is treated with excess bromine, the reaction gives a product which shows two singlets in 1H NMR. Draw the product.arrow_forward(ii) Draw a reasonable mechanism for the following reaction: CI NaOH heat OH (hint: SNAr Reaction) :arrow_forward
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