Draw condensed structural formulas for all compounds with the molecular formula \(\mathrm{C}_{4} \mathrm{H}_{8} \mathrm{O}\) that contain (a) A carbonyl group (there are two aldehydes and one ketone). (b) A carbon-carbon double bond and a hydroxyl group (there are eight).

Short Answer

Expert verified
Answer: A total of 11 compounds can be formed with the given molecular formula. These include 2 aldehydes, 1 ketone, and 8 compounds having both a carbon-carbon double bond and a hydroxyl group.

Step by step solution

01

Understanding Carbonyl Group Compounds

A carbonyl group is a functional group that contains a carbon double-bonded to oxygen: \(\mathrm{C}=\mathrm{O}\). Aldehydes and ketones are carbonyl-containing compounds. In aldehydes, the carbonyl group is bonded to a hydrogen atom or a carbon atom. Ketones have the carbonyl group bonded to two carbon atoms.
02

Finding Aldehydes and Ketone Compounds

To find the aldehydes and ketone, let's arrange the four carbon atoms in various configurations and place the carbonyl groups accordingly, while keeping track of the number of hydrogen atoms. Aldehyde 1: \(\mathrm{CH}_3\mathrm{CH}_2\mathrm{CH}_2\mathrm{CHO}\) (Butanal) Aldehyde 2: \(\mathrm{CH}_3\mathrm{CH}\mathrm{(CH_3)}\mathrm{CHO}\) (2-methylpropanal) Ketone 1: \(\mathrm{CH}_3\mathrm{CH}_2\mathrm{CO}\mathrm{CH}_3\) (Butanone)
03

Understanding Compounds with Carbon-Carbon Double Bond and Hydroxyl Group

In this task, we need to find compounds containing both a carbon-carbon double bond and a hydroxyl group. Compounds containing a carbon-carbon double bond are alkenes, and those with a hydroxyl group are alcohols. Thus, we are looking for compounds containing both the functional groups - an alkene and an alcohol.
04

Finding Compounds with Both Double Bond and Hydroxyl Group

We will now arrange the carbons and find the combinations of double bonds and hydroxyl groups. Due to the requirement of 8 hydrogens, the double bond should be always adjacent to the hydroxyl group. 1. \(\mathrm{CH_2}\mathrm{OHCH}\mathrm{CH_2}\mathrm{CH_3}\) (3-Buten-1-ol) 2. \(\mathrm{CH_2}\mathrm{OH}\mathrm{C}({\mathrm H_3})\mathrm{CH}\mathrm{CH_3}\) (2-Methyl-3-buten-1-ol) 3. \(\mathrm{CH_3}\mathrm{CH}\mathrm{OH}\mathrm{CH}\mathrm{CH_2}\) (2-Buten-1-ol) 4. \(\mathrm{CH_3}\mathrm{CHOH}\mathrm{C}\mathrm{H}\mathrm{CH_2}\mathrm{CH_3}\) (2-Buten-2-ol) 5. \(\mathrm{CH_3}\mathrm{CH}\mathrm{OH}\mathrm{C}\mathrm{H}\mathrm{CH_3}\) (2-Methyl-1-propen-1-ol) 6. \(\mathrm{CH_3}\mathrm{CHOH}\mathrm{C}\mathrm{H}\mathrm{C}\mathrm{H_3}\) (2-Methyl-1-propen-2-ol) 7. \(\mathrm{CH_3}\mathrm{CHOH}\mathrm{CH}\mathrm{CH}\mathrm{CH_3}\) (3-Buten-2-ol) 8. \(\mathrm{CH_3}\mathrm{CH}\mathrm{CH}\mathrm{CHOH}\mathrm{CH_3}\) (1-Buten-3-ol) These are the condensed structural formulas for the compounds with the molecular formula \(\mathrm{C}_{4} \mathrm{H}_{8} \mathrm{O}\) containing a carbonyl group, a carbon-carbon double bond, and a hydroxyl group.

Unlock Step-by-Step Solutions & Ace Your Exams!

  • Full Textbook Solutions

    Get detailed explanations and key concepts

  • Unlimited Al creation

    Al flashcards, explanations, exams and more...

  • Ads-free access

    To over 500 millions flashcards

  • Money-back guarantee

    We refund you if you fail your exam.

Over 30 million students worldwide already upgrade their learning with Vaia!

One App. One Place for Learning.

All the tools & learning materials you need for study success - in one app.

Get started for free

Study anywhere. Anytime. Across all devices.

Sign-up for free