Why is the boiling point of propane-1,3-diol (HOCH2CH2CH2OH) higher than the boiling point of propane-1,2-diol [HOCH2CH(OH)CH3] (215 °C vs. 187 °C)? Why do both diols have a higher boiling point than butan-1-ol (CH3CH2CH2CH2OH, 118 °C)?

Why is the boiling point of propane-1,3-diol (HOCH2CH2CH2OH) higher than the boiling point of propane-1,2-diol [HOCH2CH(OH)CH3] (215 °C vs. 187 °C)? Why do both diols have a higher boiling point than butan-1-ol (CH3CH2CH2CH2OH, 118 °C)?

Chemistry: Principles and Reactions

8th Edition

ISBN:9781305079373

Author:William L. Masterton, Cecile N. Hurley

Publisher:William L. Masterton, Cecile N. Hurley

Chapter22: Organic Chemistry

Section: Chapter Questions

Problem 24QAP: Arrange these compounds in order of increasing boiling point. (a) 1-butanol, butane, diethylether...

See similar textbooks

Related questions

Q: E. Which member in each of the following pairs will be more soluble in water?Explain. a.…

Q: Write IUPAC and common names for ethers.

A: The IUPAC name of an organic compound is written on the basis of the certain rules laid down by…

Q: 1. Provide the major organic product when 2-chloro-3- ethanol.

Q: Draw the structures of: 8. (1R,2R)-cyclopentane-1,2-diol

A: Structure of (IR,2R)-cyclopentane-1,2-diol is

Q: Which compound in each pair has the higher boiling point? Br a. (CH3),CBr or CH;CH,CH;CH2BR b. or Br…

A: Boiling point orders:

Q: Arrange following compounds according to increasing boiling point: 2-Methylbutane…

Q: Predict which member of each group is most soluble in water, and explain the reasons for your…

A: Solubility is defined as the amount of solute that is dissolved in a given amount of solvent.…

Q: Describe a simple CHEMICAL test to distinguish between: Methanoic acid (HCO2H) and Ethanoic acid…

Q: 1. Draw structural formulas for 1-bromobutane, 2-bromobutane, 2-bromo-2- methylpropane,…

A: Structural formulas:

Q: Which of the following are ethers? A. only 1 and 2 B. only 1, 2 and 3 O C. only 1 and 4 O D. 1, 2, 3…

Q: Classify each alkyl halide as 1°, 2°, or 3°. CH3 c. CHg-C-CHCH3 ČH3 ČI CH;CH2CH,CH,CH2-Br b. d. a.

A: In a primary alkyl halide (1o), the carbon that is attached to the halogen is directly bonded to…

Q: Which member of each pair has the lower boiling point? Explain your choice. ***When you draw the…

A: Boiling point depends on surface area ( Branching increases boiling point decreases). Higher surface…

Q: THC is the active component in marijuana, and ethanol is the alcohol in alcoholic beverages. Explain…

A: The reason why drug screenings are able to detect the presence of THC but not ethanol has to be…

Q: Rank the compounds in each group in order of increasing water solubility. a. (CH3),CH, CH3OCH2CH3,…

A: Solubility is the ability of a solid, liquid, or gaseous chemical substance (referred to as the…

Q: Without drawing out the structures, label each pair of compounds as enantiomers or diastereomers. a.…

A: The relation between 2 compounds are determined by using R and S configuration. Enantiomers of…

Q: - In each pair of compounds, select the one higher boiling point. (a) Acetaldehyde or ethanol (b)…

A: Since your question has multiple sub-parts, we will answer the first three sub-parts for you. If you…

Q: What alkenes are formed when each alcohol is treated with H 2SO 4? Use the Zaitsev rule to predict…

A: The dehydration of alcohol results in the formation of alkene in the presence of H2SO4. The Zaitsev…

Q: What are the products formed when 1-butanal reacts with: NaOH/H2O CrO3, H2SO4, H2O

A: We have to write the products formed when 1-butanal reacts with: NaOH/H2O CrO3, H2SO4, H2O

Q: Give an example of alcohol with structural formula 2. Give an example of phenols with structural…

Q: Dehydration (removal of H2O) of CH3CH2OH results in the formation of ----. Question 11…

Q: Name each compound in which the benzene ring is best treated as a substituent. CH3 a.…

A: We are considered benzene ring as a substitute The benzene substitute name used as phenyl

Q: Arrange the following compounds in order of increasing boiling point.Explain. (CH3)2CHCH2OH…

Q: Why do 1-methylcyclohexene and 3-methylcyclohexene have a lower boiling point than…

Q: 1. 3-methylpentanal + HCN 2. hexan-3-one + 2 mol ethanol, H+ 3. m-ethylbenzaldehyde + NH₂NH₂ 4.…

A: The reactions have been solved below

Q: or a. CH;(CH,),CH, b. CH-C–CH,CH;CH, CH-C-CH, or CH-CH-CH,CH,CH, OH

A: a. CH3COCH3 will be more soluble in water as compared to CH3(CH2)2CH3. b. CH3CH(OH)CH2CH2CH3 is more…

Q: Optical isomers differ in: a. sign of their optical activity b. their structure c. sign and…

Q: explain why is OH group in phenols more strongly held as compared to OH group in alcohols.

A: The resonance structure is:

Q: NH2 H3C CH, но H,N., A NH2 6 M H,SO, H3C. H,C H3C. H,C HO, H,C CH, CH CH NaOAc…

Q: Circle the correct “Class” name for each pair. 1. Aromatic or benzene ring 2. Hydroxyl or alcohol 3.…

A: Circle the correct “Class” name for each pair. * Note: underlined and bold answer to be consider as…

Q: H,C CH3

A: To write the IUPAC name for this given molecule; Parent name was "cyclopentanone " Numbering of…

Q: Predict which member of each pair will be more soluble in water. Explain the reasonsfor your…

A: Solubility is defined as the ability of solid, liquid, or gaseous chemical substances to dissolve in…

Q: What is the structure of trans-2-tert-butylcyclohexanol and cis-2-tert-butylcyclohexanol?

A: we need to draw structure of trans-2-tert-butylcyclohexanol and cis-2-tert-butylcyclohexanol

Q: 4. Which of the following has a higher boiling point? Explain your answer: (a) 2-propanol or…

A: Hydrogen bonding can increases boiling point.

Q: Predict which member of each group is most soluble in water, and explain the reasons for your…

A: a) In the given compounds butan-1-ol, pentan-1-ol or propan-2-ol, the most soluble compound in water…

Q: Draw the structures of Methyl-benzene, 2-Acetyltoluene, 4-Acetyltoluene

A: Note: Since we solve one question at a time, we’ll answer the first question as the exact one wasn’t…

Q: Show the mecanism for the protection of the diol by forming an acetal with acetone. Remember this…

A: Diol is used for protection of carbonyl group .

Q: Arrange the compounds of each group in order of increasing boiling point. a. 1-butanol, 1-pentanol,…

A: Alcohols have higher boiling points than alkanes due to the possibility of hydrogen bonding…

Q: THE ZnCl2 / HCl TEST DETERMINES THE REACTIVITY OF ALCOHOLS. ORDER IN ORDER FROM GREATEST TO LOWEST…

A: The ZnCl2/HCl test determines the reactivity of alcohol in order from greatest to lowest…

Q: CH, OH CH,-CH-CH2-CH3 2-Butanol CH3 CI PH2 CH3-CH2-NH2 V CH3-CH-CH3 CH3-C-H CH3-CH-CH3 CH3-CH-CH3 II…

Q: IV. Which member of each pair has the higher boiling point? Explain briefly your answers. 1.…

A: Concept - In case of hydrocarbons, boiling point depends- 1. Hydrogen bonding 2. Molecular mass…

Q: Write IUPAC and common names for ethers.

A: Ethers are compounds containing an oxygen atom bonded to two carbon atoms via single covalent bonds.…

Q: 1. Ethoxy hexane 2. Heptyl alcohol 3. Ethoxybutane CH3-CH2-CH-CH2-CH2-CH-CH₂-CH2-CH3 1 OH CH 3 1 | 1…

A: Rule of IUPAC-1) Longest chain as parent chain.2) Numbering start from those side where more prior…

Q: Which is an example of an ether? A. CH3OH B. CH3CH2CH2Cl C. CH3CH2COOCH3 D. CH3CH2OCH2CH3

A: Ether have this general formula R1 -COO- R2

Q: Ofa/?tstamp3D1651674579 PART 1: TRUE OR FALSE. Choose A If the statement is true. Otherwise, choose…

Q: Give IUPAC names of the following compounds and identify the alcohols as primary, secondary or…

A: The IUPAC name of the compound can be written on the basis of the main carbon chain, functional…

Q: a. Which of the following names are INCORRECT? (1) But-3-ene (2) 1-bromo-propan-3-ol (3)…

A: Given, The INCORRECT name of the given following is: (1) But-3-ene(2) 1-bromo-propan-3-ol(3)…

Q: Write the common name for the ether. CH3CHOCHCH3 I I CH3 CH3

A: Ethers consist of two alkyl group directly connected to an oxygen atom. These alkyl groups can be…

Q: 1. Write the IUPAC name of the following а. CH3-CH-O-CH2-CH3 CH3 b. CНЗ-СH-CH2-SH CH3 c.…

A: 1. a. The above molecule is an ether. For the Iupac nomenclature the general name is alkoxy alkane.…

Q: Write IUPAC and common names for ethers.

A: In the given compound, oxygen is directly connected to the ethyl (substituent) and 2 methyl propane…

Q: Answer in your own words and it should not be in more than 2 lines. a. Describe a simple test to…

Question

Definition Definition Chemical compound containing two hydroxyl ( - OH ) groups. When naming such compounds, the suffix -diol is added to the name of parent chain alkane.

Expert Solution

This question has been solved!

Explore an expertly crafted, step-by-step solution for a thorough understanding of key concepts.

This is a popular solution!

SEE SOLUTION Check out a sample Q&A here

Step 1

VIEW

Step 2

VIEW

Trending now

This is a popular solution!

Step by step

Solved in 2 steps

SEE SOLUTION Check out a sample Q&A here

Knowledge Booster

General Physical Properties of Organic Compounds

Learn more about

Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.

Similar questions

n-Butyl methyl ether is an isomer of MTBE and has a boiling point of 70 oC. Explain why the boiling point is significantly different compared to MTBE.
Predict which member of each group is most soluble in water, and explain the reasons for your predictions.chlorocyclohexane, cyclohexanol, or cyclohexane-1,2-diol
explain why is OH group in phenols more strongly held as compared to OH group in alcohols.
Why do 1-methylcyclohexene and 3-methylcyclohexene have a lower boiling point than 2-methylcyclohexanol?
Give the appropriate/simplest IUPAC name of the compound (see attached picture) A.) 1,3-dimethyl-2-oxo-cyclopentane-1-carbaldehyde B.) 1,3-dimethyl-2-oxo-cyclopetane-3-carbaldehyde C.) 2,5-dimethyl-2-carbaldehyde-cyclopentanone D.) 2,5-dimethyl-2-carbonyl-cyclopentanone E.) 2,5-dimethyl-2-methaldehyde-cyclopentanone
4. Which of the following has a higher boiling point? Explain your answer:(a) 2-propanol or 2-butanol(b) Dimethyl ether or ethanol
Which alkyl halide has the highest boiling point? A. CH3BrB. CH3FC. CH3ClD. CH3l
Ethanol, C2H5OH, and propane, C3H8, have approximately the same molar mass, yet ethanol has a much higher boiling point. Briefly explain why. Ethanol, C2H5OH, and dimethyl ether, CH3OCH3, have the same molar mass, yet ethanol has a much higher boiling point. Briefly explain why. Write an equation to show the reaction between ethanol, C2H5OH and methyllithium, CH3Li. Draw all non-bonding electrons and show electron flow with curved arrows. 37. Write an equation that shows the reaction between acetic acid (CH3COOH) and triethylamine (CH3CH2)3N. Draw all non-bonding lone electron pairs and show the electron flow with curved arrows.
Without drawing out the structures, label each pair of compounds as enantiomers or diastereomers. a. (2R,3S)-hexane-2,3-diol and (2R,3R)-hexane-2,3-diol b.(2R,3R)-hexane-2,3-diol and (2S,3S)-hexane-2,3-diol c.(2R,3S,4R)-hexane-2,3,4-triol and (2S,3R,4R)-hexane-2,3,4-triol
a) what important physical property of alcohols differentiate them from the other functional groups? b) is the O-H bond strengthened or weakened by this effect? (broad band spectrums)
Diethyl ether and butan-1-ol are isomers, and they have similar solubilities in water. Their boiling points are very different, however. Explain why these two compounds have similar solubility properties but dramatically different boiling points. CH3CH2¬O¬CH2CH3 CH3CH2CH2CH2¬OH diethyl ether, bp 35 °C butan-1-ol, bp 118 °C 8.4 mL dissolves in 100 mL H2O 9.1 mL dissolves in 100 mL H2O
THE ZnCl2 / HCl TEST DETERMINES THE REACTIVITY OF ALCOHOLS. ORDER IN ORDER FROM GREATEST TO LOWEST REACTIVITY METHANOL-TERBUTANOL-2PROPANOL TERBUTANOL-METHANOL-METHANOL METHANOL-2 PROPANOL-TERBUTANOL