Macroscale and Microscale Organic Experiments
7th Edition
ISBN: 9781305577190
Author: Kenneth L. Williamson, Katherine M. Masters
Publisher: Brooks Cole
expand_more
expand_more
format_list_bulleted
Question
Chapter 8, Problem 4Q
Interpretation Introduction
Interpretation:
The order from top to bottom for naphthalene, butyric acid, and phenylacetate spots developed on silica gel TLC plate should be determined.
Concept introduction:
TLC works on the principle of separation of constituents of a mixture of compounds based onpolarity. The polar compounds interact with the stationary phase. So, theycan move to smaller distance from the base,whereas, the non-polar compounds tend to move faster as they interact less with the silica gel.Therefore, they move far from the base of the plate.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
A thin-layer chromatography (TLC) experiment was run using three compounds: benzophenone, benzhydrol, and biphenyl. The three solvents that were used with these compounds were hexane, ethyl acetate, and dichloromethane. Which solvent would be the best for separating these compounds and why?
Consider a sample that is a mixture composed of biphenyl, benzoic acid, and benzyl alcohol. The sample is spotted on a TLC plate and developed in a CH2C12-cyclohexane solvent mixture. Predict the relative Rf values for the three components in the sample.
Would biphenyl be closest to the blotted line, then benzyl alcohol, then benzoic acid because these others are increasing in polarity to the non-polar solvent?
Thanks!
Does the presence of a benzene ring or carboxylic acid functional group in a substance affect the retention factor (Rf) when doing TLC on silica gel ?
Chapter 8 Solutions
Macroscale and Microscale Organic Experiments
Ch. 8 - Prob. 1QCh. 8 - Prob. 2QCh. 8 - What problem will ensue if the level of the...Ch. 8 - Prob. 4QCh. 8 - Prob. 5QCh. 8 - Arrange the following in order of increasing Rf...Ch. 8 - What will be the result of applying too much...Ch. 8 - Prob. 8QCh. 8 - Prob. 9QCh. 8 - A TLC plate showed two spots with Rf values of...
Knowledge Booster
Similar questions
- Consider a TLC plate loaded with the following compounds: Phenyl acetate, glycine, butyric acid, and cyclohexanol a) which spots would you expect to show up under the uv lamp b) suggest the best indicator to use for each compound c) which indicator would you use to visualize all the compounds at oncearrow_forwardUse a suitable model to explain how separation and identification of a mixture of organic compounds can be achieved with a thin layer chromatographic (TLC) technique.arrow_forwardWhy is distillation of cyclohexanol using acid catalyst phosphoric acid a better technique to purofy rather than extraction, recrystallization, chromatography, IR spectroscopy?arrow_forward
- A thin-layer chromatography (TLC) experiement was run using three compunds: benzophenone, benzhydrol, and biphenyl. The three solvents that were used with the three compounds were hexane, ethyl acetate, and dichloromethane. Which solvent would be the best for separating these compounds and why?arrow_forward6) You are given a mixture of organic compounds suspected of containing various amines (e. g. 4-chloroaniline). What is the best way to quickly separate these amines from the other organic compounds? a) Perform a fractional distillation on the mixture. b) Benchtop silica gel column chromatography. c) Dissolve the mixture in an organic solvent and treat the solution with aqueous HCI. d) Dissolve the mixture in an organic solvent and treat the solution with aqueous NaOH.arrow_forwardConsider the following errors that could be made when running TLC. Indicate what should be done to correct the error.a. A two-component mixture containing 1-octene and 1,4-dimethylbenzene gave only one spot with an Rf value of 0.95. The solvent used was acetone.b. A two-component mixture containing a dicarboxylic acid and tricarboxylic acid gave only one spot with an Rf value of 0.05. The solvent used was hexane.c. When a TLC plate was developed, the solvent front ran off the top of the plate.arrow_forward
- Arrange the following solvents in order of increasing polarity (least polar to most polar): Propyl Amine – Diethyl Ether – Ethyl Acetate- Octane If you ran an unknown sample on a TLC and observed only one spot with a Rf value of 0.95, is it safe to assume that it is a pure compound? If not, how can you check it out using TLC?arrow_forwardEvery spot on a student's TLC plate has an Rf value from 0.1 to 0.2. The student used a 10% ethyl acetate 920%0% pentane mixture as the eluting solvent. What composition might yield better Rf values for separating the compounds? 100% pentane 5% ethyl acetate and 95% pentane 20% ethyl acetate and 80% pentanearrow_forward2) A mixture of phenol, bromobenzene, and toluene is injected on a gas chromatography column. Predict the sequence of retention times indicating which compound will have the shortest, middle, and longest retention time.arrow_forward
- Draw a GC chromatogram for a 50:50 and 25:75 mixtures of hexane (bp 68°C) and toluene (bp 111°C).arrow_forwardThe surface of the silica gel has a structure that looks like this diagram below. Suppose you used a plate coated with silica gel, with propanone, CH3COCH3, as the solvent for thin-layer chromatography. Sno Suppose also that the mixture you were trying to identify contained • benzaldehyde •benzanilide • phenol 1) rank the Rf Value from large to small 2) name the IMF between each compound and the silica gel OH OH main body of silica structurearrow_forwardwhat is the purpose of TLC Separation & Analysis of Analgesics?arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
EBK A SMALL SCALE APPROACH TO ORGANIC LChemistryISBN:9781305446021Author:LampmanPublisher:CENGAGE LEARNING - CONSIGNMENT
EBK A SMALL SCALE APPROACH TO ORGANIC L
Chemistry
ISBN:9781305446021
Author:Lampman
Publisher:CENGAGE LEARNING - CONSIGNMENT