Purchase Solution

Separation of Amines and Carboxylic Acids Using Extraction

Not what you're looking for?

Ask Custom Question

Initially have a sample of a water-insoluble, neutral organic compound dissolved in 50 mL methylene chloride that may be contaminated with:
-Organic carboxylic acid
and/or -Organic amine base
The organic neutral compound will be a solid while the acid/base impurities can either be solids or liquids.

Devise a laboratory procedure to separate the organic neutral compound from the potential acid/base impurities and obtain a maximum yield of purified material. The sample must be in crystalline form.
All of the organic compounds can be recrystallized from 95% ethanol

Purchase this Solution
Solution Summary

Separation of Amines and Carboxylic Acids Using Extractionis discussed in detail.

Solution Preview

Hello
Your solution appears below. My comments are in parentheses, and should not be considered part of the procedure.

1. Transfer the sample of crude compound dissolved in 50 mL methylene chloride to a 125 ml separatory funnel. Extract three times with 15 mL portions of 5 % sodium bicarbonate. After each extraction, run the methylene chloride layer (bottom layer) out from the bottom, and pour the sodium bicarbonate solution out through the top. Discard the ...

Purchase this Solution
Free BrainMass Quizzes
General Chemistry - Classification of Matter

This test will assess your knowledge on the classification of matter which includes elements, compounds and mixtures.

Thermochemistry

The quiz helps in revising basic concepts about thermochemistry.

Match Elements with their Symbols

Elements are provided: choose the matching one- or two-letter symbol for each element.

Periodic table

Organic Chemistry Naming: Alkanes

This is a quiz which is designed to assist students with learning the nomenclature used to identify organic compounds. This quiz focuses on the organic compounds called Alkanes.

View More Free Quizzes
Related BrainMass Solutions

  • Separation of A Three Component Mixture by Extraction

    In this first extraction, amines are rendered water-soluble by formation of the HCL salt. 3M NaOH is then added, shaken and removed; the carboxylic acid is rendered water-soluble by formation of the sodium salt.

  • Explaining reactivity of amines with carboxylic acids versus esters

    582473 Explaining reactivity of amines with carboxylic acids versus esters The question is why there is a distinction between OH and OR as leaving groups. The document also has a question about why a sp3 intermediate is unstable.

  • Separation of acidic, basic & neutral substances in solution

    When separating mixtures of organic compounds that have acidic or basic functional groups, such as carboxylic acids, phenols (acidic) and amines (basic), one can exploit the different solubility properties of their protonated and non-protonated forms

  • Separation Of An Acid And A Neutral Substance

    This exercise demonstrates how solvent extraction techniques can be applied effectively to problems that require the separation of mixtures of organic acids, bases, and neutral compounds.

  • Chemical separation on a GC instrument

    these amino carboxylic acids have no boiling points in literature.

  • Method Set-Up for a Chemical Separation

    15303 Method Set-Up for a Chemical Separation Suggest a buffer and mobile phase composition to get the best separation given: 1. HPLC instrument 2. C18 reverse phase column 3. 1mM solution of each of the following compounds in Methanol 4.

  • Types of stationary phases used for chiral separations in HPLC

    It has resolved a number of amines and acids. The solution describes the stationary phases for chiral separations.

  • Reverse-Phase HPLC

    So, acidic buffers are used which will suppress the ionization of these weak acids which will keep the acids bound to the non-polar stationary phase resulting in better separation. All these compounds are aromatic and contain aromatic rings.

  • Chemistry - Functional Groups

    As you can see in the scheme above, we have hydrolysed the amide to give us an amine (protonated because we are under acidic conditions and amines are basic) and a carboxylic acid. All of the functional groups are identified below.

View More Related Solutions