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The acidity of the carboxylic acids

Reactions of the carboxylic acids

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Carboxylic acids - Synthesis and Properties - 2036 compounds

Sonjiala (SON-ja-la) is currently pursuing an MS degree in chemistry at UC San Diego. As a member of the Bridges to Baccalaureate Program at San Diego Mesa College, her research in organic chemistry includes the synthesis of fatty acid esters of vitamin C that will be tested for their ability to inhibit glycolytic enzymes. In an additional research project she uses analytical chemistry techniques to determine the composition of World War II era California pottery.

Background Information for Carboxylic Acids and Derivatives

Carboxylic acids react with the more reactive metals to produce a salt and hydrogen. The reactions are just the same as with acids like hydrochloric acid, except they tend to be rather slower.

Nomenclature of Carboxylic Acids and Derivatives

Lab photo of test for carboxylic acid. Carbon dioxide bubbles out.

Background for Carboxylic Acids and Derivatives
A carboxylic acid contains an hydroxide attached to C of C=O group (carbonyl group). An acid halide contains a halogen attached to the C of the C=O group. An ester contains an alkoxy group attached to a C of a C=O. An anhydride contains two C=O separated by an oxygen. An amide contains a nitrogen attached to C of a C=O. The carbon in the carbonyl is sp2 hybridized, has a bond angle of 120o, and is trigonal planar. Carboxylic acids, primary amides, and secondary amides have intermolecular hydrogen bonding. Carboxylic acids, primary amides, and secondary amides have higher melting points and boiling points than other carboxylic acid derivatives.

Uses of Carboxylic Acids and Derivatives
Esters, tertiary amides, and nitriles are used as solvents. Formic acid is in ant bites. Acetic acid is used as vinegar.

Carboxylic acid synthesis by oxidation of alcohols

Reactions of Carboxylic Acids

Reaction of Amides
Esters are hydrolyzed to carboxylic acids and alcohols. Esters react with lithium aluminum hydride, followed by hydrolysis, to yield alcohols. Esters react with amines to produce amides and alcohols.

Reactions of Anhydrides
Anhydrides are hydrolyzed to produce carboxylic acids. Anhydrides react with alcohols to produce esters and carboxylic acids. Anhydrides react with amines to produce amides and carboxylic acids.

Synthesis of Carboxylic Acids
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  • Preparation of carboxylic acids - Chemistry LibreTexts

    Synthesis of Carboxylic Acids ..

  • Preparation of carboxylic acids

    Amino Acids and Synthesis | Carboxylic Acid | Amino Acid

  • a carbon carbon bond on the way to making a carboxylic acid

    As you might suspect, carboxylic acids can be …

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Synthesis of New Benzofuran-2-Carboxylic Acid …

This page looks at the simple reactions of carboxylic acids as acids, including their reactions with metals, metal hydroxides, carbonates and hydrogencarbonates, ammonia and amines.

Synthesis of Carboxylic Acids and Derivatives Using …

Using the definition of an acid as a "substance which donates protons (hydrogen ions) to other things", the carboxylic acids are acidic because of the hydrogen in the -COOH group.

US3282973A - Synthesis of carboxylic acids - Google …

Nomenclature of Carboxylic Acids and Derivatives
In a carboxylic acid, the longest continuous carbon chain is the parent compound. Number the chain so that the C at the C=O is position 1. From the alkyl prefixes, use Aanoic acid.@ Name and number substituents. An acid halide is named as alkanoyl halide. An ester is named as an alkyl alkanoate. An anhydride is named as an alkanoic alkanoic anhydride. An amide is named as an alkanamide.

United States Patent 3,282,973 SYNTHESIS OF CARBOXYLIC ACIDS ..

Synthesis of Carboxylic Acids
Zero and primary alcohols are oxidized with sodium dichromate, potassium dichromate, potassium permanganate, sodium hypochlorite, nitric acid, or chromium trioxide to form carboxylic acids. Aldehydes are oxidized with sodium dichromate, potassium dichromate, potassium permanganate, sodium hypochlorite, nitric acid, or chromium trioxide to form carboxylic acids. Alkyl magnesium halide is treated with carbon dioxide, followed by hydrolysis, yields a carboxylic acid. Nitriles are hydrolyzed to yield carboxylic acids.

Synthesis of Carboxylic Acids Flashcards | Quizlet

Reactions of Carboxylic Acids
Reduction of carboxylic acids with lithium aluminum hydride yield alcohols. Carboxylic acids react with thionyl chloride to give acid chlorides, sulfur dioxide, and hydrogen chloride. The reaction of carboxylic acids with alcohols, in the presence of acid, yield esters. Carboxylic acids react with acid chlorides to give anhydrides.

Chemical Synthesis and Properties of Carboxylic acids

Reactions of Acid Halides
Acid chlorides are hydrolyzed to carboxylic acids. Acid chlorides react with alcohols to form esters. Acid chlorides react with amines to form amides. Reduction of acid chlorides with lithium aluminum hydride form alcohols and with lithium aluminum tri(t-butoxy) hydride form aldehydes. Acid chlorides react with dialkyl lithium cuprates to yield ketones.

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