Organic Chemistry

Unique Reactions of Diols – Unique Reactions of Diols are: (1) The Pinacol Rearrangement (2) Periodic Acid Cleavage of Glycols (1) The Pinacol Rearrangement – Using our knowledge of alcohol reactions, we can explain results that seem strange at first glance. – The following dehydration is an example of the …

Reactions of Alcohols with Thionyl Chloride – Reactions of Alcohols with Thionyl Chloride give alkyl chloride. – Thionyl chloride (SOCl2) is often the best reagent for converting an alcohol to an alkyl chloride. – The by-products (gaseous SO2 and HCl) leave the reaction mixture and ensure there can be no …

Reaction of Alcohols with Phosphorus Halides – Reaction of Alcohols with Phosphorus Halides gives alkyl halides. – Several phosphorus halides are useful for converting alcohols to alkyl halides. – Phosphorus tribromide, phosphorus trichloride, and phosphorus pentachloride work well and are commercially available. 3 R-OH + PCl3 → 3 R-Cl + …

– In this topic the Reactions of Alcohols with Hydrohalic Acids such as HBr , HCl are discussed Reactions of Alcohols with Hydrohalic Acids – Tosylation of an alcohol, followed by displacement of the tosylate by a halide ion, converts an alcohol to an alkyl halide. – This is not …

Alcohols as Nucleophiles and Electrophiles; Formation of Tosylates – One reason alcohols are such versatile chemical intermediates is that they react as both nucleophiles and electrophiles. – The following scheme shows an alcohol reacting as a weak nucleophile, bonding to a strong electrophile (in this case, a carbocation). – An …

– In this topic, the Biological Oxidation of Alcohols and their effect on the humans and animals will be discussed Biological Oxidation of Alcohols – Although it is the least toxic alcohol, ethanol is still a poisonous substance. – When someone is suffering from a mild case of ethanol poisoning, …

Additional Methods for Oxidizing Alcohols – Many other reagents and procedures have been developed for oxidizing alcohols. – Some are simply modifications of the procedures we have seen. – For example, the Collins reagent is a complex of chromium trioxide and pyridine, the original version of PCC. – The Jones …

Oxidation of Alcohols – Primary and secondary alcohols are easily oxidized (Oxidation of Alcohols)  by a variety of reagents, including chromium oxides, permanganate, nitric acid, and even household bleach (NaOCl, sodium hypochlorite). – The choice of reagent depends on the amount and value of the alcohol. – We use cheap …

Oxidation states of Alcohols and Related Functional Groups – Oxidation states of Alcohols leads to ketones, aldehydes, and carboxylic acids. – These functional groups, in turn, undergo a wide variety of additional reactions. – For these reasons, alcohol oxidations are some of the most common organic reactions. – In inorganic …

What is Thiols? – Thiols are sulfur analogues of alcohols, with an -SH group in place of the alcohol -OH group. – Oxygen and sulfur are in the same column of the periodic table (group 6A), with oxygen in the second row and sulfur in the third. Nomenclature of Thiols …

Reduction of the Carbonyl group : Synthesis of 1° and 2° Alcohols – Grignard reagents convert carbonyl group to alcohols by adding alkyl groups. – Hydride reagents add a hydride ion (H:–) reducing the carbonyl group to an alkoxide ion with no additional carbon atoms. – Subsequent protonation gives the …

Side Reactions of Organometallic Reagents: Reduction of Alkyl Halides – Organometallic Reagents: Grignard and organolithium reagents are strong nucleophiles and strong bases. – Besides their additions to carbonyl compounds, they react with other acidic or electrophilic compounds. – In some cases, these are useful reactions, but they are often seen …

Addition of Organometallic Reagents to Carbonyl Compounds – Because they resemble carbanions, Grignard reagents and organolithium reagents are strong nucleophiles and strong bases. – Their most useful nucleophilic reactions are additions to carbonyl (C=O) groups, much like we saw with acetylide ions – The carbonyl group is polarized, with a …

Organometallic Reagents for Alcohol Synthesis – Organometallic compounds contain covalent bonds between carbon atoms and metal atoms. –  And Organometallic reagents are useful because they have nucleophilic carbon atoms, in contrast to the electrophilic carbon atoms of alkyl halides. – Most metals (M) are more electropositive than carbon, and the …

Acidity of Alcohols and Phenols – we will talk here about some Acidity of Alcohols and Phenols. – Like the hydroxyl proton of water, the hydroxyl proton of an alcohol is weakly acidic. – A strong base can remove the hydroxyl proton to give an alkoxide ion. – The acidities …

we will talk about some Commercially Important Alcohols such as:  Methanol , Ethanol , isopropyl alcohol (1) Commercially Important Alcohols: Methanol  – Methanol (methyl alcohol) was originally produced by the destructive distillation of wood chips in the absence of air. This source led to the name wood alcohol. – During …

We will discuss here Physical Properties of Alcohols: (A) Boiling Points of Alcohols (B) Solubility Properties of Alcohols Physical Properties of Alcohols – Most of the common alcohols, up to about 11 or 12 carbon atoms, are liquids at room temperature. – Methanol and ethanol are free-flowing volatile liquids with …

In this subject we will talk about Nomenclature of Alcohols and Phenols (1) Nomenclature of Alcohols: IUPAC Names – The IUPAC system provides unique names for alcohols, based on rules that are similar to those for other classes of compounds. – In general, the name carries the (-ol) suffix, together …

– In this subject we will talk about Structure and Classification of Alcohols. What are Alcohols? – Alcohols are organic compounds containing hydroxyl (-OH) groups. – They are some of the most common and useful compounds in nature, in industry, and around the house. – The word alcohol is one …

Reactions of Alkynes – Many of the reactions of alkynes are similar to the corresponding reactions of alkenes because both involve pi bonds between two carbon atoms. – Like the pi bond of an alkene, the pi bonds of an alkyne are electron-rich, and they readily undergo addition reactions. (A) …