Chitranjan

PROTECTION OF AMINE: di-tert-butyl dicarbonate [Boc anhydride (Boc)2O]: Boc protection

Amines are reactive functional groups that can participate in a variety of chemical reactions. While this reactivity can be advantageous in some reactions, it can also be problematic in others. For example, amines can react with other reagents or functional groups in the reaction mixture, leading to unwanted side reactions or products. To prevent these …

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REDUCTIVE AMINATION: USING SODIUM TRIACETOXYBOROHYDRIDE AND SODIUM CYANOBOROHYDRIDE

Amines are incredibly versatile and important compounds in organic chemistry. They play crucial roles in both natural and synthetic chemistry, and their unique properties make them useful in a wide range of applications. Amines are present in many natural biologically important molecules, such as amino acids and nucleic acids, which are the building blocks of …

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VILSMEIER REAGENT: Vilsmeier-Haack formylation reaction

The introduction of formyl (-CHO) group into electron -rich aromatic compounds using a Vilsmeier reagent is known as the Vilsmeier-Haack formylation reaction. The Vilsmeier reagent is prepared from any N, N-disubstituted formamide by reacting it with an acid chloride like phosphorus oxychloride (POCl3), oxalyl chloride ((COCl)2), or thionyl chloride (SOCl2). Most oftenly, the combination of …

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SYNTHESIS OF ETHER

ACID–CATALYZED DEHYDRATION OF ALCOHOLS Diethyl ether and several other symmetrical ethers are prepared by the acid-catalyzed dehydration of alcohols. The yields are usually higher for symmetrical ethers formed from unbranched primary alcohols. The yields are lower for the secondary alcohols and tertiary alcohols give alkene as the major product instead of ethers. MECHANISM The proton …

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DIAZONIUM SALTS AND SYNTHETIC APPLICATIONS:

Diazonium salt is a versatile and important class of compounds in organic chemistry. It has played a significant role in the development of the chemical industry, particularly in the production of dyes and pharmaceuticals. The discovery of diazonium salt is attributed to the German chemist Peter Griess, who first synthesized it in 1858. Since then, …

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ALLELOPATHY AND ALLELOCHEMICALS: CHEMICAL STRUCTURES OF COMMON ALLELOCHEMICALS

Allelopathy is a biological phenomenon in which one plant produces biochemicals that affect the growth, survival, or reproduction of other plants. Some plants can have a positive allelopathic effect on others, helping to improve their growth or health, while others can have a negative effect, inhibiting or even killing nearby plants. Here are some examples …

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NUCLEOPHILIC DEOXYGENATION OF ALCOHOLS: USING LITHIUM ALUMINUM HYDRIDES OR BOROHYDRIDES

In the previous article we have discussed about the deoxygenation of alcohols, which is a common synthetic procedure. There are two main methods for deoxygenation: radical and nucleophilic. The radical deoxygenation method was exemplified by the Barton-McCombie reaction, which involves the free-radical reduction of a thiocarbonyl derivative of the alcohol (for more details see our …

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REDUCTION OF ALCOHOL: DEOXYGENATION: BARTON-McCOMBIE RADICAL DEOXYGENATION

Alcohols are a ubiquitous and versatile class of compounds in organic chemistry. They are present in natural products, pharmaceuticals, etc., and are ubiquitous synthetic handles for a multitude of organic transformations. The undergraduate and graduate courses are full of reactions that can transform alcohols into different other functional groups. Oxidation of alcohols to carbonyl compounds …

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OXIDATION OF ALCOHOLS: PART III: DMP AND TEMPO

DESS-MARTIN PERIODINANE (DMP): In 1983, D. B. Dess and J. C. Martin reported DMP (Dess-Martin Periodinane). This periodinane, which is far more soluble in organic solvents than IBX (2-Iodoxybenzoic acid), is a mild, selective reagent for the oxidation of primary and secondary alcohols to aldehydes and ketones respectively. Since DMP is expensive, it is usually …

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OXIDATION OF ALCOHOLS: PART II: DMSO AS AN OXIDANT

Parikh-Doering Oxidation: The oxidation of primary and secondary alcohol to aldehyde and ketone respectively using sulfur trioxide in the form of its pyridine complex (SO3.C5H5N) and dimethyl sulfoxide (DMSO) in the presence of a base [triethyl amine (TEA)] is called as the Parikh-Doering oxidation. In this reaction, DMSO acts as an oxidant, and SO3 as …

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