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Acetic anhydride, or ethanoic anhydride, is the chemical compound with the formula (CH 3 CO) 2 O. Commonly abbreviated Ac 2 O , it is the simplest isolable anhydride of a carboxylic acid and is widely used as a reagent in organic synthesis .
The classic example is the conversion of glucose to arabinose as shown below. The reaction is named after the German chemist Alfred Wohl (1863–1939). The Wohl degradation. Let's say we have a kiliani-fischer synthesis, it basically removes the row of the C2 carbon, it shortens the carbon chain by one carbon.
The carbonyl center of an acyl radical has one non-bonded electron with which it forms a chemical bond to the remainder (denoted with the letter R) of the molecule. The acetyl moiety is a component of many organic compounds , including acetic acid , the neurotransmitter acetylcholine , acetyl-CoA , acetylcysteine , acetaminophen (also known as ...
Dextrose monohydrate is the hydrated form of D-glucose, meaning that it is a glucose molecule with an additional water molecule attached. [39] Its chemical formula is C 6 H 12 O 6 · H 2 O . [ 39 ] [ 40 ] Dextrose monohydrate is also called hydrated D-glucose , and commonly manufactured from plant starches.
Acetic anhydride. This reagent is common in the laboratory; its use cogenerates acetic acid. [7] [10] Acetyl chloride. This reagent is also common in the laboratory, but its use cogenerates hydrogen chloride, which can be undesirable. [8] Ketene. At one time acetic anhydride was prepared by the reaction of ketene with acetic acid: [11]
A common type of organic acid anhydride is a carboxylic anhydride, where the parent acid is a carboxylic acid, the formula of the anhydride being (RC(O)) 2 O. Symmetrical acid anhydrides of this type are named by replacing the word acid in the name of the parent carboxylic acid by the word anhydride. [2] Thus, (CH 3 CO) 2 O is called acetic ...
N-Acetylglucosamine molecule. N-Acetylglucosamine (GlcNAc) is an amide derivative of the monosaccharide glucose.It is a secondary amide between glucosamine and acetic acid.It is significant in several biological systems.
D-glucose is first protected by forming the peracetate by addition of acetic anhydride in acetic acid, and then addition of hydrogen bromide which brominates at the 5-position. On addition of the alcohol ROH and lithium carbonate, the OR replaces the bromine and on deprotecting the acetylated hydroxyls the product is synthesized in relatively ...