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Acetyl chloride was first prepared in 1852 by French chemist Charles Gerhardt by treating potassium acetate with phosphoryl chloride. [4]Acetyl chloride is produced in the laboratory by the reaction of acetic acid with chlorodehydrating agents such as phosphorus trichloride (PCl 3), phosphorus pentachloride (PCl 5), sulfuryl chloride (SO 2 Cl 2), phosgene, or thionyl chloride (SOCl 2).
Molar mass: 43.045 g·mol −1 ... an acetyl group is a functional group denoted by the ... most commonly with the use of acetic anhydride or acetyl chloride, ...
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.
Molar mass: 150.177 g·mol −1 Appearance White to pale yellow ... Acetanisole can be prepared synthetically by Friedel-Crafts acylation of anisole with acetyl chloride:
Chloroacetyl chloride is bifunctional—the acyl chloride easily forms esters [4] and amides, while the other end of the molecule is able to form other linkages, e.g. with amines. The use of chloroacetyl chloride in the synthesis of lidocaine is illustrative: [ 5 ]
Acetanilide can be produced by reacting acetic anhydride with aniline: [7]. C 6 H 5 NH 2 + (CH 3 CO) 2 O → C 6 H 5 NHCOCH 3 + CH 3 COOH. The preparation used to be a traditional experiment in introductory organic chemistry lab classes, [8] but it has now been widely replaced by the preparation of either paracetamol or aspirin, both of which teach the same practical techniques (especially ...
For example, acetic acid boils at 118 °C, whereas acetyl chloride boils at 51 °C. Like most carbonyl compounds, infrared spectroscopy reveals a band near 1750 cm −1. The simplest stable acyl chloride is acetyl chloride; formyl chloride is not stable at room temperature, although it can be prepared at –60 °C or below. [2] [3]
Hydrated chloroacetaldehyde is produced by the chlorination of aqueous vinyl chloride: ClCH=CH 2 + Cl 2 + H 2 O → ClCH 2 CHO + 2 HCl. It can also be prepared from vinyl acetate [5] or by careful chlorination of acetaldehyde. [1] The related bromoacetaldehyde is prepared via bromination of vinyl acetate. It also rapidly forms an acetals in the ...