The document describes an experiment on the preparation and purification of iodoform. The objectives are to synthesize and purify iodoform crystals. Iodoform is produced through the reaction of sodium hypoiodite with acetone in alkaline conditions. Students will mix acetone, sodium hydroxide solution and sodium hypoiodite to produce a yellow precipitate of iodoform crystals. The crystals will then be purified through recrystallization and their melting point determined.
The document describes an experiment on the preparation and purification of iodoform. The objectives are to synthesize and purify iodoform crystals. Iodoform is produced through the reaction of sodium hypoiodite with acetone in alkaline conditions. Students will mix acetone, sodium hydroxide solution and sodium hypoiodite to produce a yellow precipitate of iodoform crystals. The crystals will then be purified through recrystallization and their melting point determined.
The document describes an experiment on the preparation and purification of iodoform. The objectives are to synthesize and purify iodoform crystals. Iodoform is produced through the reaction of sodium hypoiodite with acetone in alkaline conditions. Students will mix acetone, sodium hydroxide solution and sodium hypoiodite to produce a yellow precipitate of iodoform crystals. The crystals will then be purified through recrystallization and their melting point determined.
II. Experiment Date : Friday, 22 March 2013 III.Experiment objective : At the end of the experiment, students are expected to : a. Synthesized iodoform compound b. Iodoform purify by recrystallization IV. Basic Theory Iodoform is the organoiodine compound with the formula CHI 3 . A pale yellow, crystalline, volatile substance, it has a penetrating odor (in older chemistry texts, the smell is sometimes referred to as the smell of hospitals) and, analogous to chloroform, sweetish taste. It is occasionally used as a disinfectant. It is also known as tri-iodomethane, and sometimes also referred to as carbon triiodide (which is not strictly correct, as this compound also contains hydrogen) or methyl triiodide (which is somewhat ambiguous as that name could also refer to the methylated triiodide ion, CH 3 I 3 ). Iodoform is a compound formed from the reaction of iodine with ethanol / acetone and acetaldehyde in alkaline conditions. Preparation of Iodoform similar to the manufacture of chloroform, as an analog its iodin. However, in contrast to the manufacture of chloroform. In making iodoform reagent used is sodium hipoiodit. The reaction occurs between carbonyl compound which has an acetyl group (CH 3 CO - ) and sodium hipoidoit (NaOI). The color of Iodoform crystal obtained in the form of yellow, with a melting point of 120 0 C and has a characteristic odor. Iodoform can be used as a disinfectant and antiseptic outside. Haloform Iodoform reaction is a reaction in which iodide is used in the reaction of alkali hydroxide solution (NaOH and KOH) to produce Iodoform. The equation is expressed as follow:
O
O
R C CH 3 + 3 NaOH R C Cl 3 + 3 NaOH O
O
R C Cl 3 + NaOH R C ONa + CHI 3
Sodium alkanoat salt Iodoform Secondary alcohol such as ethanol can be oxidized so as to from acetaldehyde it can maked iodoform when treated with sodium hipoidit.
Iodoform has uses as the destruction of bacteria iodoform is used as an antiseptic to the wounds abrasions, as it frees I 2. And iodoform as a deterrent preventing discharge of pus and bacteria growth.
V. Tools and Materials A. Tools 200 mL Erlenmeyer Graduated cylinder Buchner Funnels Funnel Electric stove Filter paper Spatula
B. Material Iodoform Acetone 2 N NaOH Alcohol aquades
O
O
R CH CH 3 + NaOI R C CH 3 + NaI + H 2 O O
O
R C CH 3 + 3NaOI R C ONa + CHI 3 + 2NaOH Sodium alkanoat salt Iodoform V.Procedure
Determined the mass and melting point Cooled Added 12,5 ml of aquades Filter by using Buchner Funnel Wash with some drops od cold ethanol Dried iodoform crystal using desicator Entered into erlenmeyer 200ml Added 2,5 mL of acetone Added 5 mL of aquades Shaked Added NaOH 2N solution drop by drops, and shaked until formed yellow precitate Shake until form yellow precipitate Added 125 ml aquades Filtered using buchner funnel 2,5 gram Iodium Put into erlenmeyer flask that has been closed with glass funnel Put 5 ml ethanol from the funnel (keep away from flame) Heated and shaked Filtered Washed the precipitate with water until free from NaOH Filtrate Residu Iodoform Impurities Residu Filtrate The mass of iodoform Crystal of Iodoform The melting point of iodoform
VIII. Refference Anonim.http://id.wikipedia.org/wiki/iodoform. Excessed on the 20 th March 2013 Fessenden RJ. Fessenden JS. 1991. Kimia Organic, Edisi ketiga terjemahan A. Harayana Dudjaatrata, Jilid 1 dan 2. Jakarta: Penerbit Erlangga. Tim Dosen Kimia Organik. 2012. Panduan Praktikum Kimia Organik I. Surabaya : jurusan kimia FMIPA UNESA.