Anthocyanins are found in the flowers and fruits of natuperformed a t at least five times without fading of the balls. Because their color depends on pH, they can be used as a simple pH indicator.
Anthocyanins are found in the flowers and fruits of natuperformed a t at least five times without fading of the balls. Because their color depends on pH, they can be used as a simple pH indicator.
Anthocyanins are found in the flowers and fruits of natuperformed a t at least five times without fading of the balls. Because their color depends on pH, they can be used as a simple pH indicator.
Simple Handmade pH Indicator and Teaching Material for Chemical Equilibrium
Naoki Kanda, Takayuki Asano, and Toshiyuki ltoh Department of Chemistry, Faculty of Education, Okayama University, Okayama 700, Japan Makota Onoda Shoh Junior High School, Kurashiki City, Okayama 711,Japan Anthocyanins are found in the flowers and fruits of natuperformed a t least five times without fading of the balls. ral plants. Because their color depends on pH, they are Preparation of the chameleon ball is very easy a s shown in Figure 2. Both alginic acid sodium salt and calcium chlosometimes used as a pH indicator ( 1 ) . Natural indicators obtained from some common fruits and vegetables have ride are inexpensive and harmless reagents. Familiar been used for a variety of teacher demonstrations and simflowers and fruits are anthocyanin sources, red cabbage and grapes, in particular, are available in the market in ple student experiments ( l b , LC). The reaction scheme in Figure 1 shows a typical example of how the structure of anthocyanins changes under different pH conditions (2). Oxonium ion 1 turns into colorless euromene 2 when Ht @ OH ion content is decreased. Compound 2 then turns into the quinoid 3 showing a blue color. Thus, the flower extracts H / O < \ OH ' / O. \ R2 R2 . can be used as a simple pH indicator. \ / OR OR Because these sequences are reversible, they may also be useful in demonstrating chemical equilibrium in the repetiOH H OH OH tive color changes of anthocyanins from flowersby controlling pH conditions. It is difficult, however, to restore a n original 1 (red) 2 (colorless) brilliant red color once the extracts have been kept under strong basic conditions, because quinoid 3 is oxidized rapidly by oxygen, which is naturally involved in water in atmosH+ OHpheric surroundings, to produce a brownish polymerized compound (3).If the color change from blue to red could be demonstrated repeatedly, this reaction might be useful in the teaching of chemical equilibrium a t the high school level. In Ho@\ / OR this paper we describe how polysaccharide beads served as a teaching tool for the chemical equilibrium of anthocyanins under different pH conditions. OH Anthocyanins in plants are believed to be a complex mixture of various types of glycosides (3). It was thought pos3 (blue) sible to prevent their rapid oxidative polymerization by entrapment using polysaccharide gel ( 4 ) and this idea was (0) realized successfully. We first prepared the polysaccharide beads containing water extracts of red cabbage a s calcium 4 alginate (5,6). The beads showed a clear red color under polyphenol (brown) acidic conditions, turned blue a t neutral pH of 7, and orFigure 1. Reactions tor preparation of the chameleon ball. ange.yellow at PH of 13. m i s color change could be demonstrated over and over. I t was impossible, however, to regain this color change reaction when the Repetitions of Color Change Observed under Different pH Conditions. extract itself was subjected to the reOrigin (plant) Color at pH 1 Color at pH 7 Color at pH 13 Repetitions action. The dark-brownish solution Entry appearing a t pH 13 did not return to Black bean (shell) red violet green yellow 4-5 the brilliant red color when the pH 1 was readjusted to 1. Because the color 2 Grape (Peel) pink light purple green yellow 5-8 Red cabbage (leaf) red blue orange yellow 5-8 changes of these polysaccharide beads 3 depended dramatically on pH, junior 4 wax myrtle (berry) pink light pink orange 3-4 high students in a science class called Myrica rubra reddish violet yellow 4-5 them "chameleon balls" when we 5 Japanese eggplant (peel) red pink Solanum Melongera L. demonstrated this reaction for them. Azalea (flower) red purple pink yellow 4-5 The table shows the number of times Rhododendron sp. Oak(flower) pink light orange orange we were able to repeat t h e color3 change reaction of t h e chameleon Ouercus sp. Milkvetch (flower) pink dark purple yellow 3 balls from various plant sources. I t 8 Astragalus sinicus L. was found that red cabbage and grape (entries 2 and 3 in the table) were the 9 LYcorissP.(flower) reddish pink light purple yellow 4 best plant sources for making the cha- 10 Cosmos (flower) red purple yellow 3 meleon balls because the reaction was
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Volume 72 Number 12 December 1995
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temperature. Violet solution was obtained after filtration
through a filter paper.
II J
2% sodium alginate aqueous SolUtiOn
+ newer extract
calcium chloride aqueous solution
Magnetic stirrer
Figure 2. Set-up for peparation of the chameleon balls.
any season. The chemistry of flower pigment is still a very attractive field of study and has a long history (7).Flower pigments make interesting teaching materials for students. Making "chameleon balls" is great fun. The ball should be viewed not only a s a handmade pH indicator but also a s a n interesting teaching tool of the chemical equilibrium reaction. Experimental Procedure Pigment Aqueous Solution from a Plant
One hundred grams of red cabbage leaves in 400 mL of
water was boiled for 10 min, then allowed to cool to room
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Journal of Chemical Education
Preparation of the Chameleon Ball
20 mL of 2% sodium alginate aqueous solution and 30 mL of the flower extract were mixed. The mixture was then added dropwise to 100 mL of 1% calcium chloride aqueous solution a t room temperature with gentle stirring and immediately formed small beads. These beads were collected and washed in water several times on a finely meshed stainless steel wire tray. I t is recommended that the beads be kept in the calcium chloride solution in a refrigerator a t about 4 "C overnight before experimental use. This assures strong beads. Durability Test of the Chameleon Ball from Various Plant Sources Several chameleon balls were placed in 0.1 M HC1 aqueous solution in a test tube and showed a brilliant red color. The aqueous solution was made basic with 0. 1M NaOH solution to adjust pH to 13 and the color of the balls turned blue and then orange-yellow. After standing 5 min a t pH 13, the solution was acidified by addition of 0.1 M HCI aqueous solution. The ball color turned from its orangeyellow to blue and then to clear red. This operation was repeated until the beads broke up. Although the chameleon ball is prepared easily from either calcium alginate or K-carrageenan, calcium alginate is recommended because it is less expensive. Literature Cited ~~~
107. !el Mebane, R. C.:Rybolt. T R.J. Cham.Edue 1985.62.285. 2. Is1 Bmuillatd. R.: Delapotte, 8 . J , A m C k m . Sor. 1977.99.8461. lb) Brauillard, R.; Dubois, J ~ EJ. . Am. Chem. Soc 1977.99, 135Q.!r) Bmuillard. R.:Chahim. J.-M. H. J A m Chem Soc 1980,102,5375.ldi Brouillad, R.: Iseobueei, G.A : Sweenx J. G . J A m . Chrm. Soc. 1982,104,7565. 3. For example see. Bmuillard. R.; Markakis. P,Eds. Anthocyanins as Fmd Colors: Academic Press:New York, 1982, p 1. 4. Konda. T:Goto. T. Korvo IFIouarl 1991. 71. It ia Lnown that anthocvanina are sta-
618. 7. Far recent progress on the ehemistn, of flower pigmentp see, Doto, T;Kondo, T. Angew. Cham. 1991.103,17.