ORGANIC CHEMISTRY I-II

CHE 253/254

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HO1

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EXP. 1: ACETYLSALICYLIC ACID

 
 

salicylic acid 25g

acetic anhydride

1% aqueous ferric chloride solution in dropping bottles, 1g/100 m

sat. aqueous sodium bicarbonate soln. 350 ml, 6.9g/100ml

ethyl acetate

potassium iodide soln. in dropper bottle, 100 ml (0.25g iodine, 0.5g KI, and 10 ml water are mixed.  This solution should be straw-colored in appearance.)

phenol 1g

aspirin tablet

sulfuric acid (conentrated) in dropping bottle

hydrochloric acid (concentrated)

petroleum ether (30 - 60C)

Return to the Contents Section
 

EXP. 2: ACETANILIDE

 
 

aniline (technical grade, crude, highly colored) 25g

acetic anhydride 35ml

activated charcoal 8g

 Return to the Contents Section
 

EXP. 3: ACETAMINOPHEN

 
 

p-aminophenol 25g

acetic anhydride 25 ml

sodium acetate tri hydrate 30g

activated charcoal 8g

hydrochloric acid (conc.) 25ml

Return to the Contents Section
 

EXP. 4: TLC ANALYSIS OF ANALGESIC DRUGS

 
 

analgesics; anacin, excedrin (extra strength), tylenol, bufferin

B.C. powder, generic aspirin, generic acetaminophen

small bottles containing solns of each of the following chemicals dissolved in 50/50 CH2CLs/ EtOH {1 g/20 ml of mixed solvent except aspirin, for which 0.5 g is recommended} will be required: (Prepare immediately prior to lab period)

4'-Hydroxyacetanilide (acetaminophen)

aspirin (acetylsalicylic acid)

caffeine

salicylamide

20 ml of a combined standard reference mixture of all four compounds at the same conc.

chromatography sheets w/ fluorescent indicator, cut into six

10 cm x 6.6 cm slides

rulers, cm

hand-held UV lamp

open end capillary tubing, 1 mm

filter paper

32oz wide mouth, screw cap jars like Mason jars

iodine (small amt. in several 32oz developing jars)

ethyl actate

methylene chloride and ethanol

 Return to the Contents Section
 

EXP. 5: NICOTINE FROM TOBACCO

 
 

10 old cigars, 1/stud. (buy in advance and allow to air dry)

5% aqueous sodium hydroxide soln. 1520ml

methanol 125 ml

sat. methanolic picric acid 125 ml

pine applicator sticks, 1 box

fast filter paper (Whatman #1, E and D 617, or S and S 595)

ethanol

 Return to the Contents Section
 

EXP. 6: ISOLATION OF CAFFEINE FROM TEA

 
 

dry tea leaves, 310 g (3/4 lbs)

calcium carbonate, powder 125 g

magnesium sulfate, anhydrous 25 g

methylene chloride 1250 ml acetone 125 ml 

acetone 125 ml

petroleum ether (30 - 60C) 125 ml

cotton

 15 x 125 mm test tubes

20 x 150mm sidearm test tubes (flared)

fast filter paper (E & D no. 617 or S & S no. 595)

buchner funnel

salicylic acid 3 g (derivative)

toluene 50 ml (derivative)

petroleum ether (30 -60C) 15 ml (derivative)

Return to the Contents Section
 

EXP. 7: ISOLATION OF CAFFEINE FROM COFFEE

 
 
 

ground coffee (regular grind) 1 lb (454 g)

calcium carbonate, powder 125 g 

magnisium sulfate, anhydrous 175 g

 methylene chloride 1250 ml

petroleum ether (30 -60C) 125 ml 

acetone 125 ml

fast filter paper (E & D # 617 or S & S # 595)

buchner funnel

salicylic acid 3 g (derivative)

toluene 50 ml (derivative)

petroleum ether (30 -60C) 15 ml (derivative)

Return to the Contents Section
 

EXP. 8: CHOLESTEROL FROM GALLSTONES

 
 

brominating solution, 65 ml in dropper btl (0.55 g anhyd. sodium acetate powder, 65 ml acetic acid, & 7.4 g Br2)

zinc dust 2.5 g

methanol 250 ml

diethyl ether 500 ml

acetic acid, conc. 150 ml

sat. aqu. sodium chloride soln. (31.7 g/100 ml water; stored in polyethylene btl)

10% (by wgt.) aqu. sodium hydroxide soln (10 g/90 ml water; stored in polyethylene btl)

Return to the Contents Section
 

EXP. 9: ETHANOL FROM SUCROSE

 
 
 

sucrose 500 g 

baker's yeast; 5 pkgs dry yeast or 200 g cake yeast

pasteur salts (2.0 g potassium phosphate, 0.2 g calcium phosphate, 0.2 g calcium phosphate, 0.2 g magnesium sulfate, and 10.0 ammonium tartrate dissolved in 860 ml water)

celite 200 g 

sat. aqu. barium hydroxide 250 ml (8.6 g/100 ml water)

kerosene or xylene 75 ml

potassium carbonate, anhydrous 500g

500 ml erlenmeyer flasks

small bottles 

glass bubing

Return to the Contents Section
 

EXP. 10: ISOPENTYL ACETATE (BANANA OIL)

 
 

isopentyl (isoamyl) alcohol (3-methyl-1 butanol) 165 ml (136) per 10 students

glacial acetic acid (225 ml) 230 g

sulfuric acid, conc. 50 ml

5% aqu. NaCO3 (sodium bicarbonate) 1200 ml

sat'd aqu. NaCl soln. 200 ml (31.7 g/100 ml water; store in polyethylene btl)

anhydrous magnesium sulfate 50 g

boiling chips, 200 g

Return to the Contents Section
 

EXP. 11: METHYL SALICYLATE (OIL OF WINTERGREEN)

 

salicylic acid 110 g

methanol 275 g 

sulfuric acid, conc. 110 ml

5% aqu. NaHCO3 625 ml

calcium chloride, anhydrous 10 g

manometers

Y-tubes

Return to the Contents Section
 

EXP. 12: HYDROLYSIS OF METHYL SALICYLATE

 

sodium hydroxide, pellets 125 g

methyl salicylate 65 g (? to prepare)

1M aqu. sulfuric acid 2L

blue litmus paper

Return to the Contents Section
 

EXP. 13: METHYL STEARATE FROM METHYL OLEATE

 

mossy zinc 150 g

6M sulfuric acid 750 ml

methyl oleate 65 ml

methanol 1.5 L 

10% Pd on carbon 1.2 g 

No. 2 one-hole rubber stopper

No. 3 one-hole rubber stopper

6" rubber tubing: new with no gas leakage

12" rubber tubing: new with no gas leakage

short (7 in.) disposable pipet

5% bromine in CH2Cl2; 100 ml (5 ml Br2:95ml CH2Cl2) PREPARE FRESH

methylene chloride 1pt.

Return to the Contents Section
 

EXP. 14: PREPARATION OF SOAP

 
 

lard or other fat or oil 125 g

sodium hydroxide 30 g

95% ethanol 750 ml

sodium chloride 625 g

Return to the Contents Section

EXP. 15: PREPARATION OF A DETERGENT

 
 

glacial acetic acid 120 g

chlorosulfonic acid 80 g (place the acid in a large buret in a hood. A pair of rubber gloves should be placed in  the hood for use by the students.)

lauryl alcohol (1-dodecanol) 125 g (The lauryl alcohol is usually supplied in a narrow mouth bottle. Melt the alcohol (mp 24-27C) and pour the liquid into a wide mouth bottle. When it crystallizes, it is easilly broken into small pieces with a spatuta.)

1-butanol 625 ml

sodium carbonate 125 g

sodium phosphate (Na3PO4.12H2O) 15 g

sat. sodium carbondate soln. 250 ml (dissolve 600 g of Na2CO.10H2) in 1L of water)

soap solution 125 ml (Add one bar of Ivory soap to 1L of distilled water. Stir the solution occasionally and allow the mixture to stand overnight. Remove the remainder of the bar. The mixture can be used directly.)

4% calcium chloride soln. 10ml (dissolve 4 g of calcium chloride in 100 ml of water)

oven adjusted to 80C

hot plates

Return to the Contents Section
 

EXP. 16: N, N-DIETHYL-M- TOLUAMIDE: THE INSECT REPELLENT "OFF"

 
 

3-methylbenzoic acid (m-toluic acid) 50g

thionyl chloride 55ml (90 g)

diethylamine 125 ml (90 g)

5% aqu. sodium hydroxide soln.. 500 ml

10% aqu. hydrochloric acid soln. 250 ml

anhydrous ether 1L

anhydrous sodium sulfate 30 g

chromatographic columns, 25 mm x 200mm; 5-10 Make columna from 25 mm tubing. Attach a 25 mm x 200 mm test tube to the top and 6 mm glass tubing to the bottom.

petroleum ether 1L

 Alumina, chromatographic grade 300 g 

manometers (purification by vacuum distillation)

Y-tubes (purification by vacumm distillation)

Return to the Contents Section
 

EXP. 17: GAS CHROMATOGRAPHIC ANALYSIS OF GASOLINES

 
 

pentane 5 ml

hexane 5 ml

toluene 5 ml

m-xylene 5 ml

ethanol 5 ml 

gasoline (10 ml of one type or 5 ml of each brand or grade)

gas chromatograph

hypodermic syringe (10 microliter or smaller)

sample vials or metal containers 10

Return to the Contents Section

EXP.18: ESSENTIAL OILS FROM SPICES

 

spices 175g (ground cloves, allspice, ground cumin, and ground cinnamon)

methylene chloride 250 ml

sodium sulfate, anhyrous 50 g

1M sodium hydroxide soln. (40g/L)

benzoyl chloride 10 ml 

semicarbazide hydrochloride 10 g

sodium acetate, anhydrous 10 g 

ethanol, absolute 50 ml 

methanol 100 ml

Return to the Contents Section

EXP. 19: THIN-LAYER CHROMATOGRAPHY FOR MONITORING THE OXIDATION OF BORNEOL TO CAMPHOR

 
 

silica gel G slurry 1 jar (use methylene chlorid-methanol) (2:1) as the solvent in preparing the slurry. Use a 4 oz, wide-mouth, screw-cap har.

solution A (100ml): 2g borneol in 100ml diethyl ether

solution B (100ml): 10g chromium trixide (CrO3) and 5 g conc. sulfuric acid dissolved in 100 ml water

solution C (100 ml): 2 g camphor in100 ml diethyl ether

methylene chloride 100 ml

methanol 50 ml 

microscope slides 100

wide-mouth jars (for developing tanks) 10

iodine tanks 2 

open end capillary tubing 1 vial

rulers with centimeter scale 2

Return to the Contents Section
 

EXP. 20: AN OXIDATION-REDUCTION SCHEME BORNEOL, CAMPHOR, AND ISOBORNEOL

 
 

sodium dichromate dihydrate 25 g

conc. sulfuric acid 20 ml

oxidizing reagent: (2g dichromate:8ml water:1.6ml H2SO4

borneol (racemic) 15 g

diethyl ether 425 ml 

anhydrous magnesium sulfate 25 g

methanol 25 ml 

sodium borohydride 4 g (check purity)

5% sodium bicarbonate soln. 125 ml (50 g/1L water)

light source (lamp or flashlight) 1 per student

hot plate, 70 watt type 

sublimation apparatus

Return to the Contents Section
 

EXP. 21: SPEARMENT AND CARAWAY OILS (-) AND (+) -CARVONES

 

spearmint or caraway seed oil, 30 ml per student

glass wool (pr\yrex)

fractionating column

distilling head

stainless steel sponge, king size

manometers, one per vacuum setup

gas chromatograph

polarimeter

refractometer

Return to the Contents Section
 

EXP. 22: REACTIVITIES OF SOME ALKYL HALIDES

 
 

2-chlorobutame 10 ml

2-bromobutane 10 ml

t-butyl chloride (2-chloro-2-methylpropane) 10 ml

1-chlorbutane 10 ml 

crotyl chloride (1-chloro-2-butene) 10ml

chloroacetone 10 ml

benzyl chloride (alpha-chlorotoluene) 10 ml

bromobenzene 10 ml

bromocyclohexane 10 ml

bromocyclopentane 10 ml

(place all in dropper btls & store in the hood; lachrymators)

15% (by wgt) sodium iodide in acetone soln. 250 ml 15 g/85 g acetone

1% (by wgt) silver nitrate in ethanol soln. 250 ml 1 g/100 g absolute ethanol

Return to the Contents Section
 

EXP.23: SYNTHESIS OF N-BUTYL BROMIDE AND 1 PERIOD FOR T-PENTYL CHLORIDE

 
 

n-BUTYL BROMIDE:

sodium bromide 300g

n-butyl alcohol (1-butanol) 225 ml (189 g)

conc. sulfuric acid 450 ml

sodium hydroxide 5 g

t-PENTYL CHLORIDE:

t-pentyl alcohol (t-amyl alcohol, 2-methyl-2-butanol 275ml (220g)

conc. hydrochloric acid 625 ml

5% sodium becarbonate soln 325 ml

anhydrous calcium chloride 20 g

Return to the Contents Section
 

EXP. 24: NUCLEOPHILIC SUBSTITUTION REACTIONS; COMPLETING NUCLEOPHILES

 
 

ammonium chloride 115 g

ammonium bromide 210 g 

sulfuric acid, conc. 360 ml

n-butyl alcohol (1-butanol) 60 ml

t-butyl alcohol (2-methyl-2-propanol) 60 ml

sat. aqu. sodium bicarbonate 125 ml

sodium bicarbonate, solid 15 g

anhydrous sodium sulfate 10 g

crushed ice 

gas chromatograph

hypodermic syringe (1 microliter)

refractometer

Return to the Contents Section
 

EXP. 25: THE HYDROLYSIS OF SOME ALKYL CHLORIDES

 

t-Butyl alcohol (2-methyl-2-propanol) 75 ml

alpha- phenylethyl alcohol (alpha-methylbenzyl alcohol or secphenethyl alcohol) 75 ml

hydrochloric acid, conc. 300 ml

5% (by wgt) aqu. sodium bicarbonate 75 ml

calcium chloride, anhydrous 50 g 

acetone, rgt grade, dry 1L

ethanol, absolute 1L

bromthymol blue indicator 10 ml

0.01N sodium hydroxide 2L; (0.40 g/1liter soln.)

magnetic stirring bars 5

50 ml burets 5

stopwatches or timers 5

1 ml pipets

Return to the Contents Section
 

EXP. 26: CHROMIC ACID OXIDATION OF ALCOHOLS

 
 

alcohol samples; 1 ml of each alcohol (provide a choice of ethanol, 1-propanol, 2-propanol, 2-methoxyethanol, 2-chlorethanol, ethylene glycol, or 1-phenylethanol)

3.9 M sulfuric acid soln: 150 ml (double if duplicate runs required)

0.0196 M potassium dichromate soln; 15 ml (double this amt. if duplicate runs are required)

ultraviolet-visible spectrophotometer (1 or more)

spectrophotometer cells (at least 2)

50 microliter syringe (1 per instrument)

timer (calibrated in minutes); 1 per instrument

1 ml pipet; 1 per instrument

10 ml pipet; 1 per instrument

pipet bulb; 1 per instrument

Return to the Contents Section

EXP. 27: CYCLOHEXENE

 
 

cyclohexanol 220 ml (210 g)

85% phosphoric acid (14.7 M); 60 ml (100 g)

10% aqu. sodium carbonate (100 g/L); 1L

anhydrous calcium chloride 35 g

sodium chloride (table salt)

UNSATURATION TESTS:

Br2/CH2Cl2 test solution (2% bromine by volume) 50 ml

aqu. KMNO4 soln. (1% wgt/volume)50 ml

1,2-dimethoxyethane; small bottle

Return to the Contents Section
 

EXP. 28: PHASE-TRANSFER CATALYSIS: ADDITION OF DICHLOROCARBENE TO CYCLOHEXENE

 
 

sodium hydroxide 200 g

cyclohexene 100 g 

chloroform (keep in hood) 325 ml

benzyltriethylammonium chloride 13 g

methylene chloride 650 ml

sat. aqu. NaCl soln 375ml(31.7 g/100 ml water) (stored in polyethylene bottle)

anhydrous sodium sulfate 25g 

magnetic stirrers

Return to the Contents Section
 

EXP. 29A: MARKOVNIKOV & ANTI-MARKOVNIKOV HYDRATION OF STYRENE: HYDROBORATION- OXIDATION OF

 
 

calcium chloride 125 g

styrene (in hood) 25 g

borane-tetrahydrofuran complex; 70 ml (1.0 M soln in tetrahydrofuran)

30% hydrogen peroxide 25 ml

3 M sodium hydroxide soln 50 ml

diethyl ether 500 ml

sat. sodium bicarbonate 250 ml

anhydrous magnesium sulfate 15 g

wooden applicator sticks 10

10 ml disposable hypodermic syringes (w/ needles) 1 per student

rubber septa to fit a ST 19/22 joint (or appropr. size) 1 per student

Return to the Contents Section
 

EXP. 29B: MARKOVNIKOV & ANTI-MARKOVNIKOV HYDRATION OF STYRENE: OXYMERCURATION OF STYRENE

 
 

mercuric acetate 100 g

styrene 35 g

diethyl ether 700 ml

6 M sodium hydroxide 160 ml

3 M sodium hydroxide 325 ml

fresh sodium borohydride 7 g (fresh sodium borohydride must be used. It should also be finely powdered. Place a small amount of powdered material in some mehtanol. It should bubble vigorously if the hydride is active).

magnetic stirrers; 1 per student

magnetic stirring bars; 1 per student

waste container for mercury; 1 per class, in hood

gas chromatograph

Return to the Contents Section
 

EXP. 30A: TRIPHENYLMETHANOL (AKA GRIGNARD  REACTION)

 
 

bromobenzene 68 g (45 ml)

magnesium turnings 11 g

anhydrous ether 500 ml 

solvent grade ether 200 ml

benzophenone 55 g 

anhydrous sodium sulfate 20 g

petroleum ether (30-60C) 650 ml

ligroin (60- 90C) 650 ml

iodine; small bottle

calcium chloride (or drierite) for drying tubes) 50 g

Return to the Contents Section
 

EXP. 30B: BENZOIC ACID (AKA GRIGNARD REACTION)

 
 

bromobenzene 68 g (90 ml)

magnesium turnings 11 g

anhydrous ether 500 ml

solvent grade ether 200 ml

dry ice 1/4 lb

5% aqu. NaOH 500 ml

conc. HCl 150 ml (or 6 M HCl, 600 ml)

calcium chloride (drying tubes) 50 g

iodine; small bottle

mehtylene chloride, 2L 

magnitic stirrers

hot plates with stirrer

Return to the Contents Section
 

EXP. 31: NITRATION OF METHYL BENZOATE

 
 

methyl benzoate 70 g (200 - 300 ml) per 10 students

sulfuric acid, conc. 175 ml

nitric acid, conc. 50 ml

sodium chloride 50 g

methanol 250 ml

rock salt

Return to the Contents Section
 

EXP. 32: p-NITROANILINE

 
 

acetanilide 40 g

sulfuric acid, conc. 25 ml

mitric acid, conc. 25 ml

aqu. ammonium hydroxide, conc. 350 ml

ethanol, 95% 1500 ml

decolorizing carbon (Norit) 10 g

miroscope slides 40

silica gel G slurry 1 jar

wide-mouth jars 10

iodine tanks 2

open end cappilary tubes 1 vial

rulers with centimeter scale 2 

methylene chloride 500 ml

Return to the Contents Section
 

EXP. 33: FRIEDEL-CRAFTS ACYLATION

 
 

dichloromethane (methylene chloride) 1L

anhydrous aluminum chloride 175 g (use in hood/noxious vapors)

acetyl chloride 100 g 

hydrochloric acid, conc. 300 ml

sat. sodium bicarbonate soln 700ml(6.9 g/100 ml water)

anhydrous magnesium sulfate 15 g

The following chemicals will be needed in an amount of approx. 10g per student (0.075 mole).  Each student will use (or be assigned) on of the chemicals from this list:

toluene

0-xylene (1,2-dimethylbenzene)

m-xylene (1,3-dimethylbenzene)

p-xylene (1,4-dimethylbenzene)

ethylbenzene

mesitylene (1,3,5-trimethylbenzene)

cumene (isoproylbenzene)

anisole (methoxybenzene)

solvents for spectroscopy:

carbon tetrachloride 1pt

deuteriochloroform 100ml

manometers

NMR tubes

IR salt plates

Return to the Contents Section
 

EXP. 34: METHYL ORANGE

 
 

sulfanilic acid, monohydrate 50 g

anhydrous sodium carbonate 15 g 

dimethylaniline 30 ml

glacial acetic acid 30 ml

10% aqu. sodium hydroxide 1000 ml

sodium chloride 120 g

sat. aqu. sodium chloride 120 ml (36 g/100 ml water)

conc. HCl 60 ml

norit 

pH paper

TESTS:

Multifiber fabric 10A

15% aqu. sodium sulfate 125 ml

conc. sulfuric acid

sodium carbonate 100g

sodium dithionite (sodium hydrosulfite) 50 g

Return to the Contents Section
 

EXP. 35: DYES, FABRICS, AND DYEING

 
 

Dyes (in small waxed envelopes) per student

picric acid 0.5 g

indigo powder 0.1 g

congo red 0.1 g

eosin 0.1 b 

alizarin 0.1 g

methyl orange 0.1 g 

malachite green 0.1 g

pieces of wool yarn (10" long) 36 (one 4 oz. skein of wool yarn will serve about 20 - 25 students. (Natural yarn not white)

fabric pieces (or multifiber fabric 10 A): wool, orlon, dacron, nylon, cotton, acetate

Each student requieres six pieces of multifiber fabric 10A. If material is used to prepare separate squares (2" x 2") of each fabric, the following approx. amounts of 45" width fabric are required:

wool (5 squares/student) = 1/3 yd/20 students

cotton (5 squares/student) = 1/3 yd/20 students

polyester (3 squares/student) = 1/3 yd/20 students

nylon (3 squares/student) = 1/3 yd/20 students

(materials should be neutral color, undyed, soft finish)

Mordant Baths (1500 ml of each contained in 2L beakers)

0.1 M potassium aluminum sulfate (alum)

0.1 M cupric sulfate (copper)

0.1 M potassium dichrimate (chrome)

0.1 M stannous chloride (tin)

0.1 M tannic acid

0.1 M potassium anitmony tartrate (tartar emetic)

(keep mordants warm on steam bath or hot plate. Supply each with a glass rod for mixing. Provide one bath of mordant per 15 students)

aluminum foil 1 12" square per student

index card 1

string

sodium dithionite (sodium hydrosulfite) 0.5 g - 1.0 g

sodium hydroxide pellets 1 each

10% aqu. sodium carbonate 1 ml

10% aqu. sodium sulfate 1 ml

p-Nitroaniline 1.5 g

10% hydrochloric acid 6 ml

sodium nitrite 0.8 g

beta-aphthol 0.6 g

10% aqu. sodium hydroxide 10 ml

biphenyl 0.15 g

liquid detergent (like Dreft)

Return to the Contents Section
 

EXP. 36: CHROMATOGRAPHY OF SOME DYE MIXTURES

 
 

l. Paper chromatography of food colors:

12cm x 24 cm sheets of whatman no. 1 filter paper

32 oz. wide mouth scrow cap jars (or mason jars)

1-pentanol (n-amyl alcohol) 350 ml/10 students

absolute alcohol 350 ml/10 students

food colors:red, blue, yellow, and blue

thin wall capillary tubing (open end)

microscope slides 1 box

Standards (0.1 g/20 ml water):

F, D and C red no. 2 amaranth (acid red 27) 25 g

F, D and C blue no.1 erioglaucine or brilliant blue 25 g

F, D, and C blue no.2 indigo carmine 25 g

F, D, and C green no.3 fast green FCF 25 g

F, D, and C yellow no.5 tartrazine (acid yellow 23)25 g

F, D, and C yellow no. 6 sunset yellow FCF 25 g

F, D, and C red no.3 erythrosin B

F, D, and C red no.40 allura red

II. Paper chromatography of the Dyes from a Powdered Drink Mix of Gelatin Dessert:  need stains mentioned above.

Powdered drink mix (kool aid or other brand):  black cherry, lime, strawberry, cherry, orange grape . lemon-lime, punch, and reapberry (one pkg for class) 

gelatin dessert (jello or other brand; several pkgs, assorted flavors)

III. Separation of Food Colors Using Pre-Prepared TLC Plates: 

chromatography sheets, 20/box (cut to 5 cm x 10 cm plates)

scissors

food colors: red, green, yellow, and blue

2-propanol (isopropyl alcohol) 100 ml/10 students

conc. ammonium hydroxide 25 ml/10 students

standard solns of red no. 40 (or red 2), blue no.2, yellow no.5, andy yellow no.6 dissolved in a minimum of water.

8 oz. wide-mouth screw cap jars for development thin wall cpillary tubing (open end) to make micropipets

IV.  Separation of a Dye Mixture Using Hand-Dipped TLC Slides:

several jars(4 oz.) containing methylene chloride/silica gel G slurry (3 ml CH2Cl2 per gram silica gel G)

methylene chloride (dichloromethame)

silica gel G 4 oz. wide-mouth screw cap jars for development chambers

filter paper to line development chambers

tin wall capillary tubing (open end) dto make micropipets

microscope slides 4 -5 per student

unknown dye mixture: (all three dissolved in 20 ml methanol)

0.1 g erythrosine

0.1 g fast green FCF

0.1 g sunset yellow

Standard dye solutions of single dyes (0.1 g/20 ml methanol) of:

FDC Red No. 2; amaranth

FDC Red No. 40; allura red

FDC Blue No. 2; indigo carmine

FDC Freen No. 3; fast green FCF

FDC Yellow No. 5; tartrazine

FDC Yellow No. 6; sunset yellow 

FDC Red No. 3; erythrosin B

(one btl of 20 ml of each dye will suffice for a very large class.)

2-propanol (isopropyl alcohol) 120ml/10 students

methanol 30 ml/10 students

conc. ammonium hydroxide 25 ml/10 students

V. Separation of a Dye Mixture using Pre-Prepared TLC Plates:

chromogram sheets: 20 for 160 students or 20 for 80 students

(cut to 5 cm x 10 cm plates)

4 oz. wide-mouth screw cap jars for development chambers

thin wall capillary tubing (open end) to make micropipets

unknown dye mixture (see IV)

standard dye solns (see IV)

2-propanol (isopropyl alcohol) 100 ml/10 students

conc. ammonium hydroxide 25 ml/10 students

VI. Seperation of a Dye Mixture by Column Chromatography

chromatography column made from a 20 cm length of 10 mm glass tubing

glass wool 

white sand

tubing to fasten to column exit

disposable pipets

adsorption alumina, coarse 60 g/10 students

2-propanol (isopropyl alcohol) 1 L/10 students

conc. ammonium hydroxide 200 ml/10 students

ethanol (absolute) 200 ml/10 students

methanols 200 ml/10 students

unknown dye mixture (part IV) 15 ml/10 students

spectrophotometer cells (for UV/Visible spec) at least 2

Return to the Contents Section
 

EXP. 37: ISOLATION OF CAROTENOIDS PIGMENTS FROM SPINACH

 
 

strained spinach (baby food) 120 g

95% ethanol (or absolute ethanol) 150 ml

methylene chloride 120 ml

glass wool

sodium sulfate, anhydrous 25 g

iodine tanks 2

open end capillary tubing 1 vial

rulers with centimeter scale 2

spectrophotometer cells (for UV/Visible spect.) at least 2

For Column Chromatography:

chromatography columns 

ligroin (60 - 90C) 500 ml

ethyl acetate 500 ml

alumina (acid washed) 125 g

white sand 50 g

test tubes (small, 10 ml) 12 per student

For Thin-Layer Chromatography:

microscope slides 75

silica gel G slurry 1 jar (use methylene chloride as the solvent in preparing the slurry (3 mlCH2Cl2/gram silica gel G).

wide mouth jars 10

Return to the Contents Section

EXP. 38: BENZOIN CONDENSATION

 
 

95% ethanol 1.5 L

benzaldehyde 190 g (FRESH BOTTLE)

Sodium cyanide 19 g (in hood, use trap)

15% aqu. sodium hydroxide for the gas traps 2 L

Return to the Contents Section
 

EXP. 39: COENZYME SYNTHESIS OF BENZOIN

 
 

benzaldehyde 250 ml (FRESH BOTTLE)

thiamine hydrochloride (vitamin B1) 45 g (fresh btl or stored in refrig)

95% ethanol 1.5 L

2 M aqu. sodium hydroxide 125 ml

Occasionally, the benzoin will form as an oil on cooling. Scratching and cooling will usually induce crystallization. Alternatively, the solution may be heated to redissolve the benzoin and then cooled more slowly.

Return to the Contents Section
 

EXP. 40: BENZIL

 
 

benzoin 125g

conc. nitric acid 625 ml

95% ethanol 500 ml

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EXP. 41: BENZILIC ACID

 
 

benzil 70 g

potassium hydroxide, pellets 70 g

95% ethanol 250 ml

decolorizing carbon 10 g

conc. hydrochloric acid

pH paper

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EXP. 42: SULFA DRUGS: SULFANILAMIDE, SULFAPYRIDINE, & SULFATHIAZOLE

 
 

acetanilide 150 g per 10 students

chlorosulfonic acid 425 ml (750 g) per 10 students

sodium hydroxide 15 g per 10 students

mehtylene chloride 2.5 L per 10 students

500 ml separtory funnels per student

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EXP. 42A: SULFA DRUGS: SULFANILAMIDE, SULFAPYRIDINE, & SULFATHIAZOLE

 
 

conc. ammonium hydroxide 200 ml per entire class

6 N hydrochloric acid 125 ml per entire class

conc. hydrochloric acid 50 ml per entire class

decolorizing carbon (norit) 50 g per entire class

sodium becarbonate 50 g per entire class

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EXP. 42B: SULFA DRUGS: SULFANILAMIDE, SULFAPYRIDINE, & SULFATHIAZOLE

 
 

2-aminothiazole 35 g per entire class

pyridine (dried over KOH pellets) 125 ml per entire class

10% sodium hydroxide 1 L per entire class

6 N hydrochloric acid 250 ml per entire class

95% ethanol 1.5 ml per entire class

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EXP. 42C: SULFA DRUGS: SULFANILAMIDE, SULFAPYRIDINE, & SULFATHIAZOLE

 
 

2-aminothiazole 35 g per entire class

pyridine (dried over KOH pellets) 125 ml per entire class

10% sodium hydroxide 1 L per entire class

conc. hydrochloric acid 500 ml per entire class

sodium acetate 125 g per entire class

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EXP. 42CON'T: TESTING OF SULFA DRUGS ON BACTERIA

 
 

enterobacter aerogenes (bacteria slant)

bacillus subtilis, var. niger (bacteria slant)

sulfanilamide or sulfathiazole

distilled water

hot plates

50 ml water and 20 ml 95% ethanol

sulfapyridine 0.25 g

grease pencils

tweezers

bunsen burner

95% ethanol 500 ml

watch glass

filter paper discs (tabs)

filter paper

NUTRIENT AGAR & BROTH

peptone 15 g per group of 3 students

tryptone 18 g per group of 3 students

agar 15 per group of 3 students

sodium chloride 16 g per group of 3 students

glucose 2 g per group of 3 students

inoculating loops 2 per group of 3 students

2 L ml erlenmeyer flasks 4 per group of 3 students

250 ml erlenmeyer flads r per group of three students

disposable plastic petri dishes (150 or 100 x 15mm) 40

glass "rake", described in part IV 1

shaker bath (30 - 35C)

autoclave

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EXP. 43 p-AMINOBENZOIC ACID

 
 

ALL SOLNS ARE QUANTITIES FOR 10 STUDENTS

p-toluidine 100 g (200 ml)

hydrochloric acid, conc. 375 ml

decolorizing carbon (norit) 12 g

sodium acetate trihydrate 150 g

actic anhydride 105 ml

magnesium sulfate hydrate 315 g

potassium permanganate 375 g 

celite 100 g 

ethanol, 95% 15 ml

sulfuric acid (20% by wt. = 21 g H2SO4 (79 ml water) 750 ml

dilute aq. ammonia (35 ml conc. amm. hydroxide/75 ml water) 1.5L

acetic acid, glacial 100 ml 

1 L beakers 10 needed

pH paper (8 - 9)

NMR tubes

chloroform-D, 100 ml (in dessicator)

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EXP. 44: BENZOCAINE

 
 

ALL SOLNS ARE QUANTITIES FOR 10 STUDENTS

p-aminobinzoic acid 65 g

95% ethanol 850 ml

conc. sulfuri acid 65 ml

10% sodium carbonate soln. 750 ml

diethyl ether, solvent grade 1.5 L

magnesium sulfate, anhydrous 40 g

pH paper

methylene chloride 2 L

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EXP.45: 5-n-BUTYLBARBITURIC ACID

 
 

ALL SOLNS ARE QUANTITIES FOR 10 STUDENTS

sodium metal (store undre mineral oil/work in hood) 20 g

absolute alcohol, anhydrous, freshly opened 300 ml

powdered anhydrous KI (grind if necessary, dry in oven) 10 g