CHEM 305 COURSE SCHEDULE

Sandra K. Koster, Ph.D. Lecturer
Department of Chemistry
4003 Cowley Hall
Office Hours: Monday, Wednesday 11:00 AM-1:00 PM,
Monday, Friday 12:00 PM-2:00 PM
or by appointment.
(608) 785-8282
(608) 783-7013
(608) 780-5081

ANNOUNCEMENTS SYLLABUS CLASS SCHEDULE ASSIGNMENTS HANDOUTS

CHEM 305 COURSE SCHEDULE-Fall 2008 (subject to change)

Reading Pages Technique Sections Approximate Time Required

Introduction, safety, lab notebooks, glassware, check-in 558 - 600 1-4    1 lab period

Preparation of Acetylsalicylic Acid (Exp.2)
   Filtration
   Solubility
   Crystallization
   Melting point 55 - 65

645 - 659
669 - 679
679 - 698
659 - 669

8
10
11
9
   1.5-2 lab periods

Separation of Grape Kool-Aid Pigments by Reverse Phase Chromatography with Sep-Pak C18 Cartridge
834
21
0.5 lab period with day 1 of "Spinach"

Isolation of Chlorophyll and Carotenoid Pigments from Sprinach (handout)
Column chromatography
Thin layer chromatography See also Experiment 16 pp 119 - 126

794 - 818
819 - 831

19
20    2 lab periods

(+)-Limonene Isolation (handout)
   Steam distillation
   Polarimetry, determination of optical purity
Refractive index (optional)
Infrared spectra
Physical Constants of Liquids:   b.p. & density

786 - 794
857 - 866
867 - 872
873 - 909
723 - 731

18
23
24
25
13

   2 lab periods

Triphenylmethanol (Exp.36, 36A)
Grignard reagent prep, reaction with benzophenone
Reaction methods
Extractions, separations and drying agents,
Filtration
Review crystallization
Infrared spectrum (dry film method)
303 - 311

624 - 644
698 - 723
645 - 659
679 - 698
873 - 909

7
12
8
11
25

   3 lab periods

Distillation techniques (handout) (2nd day also start Flavoring Esters)
Refractive index
Gas chromatography
706 - 716

867 - 872
837 - 857
14, 15

24
22    2 lab periods

Isopentyl Acetate and other Flavoring Esters (Exp. 12 & handout)
   Review Extraction,        separations and drying agents
   Review Distillation
   Refractive index
   Review Infrared spectroscopy
   Microboiling point (optional)
   Nuclear Magnetic Resonance spectroscopy 93 - 96

698 - 723

706 - 716
867 - 872
873 - 909

723 - 731
909 - 946

12

14, 15
24
25

13
26    2 or 2.5 lab periods

Reduction of Benzil to Hydrobenzoin (handout)
Infrared spectrum
Review nmr spectroscopy
See Essay from Experiment 33 (Camphor Reduction), 274 - 276
873 - 909
909 - 946

25
26
   1.5 to 2 lab periods
(Start next experiment on day 2)

Pinacol Coupling of Benzaldehyde to Hydrobenzoin (handout)
from S. Bhar and C. Panja, Green Chemistry, 1999, 253

   1.5 to 2 lab periods

Nitration of Methyl Benzoate (microscale) (handout)
Electrophilic aromatic substitution reaction
Craig tube crystallization
Review infrared spectroscopy See Essay from Experiment 43 (larger scale reaction: 352 - 355)

648 - 655
873 - 909

11
25 2 lab periods

SPECIAL PROJECTS START HERE.

Synthesis and Identification of Benzalacetophenones (Chalcones) (handout) Partnership optional. Typed report
Crystallization
Melting point
Infrared spectrum
Nuclear magnetic resonance spectrum
See also experiment 63 for a similar experiment

679 - 698
659 - 669
873 - 909
909 - 946

11
9
25
26
   about 2 lab periods plus time for analysis

Functional Group Tests (handout & exp. 55)
Chemical Classification Tests of Known Compounds
1000 - 1013

   1 lab period

Separation and Identification of a Binary Mixture (individual project) Typed conclusion.
   Separation by solubility class
   Purification by distillation or recrystallization
   Chemical classification tests as needed
   Infrared spectra
   refractive index (liquids)
   NMR spectra
   MSDS search Exp. 55, pp. 468 - 553 and Appendix 1
See also
UW-L Organic Chemistry Database (OCDB) computer program
Identification of Organic Compounds computer simulation, Internet sources, e.g.
www.chemfinder.com or www.sigmaaldrich.com , other handouts and references, some provided by your instructor
variable--don't waste time--could take 4-5 lab periods of concentrated effort.

Email me at koster.sand@uwlax.edu

last updated 10/10/08

	Reading Pages	Technique Sections	Approximate Time Required
Introduction, safety, lab notebooks, glassware, check-in	558 - 600	1-4	1 lab period
Preparation of Acetylsalicylic Acid (Exp.2) Filtration Solubility Crystallization Melting point	55 - 65 645 - 659 669 - 679 679 - 698 659 - 669	8 10 11 9	1.5-2 lab periods
Separation of Grape Kool-Aid Pigments by Reverse Phase Chromatography with Sep-Pak C18 Cartridge	834	21	0.5 lab period with day 1 of "Spinach"
Isolation of Chlorophyll and Carotenoid Pigments from Sprinach (handout) Column chromatography Thin layer chromatography	See also Experiment 16 pp 119 - 126 794 - 818 819 - 831	19 20	2 lab periods
(+)-Limonene Isolation (handout) Steam distillation Polarimetry, determination of optical purity Refractive index (optional) Infrared spectra Physical Constants of Liquids: b.p. & density	786 - 794 857 - 866 867 - 872 873 - 909 723 - 731	18 23 24 25 13	2 lab periods
Triphenylmethanol (Exp.36, 36A) Grignard reagent prep, reaction with benzophenone Reaction methods Extractions, separations and drying agents, Filtration Review crystallization Infrared spectrum (dry film method)	303 - 311 624 - 644 698 - 723 645 - 659 679 - 698 873 - 909	7 12 8 11 25	3 lab periods
Distillation techniques (handout) (2nd day also start Flavoring Esters) Refractive index Gas chromatography	706 - 716 867 - 872 837 - 857	14, 15 24 22	2 lab periods
Isopentyl Acetate and other Flavoring Esters (Exp. 12 & handout) Review Extraction, separations and drying agents Review Distillation Refractive index Review Infrared spectroscopy Microboiling point (optional) Nuclear Magnetic Resonance spectroscopy	93 - 96 698 - 723 706 - 716 867 - 872 873 - 909 723 - 731 909 - 946	12 14, 15 24 25 13 26	2 or 2.5 lab periods
Reduction of Benzil to Hydrobenzoin (handout) Infrared spectrum Review nmr spectroscopy	See Essay from Experiment 33 (Camphor Reduction), 274 - 276 873 - 909 909 - 946	25 26	1.5 to 2 lab periods (Start next experiment on day 2)
Pinacol Coupling of Benzaldehyde to Hydrobenzoin (handout)	from S. Bhar and C. Panja, Green Chemistry, 1999, 253		1.5 to 2 lab periods
Nitration of Methyl Benzoate (microscale) (handout) Electrophilic aromatic substitution reaction Craig tube crystallization Review infrared spectroscopy	See Essay from Experiment 43 (larger scale reaction: 352 - 355) 648 - 655 873 - 909	11 25	2 lab periods
SPECIAL PROJECTS	START HERE.
Synthesis and Identification of Benzalacetophenones (Chalcones) (handout) Partnership optional. Typed report Crystallization Melting point Infrared spectrum Nuclear magnetic resonance spectrum	See also experiment 63 for a similar experiment 679 - 698 659 - 669 873 - 909 909 - 946	11 9 25 26	about 2 lab periods plus time for analysis
Functional Group Tests (handout & exp. 55) Chemical Classification Tests of Known Compounds	1000 - 1013		1 lab period
Separation and Identification of a Binary Mixture (individual project) Typed conclusion. Separation by solubility class Purification by distillation or recrystallization Chemical classification tests as needed Infrared spectra refractive index (liquids) NMR spectra MSDS search	Exp. 55, pp. 468 - 553 and Appendix 1 See also UW-L Organic Chemistry Database (OCDB) computer program Identification of Organic Compounds computer simulation, Internet sources, e.g. www.chemfinder.com or www.sigmaaldrich.com , other handouts and references, some provided by your instructor		variable--don't waste time--could take 4-5 lab periods of concentrated effort.