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Report Sheet
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Part 1: Molecular Models
1, Sketch the plastic molecular models in the spaces below:
cs
water
ammonia
ethene
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pl
ae
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Write your ae about at = in sre and-stick models here.
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Mie chic
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sitheeko wet he
bk:
shape
45
Part 2: Scents and Molecules
ientist, would develop a model for
3. In the space below. brainstorm about how you, as a ee ‘llewine questions. What
how the sense of smell works. As a starter, think about | how?
experiments can we do? What variables should we control, ani iF ming
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4. Smell vials B, C, D, E, and F and fill in Table 1. Be sure to tightly cap the vials after each
person has smelled the mixture. Consider generating a wo!
rd bank in your group to help
you describe the smells of your vials.
Table 1. Student descriptions of the smells of vials B-F.
Smells (group) Smells (class)
ae) eee sy Peeper | seeale Serer
Cc
D
E
ii
10. Your GSI will write the structures of the
. two scent mol
those structures in t 5 olecules D and L on the board. Draw
he appropriate boxes below. Compare the struct ved io
the molecular models of these compoun structures you have drawn
ds.
Compound D Stl “Compound L,
Chemical Formula ; Gy Mic 0
Name: eth gl baby rade
Scent : froal ai eiuvavel
r, Chemical Formula : Ce Ui 0,
Name: eee ay
fl qae oh Claes
Scent : acts PRC
Pe Bee.
Structure
Structure
11. In your own words, define the term “structural isomers.”
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ace eel SU ee a estes accent
tL eee] PPR es eaten ct Mine
] j ~f Tees have
aoa ee ee ter de
Hed an Ts el ee ee LiCl ate
een bed a 1
Vig ew cal eee waperbics, i
12. Based on the tnhonoation you — doce ed, revise ee model (Model 2).
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: ae ia fie ee a ec chi, ul Ce
ake
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i s from vials R and
13. Using your new model, predict the smells of the following hid oe to determine the
S. Note that these are structural isomers of each other. Also,
chemical formula from the structure.
Compound § Compound R
Chemical Formula: | ( 2 H, 0, Chemical Formula: | C, Wh, 0,
Name : butanoic acid Name: methyl propanoate
Scent (Prediction): |<... 4 Scent (Prediction): |... ¢{
Scent (Experimental): iy oe J Scent (Experimental): I hi a4 ca
“o°
ne JL CH
Structure Structure
Did this compound's smeJ| match Did this compound's smell match
your prediction? Yes or your prediction? Yes o
14. Your GSI will now show you the structures of all of the molecules you have smelled during
this lab. What patterns do you notice?
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Formula * |Tve Bin 0 Formats (CoH Na] || rormuia [Co He 0,
Name? || -carvene Name : stay Name : ae
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0. Ny
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hy
~ Structure Structure Structure
Fence! | blued Functional , Funetional |. |
Group Grp Group. |S 822%
ee Compound F ‘Compound L,
em, Chi
Formula | [Ca 40, Formata * [City O poruta * [Co Hee On
Name: [2 SUA" Name: || - men thone Names| vewey??
seem: | {,.; ly Sent: | wink y Scent : vet en/
I ; 3 oY
~
oO o
0
Structure Structure. Structure
Functional [| Funetional [| Functional ,
Greap. | SE Ete Group Lae Group {| °
Compound R Compound $
Chem , Chem ,
Formula * |C, qe Formula * [Coy O%
name: ("TANG Name: [76 H**
Scent : ta tety Scent: ween oA
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0
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0
Structure Structure
roscoe! | Ty Dae dae
15. In t own eae define the ner of functional groups. ee
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emt cents oe agen ects ats
tL ante ee st Cube di |
51
data. Consider two new
sed on new
As you've seen, models are continually tested and refined ba:
molecules by following the instructions below. ee :
‘ fit Library where
cluding the Moffit Library
Use any campus computer (there are several centers on eres or your PC and point your web
you can also obtain help if this is your first time using 2a .
browser to the Modular Chem Smells Database web page al: you use, some browsers
: computer
hitp://chemconnections.org/Smells/. Note: Depending on what comp’
work better than others for this database.
* ae ae A e present.
In the pictures of the molecules the colors indicate which atoms are Pp!
white = hydrogen blue = nitrogen red = oxygen
grey = carbon purple = iodine yellow = chlorine
tick model
The pictures show a space filled model, which gives a feel for the electron cloud, and as m
which just shows how things are connected.
Find a new example of a molecule from
categories you developed in lab (like “minty!”
or “rotten”). Make sure this molecule is not one
that you investigated in the Smells lab. Be sure
to check the structural formula and name as
some compounds may have several different
names. For this compound, address the
following questions.
21. Give the chemical name, formula, and odor.
Usenngl pepriscste Coty. fly] pees
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22. Where is the chemical found (for example: ethanol is found in wine, etc.)?
\ wipe r wapplel Lcd
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re 23. Draw the Lewis structure of the molecule including all lone pairs of electrons,
a * ” : Mico 4 vt
+ a ae ) /
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24. Does the chemical fit your model of smells? Ifso, state why, If not, explain why not and
suggest a modification to your class’ model that includes this compound as well. In other
words, what might Model 4 be? Il
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In this experi: ‘
vos an iG you learned about the idea of functional groups. Functional groups have many
‘aidet alae 2 aie predict if a molecule is going to biodegrade or persist in the environment
conditions (pH, water, oxygen, temperature, microorganisms). Below are some
general rules! for understanding how the structure of ill bi i
¢ of 7
(oxygen present) conditions. ee
Functional groups that decrease biodegradation
(increase persistence)
Structure
Halogens (fluorine, chlorine, bromine, iodine)
Branching carbon chains (carbon atoms with multiple
carbons attached especially four carbons)
Ethers
Functional groups that increase biodegradation
Esters, amides (the bonds in these functional groups can . :
be broken by enzymes) nto® wk ye
Oxygen atoms (hydroxyls, aldehydes, carboxylic acids, OH 9 9 9
ketones) Re eo esos note
Linear carbon-carbon chains (especially with more than
three carbons) hh
Phenyl rings Co
Galaxolide is a synthetic musk used in perfumes and other personal care products. Galaxolide
survives treatment at wastewater plants which means that it ends up in many different water
sources including the Great Lakes It also has been found in fish tissues in the US and Germany
and even in detectable levels in humans.’
25. Circle the functional groups (using a solid
line) in Galaxolide that would increase
persistence.
26. Circle the functional groups (using a
dashed line) in Galaxolide that would
increase biodegradability.
cae
" Boethling, R.S., Sommer, E., and DiFiore, D, Chem, Reviews, 2007, Vol 107, No. 6, 2207-2227
2 patwin AK. Corsi SR, DeCicco LA, Lenaker PL. Lutz MA, Sullivan DJ and Richards KD, (2016) Organic contaminants in Great Lakes
tnbutaries. Prevalence and potential aquatic toxicity. Science of the Total Frvironmen 554-555, 42-52. 2016
* Hluter H. etal (2009) Synthetic musks in blood of healthy young adults Relationship to cosmetics use. Science of the Total Environment. Vol
47, pp: 4821-4825. 2009.
55
i i in aerobic conditi
27. Based on the structure, would you expect the Galaxolide to ronal iso
1 Use the ree groups present in Galaxolide to support yo d ra d. in
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28. Why does persistence matter? Just because a molecule is persistent, it doesn’t necessarily
mean it will be toxic to humans or the environment, Can you think of applications of
chemicals in which persistence would be an issue? Pro
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