Study with the several resources on Docsity
Earn points by helping other students or get them with a premium plan
Prepare for your exams
Study with the several resources on Docsity
Earn points to download
Earn points by helping other students or get them with a premium plan
Community
Ask the community for help and clear up your study doubts
Discover the best universities in your country according to Docsity users
Free resources
Download our free guides on studying techniques, anxiety management strategies, and thesis advice from Docsity tutors
Exam 4 Material Type: Exam; Professor: Nagorski; Class: Organic Chemistry I; Subject: Chemistry ; University: Illinois State University; Term: Fall 2007;
Typology: Exams
1 / 10
This page cannot be seen from the preview
Don't miss anything!
The airplane stays up because it does not have time to fall. Orville Wright (1871– 1948)
Page 2 April 23 rd^ , 2007
Nomenclature:
Give the correct IUPAC names for the following compounds. ( 6 points )
Draw the structures that are represented by the following IUPAC names. ( 4 points )
a)
b)
c)
Cl Cl
a)
b)
2,2,5,5-tetramethyloxacyclopentane
4-ethenyl-2-cyclohepten-1-ol
Page 4 April 23 rd^ , 2007
e) What would be the proper name of the following?
Conceptual Problems:
For the two sets of alcohols shown below rank their acidity, most acidic to least acidic. ( 8 points )
Three catalysts are commonly used to add hydrogen across π-bonds. What are two of these three catalysts? ( 2 points )
For the structures shown below, state whether double bonds are E, Z, cis or trans. ( 6 points )
a)
b) OH OH OH (^) CH 3 OH
Cl Cl^3 C^ Cl^3 C^ OH Cl^3 C^ OH 3 C^
a) b) c) d) e)
( Z )-3-chloro-2-pentene
( Z )-3-chloro-3-pentene
( E )-3-chloro-2-pentene
( E )-3-chloro-3-pentene cis -3-chloro-3-pentene
a) (^) Cl (^) I Cl
Br CI 3
OH b)^ c)
Chem 230 Name:_____________________ Page 5 April 23 rd^ , 2007
Mechanisms:
Provide a mechanism for the reaction shown below. Your mechanism should show the movement of electrons and all relevant intermediates. ( 4 points )
For the LiAlH 4 reduction shown below, for the reaction to be successful two individual steps must be performed. What is the structure of the product of the first step? ( 4 points )
O 1) LiAlH^4 / Ether
Br OH
Chem 230 Name:_____________________ Page 7 April 23 rd^ , 2007
Reactions:
Fill in the missing reagents or products for the following reaction scheme. ( 4 points )
For the reactions below, the products of the reaction is obtained via the rearrangement of a carbocation intermediate. Provide the products for the reactions shown below. ( 6 points )
CH 3 CH 2 CH 2 MgBr/Ether
H+/H 2 O
HBr
H 2 SO (^4)
Δ
OH
OH
Page 8 April 23 rd^ , 2007
a)
g)
b)
c)
f)
e)
d)
NaNH (^2)
Br
/ether
H+, H 2 O
LiAlH 4 /ether
H+/H 2 O
O -^ Na +
CH 3 CH 2 OH
CH 3 S -^ Na +
MgBr
Group***Period
(^1) IA1A
(^2) IIA2A
(^3) IIIB3B
(^4) IVB4B
(^5) VB5B
(^6) VIB6B
7 VIIB7B
(^8) VIII 8
(^9) VIII 8
(^10) VIII^8
11 IB1B
(^12) IIB2B
(^13) IIIA3A
(^14) IVA4A
(^15) VA5A
(^16) VIA6A
(^17) VIIA7A
(^18) VIIIA8A
1
(^1) H1.
(^2) He4.
2
(^3) Li6.
(^4) Be9.
(^5) B10.
(^6) C12.
(^7) N14.
(^8) O16.
(^9) F19.
(^10) Ne20.
3
(^11) Na22.
(^12) Mg24.
(^13) Al26.
(^14) Si28.
15 P30.
16 S32.
(^17) Cl35.
(^18) Ar39.
4
(^19) K39.
(^20) Ca40.
(^21) Sc44.
(^22) Ti47.
(^23) V50.
(^24) Cr52.
(^25) Mn54.
(^26) Fe55.
(^27) Co58.
(^28) Ni58.
(^29) Cu63.
(^30) Zn65.
(^31) Ga69.
(^32) Ge72.
(^33) As74.
(^34) Se78.
(^35) Br79.
(^36) Kr83.
5
(^37) Rb85.
(^38) Sr
(^39) Y88.
(^40) Zr91.
(^41) Nb92.
(^42) Mo95.
(^43) Tc(98)
(^44) Ru101.
(^45) Rh102.
(^46) Pd106.
(^47) Ag107.
(^48) Cd112.
(^49) In114.
(^50) Sn118.
(^51) Sb121.
(^52) Te127.
53 I 126.
(^54) Xe131.
6
(^55) Cs132.
(^56) Ba137.
(^57) La*138.
(^72) Hf178.
(^73) Ta180.
(^74) W183.
(^75) Re186.
(^76) Os190.
(^77) Ir190.
(^78) Pt195.
(^79) Au197.
(^80) Hg200.
(^81) Tl204.
(^82) Pb207.
(^83) Bi209.
(^84) Po(210)
(^85) At(210)
(^86) Rn(222)
7
(^87) Fr(223)
(^88) Ra(226)
89 Ac**(227)
(^104) Rf(257)
(^105) Db(260)
(^106) Sg(263)
(^107) Bh(262)
(^108) Hs(265)
(^109) Mt(266)
(^110) Uun()
(^111) Uuu()
(^112) Uub()
(^113) Uut()
(^114) Uuq()
(^115) Uup()
(^116) Uuh()
(^117) Uus()
(^118) Uuo()
