Chapter 22: 19P (page 868)
Which of the following species represent organometallic compounds:
(a)BrMgCCCH2CH3 ; (b) NaOCH2CH3 ; (c)KOC(CH3)3 ; (d) PhLi?
Short Answer
Answer
(a)BrMgC CCH2CH3 and (d)PhLi represent an organometallic compound.
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Chapter 22: 19P (page 868)
Which of the following species represent organometallic compounds:
(a)BrMgCCCH2CH3 ; (b) NaOCH2CH3 ; (c)KOC(CH3)3 ; (d) PhLi?
Answer
(a)BrMgC CCH2CH3 and (d)PhLi represent an organometallic compound.
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Fill in the lettered products (A–D) in the synthesis of (R)-isoproterenol, a drug that increases heart rate and dilates lung passages.

Question: Explain why trichloroacetic anhydride is more reactive than acetic anhydride in nucleophilic acyl substitution reactions.
Review the oxidation reactions using Cr+6 reagents in Section 12.12. Then, draw the product formed when compound B is treated with each reagent.
a. NaBH4, CH3OH
b. [1] LiAlH4 ; [2]H2O
c. PCC
d.Ag2O, NH4OH
e. CrO3, H2SO4, H2O
Draw the product formed when pentanal (CH3CH2CH2CH2CHO ) is treated with each reagent. With some reagents, no reaction occurs.
a. NaBH4 , CH3OH
b. {1} LiAlH4 ; {2} H2O
c. H2,Pd-C
d. PCC
e. Na2Cr2O7, H2SO4, H2O
f. Ag2O, NH4OH
g. {1}CH3MgBr ; {2} H2O
h. {1} C6H5Li ; {2} H2O
i. {1} (CH3)2CuLi ; {2} H2O
l. The product in (a) , then TBDMS-Cl , imidazole
Question: Give an IUPAC or common name for each compound.
a.
b. 
c. 
d. 
e. 
f. 
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