In: Chemistry
To synthesize 2-methylpentane from acetylene the necessary sequence of reactions is:
A. 1. NaNH2 2. (CH3)2CHCH2Br 3. H2O/H2SO4 4. RCO3H 5. NaOH 6. PBr3 7. H2/Pd-C 8. SOCl2 9. (CH3)3CO-K+ 10. H2/Lindlar
B. 1. NaNH2 2. (CH3)2CHCH2Br 3. RCO3H 4. H2/Pd-C 5. H2SO4 /heat 6. LiAlH4 7. DBU 8. NaH/DMSO
C. 1. NaNH2 2. (CH3)2CHCH2Br 3. Br2 4. NaNH2 (xs) 5. H2/Lindlar 6. H2O/H2SO4 7. BH3 8. H2O2/NaOH 9. H2/Pd-C
D. 1. NaNH2 2. (CH3)2CHCH2Br 3. H2/Lindlar 4. H2O/H2SO4 5. H2SO4 /heat 6. RCO3H 7. LiAlH4 8. PBr3 9. DBN 10. H2/Pd-C
E. 1. NaNH2 2. (CH3)2CHCH2Br 3. H2/Lindlar 4. H2O/H2SO4 5. PCC 6. NaBH4 7. POCl3 8. RCO3H 9. LiAlH4 10. (CH3)3CO-K 11. H2SO4 /heat 12. H2/Pd-C