15. This is an example of an alkene addition reaction which called catalytic hydrogenation.In a hydrogenation reaction, two hydrogen atoms are added across the double bond of an alkene, resulting in a saturated alkane.
16. This is a hydroboration of Alkenes. Hydroboration-oxidation transforms alkenes into alcohols. It performs the net addition of water across an alkene. Note that the oxygen is always attached at the less substituted carbon (anti-Markovnikoff).
17. This is the nucleophilic substitution in presence of soda amide and alkyl halide. Later in presence of lindlars catalyst gives cis alkene selectively.
18. This is a type of an oxidation reaction in presence of KMnO4 which gives cis diols. Which follows pinacol pinacolon rearrangement in presence of acid.
15. H.Pd 16. 17. 17. H3C 1) NaNH, 2) CH CH,Br 3) Lindlar's H2 18. 1)...
Check work HBe (2 eq) 1-CH,CH Br H-Cac- Na 2.NaNH, 3 (CH,), CBr Lindlar's catalyst Lindlar catalyst CH H20 H2, Pd C KMnO4 CH CH a
Which reaction sequence best accomplishes this transformation HCECH Br -Br (2R,3S)-2,3-dibromobutane A) 1. NaNH 2. CH,Br 1. NaNH, Bri H2 2. CH,Br Lindlar's catalyst B) HBr HBr 1. NaNH, 2. CH,Br 1. NaNH, 2. CH, Br C) Brz 1. NaNH, 2. CH,CH, Br D) Na NH 1. NaNH, 2. CH.BA 1. NaNH, 2CH.Br
19 1) mCPBA 2) MeOH,H 20 1) LIATH (excess) 2) H20+, H30+ 21 1) NaNH, 2) CH,CH,Br 3) HBr (2 equiv.) 22.Draw DETAILED arrow.pushing mechanisms for the following transformations: (8 points) H-Br: ër:
Br Br excess NaNH, HBr, 2-equiv. Bry, 2-equiv. CH3Br NaBH4 PBr3 Hz. Lindlar cat. BH/THF NaOH. HBr, 1-equiv. Brz, 1-equiv. H30*
, The reagents needed to convert 2-butyne to frans-2-butene are A) H2 and Pt/C B) H/Lindlar's catalyst C) L/NH D) Ca/NHs E) H2,LİNH3 For questions 15 through 17, identify the major product for each of the reactions. 15. 2 Br2 H-CH, ether Br CH s B) HC c) A) HyC Br Br. Br CH Br CH3 E) H D) HC 16. 1. BH,/THF он A) он он E) D) 1. NaNH/THF 2. CH,Br B) A) Page 13 of 15 HjC
1. Road-map: NaNH2 1. LDA 2. CH,Br Na/NH 1. O3 2. DMS H2, Lindlar's cat. 1. KMnO4 OH, heat 2. Н,о* 1. OsO4 2. H2S Br2, H2O NaH
1. PCC CI 3. Cl2 H,0, heat 7- け 3. на, но 8- CH-CH HBr H20 refux 9- NH2 CH -C-Cl 10. 2.HaO кон. rMso 12- CH3 CH Ch 13- NH2 14- -78C 15- OH LiAIH 4 16- socl2 2 pyridine P2Os NH2 18- 1. NaHCO.. H2O 2. OH Br 19. 2, H30 20- 1. BH4 2. H3O 21- 22- 2. PBr 3.2 equiv. CH,CH CH&NH 23- 1. Mg Br 3. NaHCO Cl 24- 2 LAH 25-
Major product CH3 Lindlar's cat., H2 H3C 1. CH3MgCl; 2. dil. HCI Ph cat. H2SO4, ethanol Ph Cl2, methanol -CH3 H3C (H3C)3C CH3 dd. LiOC(CH3)3 Cl CH3 (H3C)3C LiOH, heat Cl (H3C)3C CH3 LiOH, heat
Please describe how each reaction will be accomplished. Alkyne and Nitrile Synthesis Retrosynthesis CH CH2 OH ОН Br HCECH + Synthesis CH CH2 0,0 NMO HCOCH Li NH NaNH Benzyl bromide OH OH Retrosynthesis One-on-o EN Br Synthesis Br KCN er blan NH2 H3C 1) LAH 2) H30* NH CH3 Alkyne and Nitrile Synthesis Retrosynthesis CH CH2 OH OH Br H2=CH + Synthesis CH CH2 0.0 NMO Li NH, NaNH, Benzyl bromide HC SCH OH OH The starting material is...
1) KMnO4, OH 2) H30+ H2, Lindlar's Catalyst H₂. Pt Na, NH3