
PREDICT THE PRODUCTS ORGANIC CHEMISTRY!!
Cl2 (1 equiv) THF تن 1. C0 2. CHI, THF 1. BHCyz, THF 2. NaOH, H2O2 HBr ( 1 eg .1 د ,( د ,CH2N2 .2 Br
H2O / H+ Hg(OAC)2 H2O, THF NaBH4 NaOH 1. BH3 THE 2. H2O2, HOⓇ
draw the major product
TH"]/HEAT H0 (excess) 1 MBH, in THF 22 °C/1h 2) 3M NaOH(aq)/30% H2O Na+/-OOH/50-50 c/1h =-18.6 (73% yield) ()* -pinene BH, in THE o "C/2h (m)" (2.0 equiv) (n) (3.0 equiv) 1) BH, in THF O "C/2h 2) 0 °C/3M NaOH(aq.) 30% H,0/1h [Na/ "OOH H.C. Brown. JACS, 1959. 81, 247. (85 yield) fol 1) BH, 2) NaOH HẠO H₂O₂ (p) 1) BH, THF 2) NaOH / HOA PHOO/NA" 1) BH, THE 2) NaOH/H2O THOON 1)...
MAKE IT LEGIBLE!!!1 ASAP PLS!!!!
H BH; THF H2O2, NaOH f) + Hot KMnO4 g ) Hg(OAc)2, H20 NaBH4 h) + PhCOOOH i)
Brz> A e B + C prine) H₂O7 Hoy 1. KMnO OH 2.H30* 1. BHZ/THF 2. NaOH/H2O2 NaBH4 MeOH 1. BHz/THF PCC F. NOOHHO, E edom D 1. MeMgBr 2.420 Hoy I + Jeroen
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liquid ND3 1. Br2, CCl4 2. NaH (3 equiv.), CH3I THF 3. Do, Pd/CaCO quinoline 1. Br2, H2O 2. NaH, THF 3. LiAID4, ether 4. H30+ 1. LiNHo, NH 2. BHa THF 3. H2O2, NaOH 4. NaBH3, EtoD
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*
Na* Q (b) THF ︿Achol acetal (d) a c о сн! Nou.GHnO heat cat. H* Cat H. Ogh 100 H-er //OH allot ble (f) HO products cat. H* NaOH +NH2NH NaOCH3 H3 HOCH3 0) H2O
Na* Q (b) THF ︿Achol acetal (d) a c о сн! Nou.GHnO heat cat. H* Cat H. Ogh 100 H-er //OH allot ble (f) HO products cat. H* NaOH +NH2NH NaOCH3 H3 HOCH3 0) H2O
PCC CH-PP D.CH.Mobi 2) H,0 ICHO, CHO, CH₂₂O; CH,402 1) BHz, THF 2) H2O2, NaOH spontaneous DISCL pyridine C-Multistriatin (un insect pheromone) Coto, 74 C, , H₂O, Hint: enolate chemistry from chapter 22 CH160, 14 14
1) МСРВА 2) H30 1) BH, THF 2) H2O2, NaOH B12 HBr PI