

1. NaOCLCH3)3 HocCcH)3 2. CI, DCM a) NaNH2 (xs) b) H2O 1. Na°, NHA, -78 °C...
Conceptual Checkpoint 09.14 Suggest reagents that would achieve the following transformation: 1) excess HCI 2) XS NaNH NHA 3) H20 1) H2O 2) XS NaNH NHA 3) excess HCI CI 1) XS NaNHANH, 2) HOT 3) excess HCI they so 1) xs NaNHz/NH3 2) excess HCI 3) H20
2) CHs LDA 1) LDA 3 2) Ci OH, H20 -OH, H2O CHO 1 LDA 2) CH3CH2Br Он, H2O 1) NaOEt 8 2) NaOEt OEt 10 Cl NaH 2 (excess) 12 HO Bra(excess) 13 HO LDA 14L THF, -78 C NaOEt, EtOH NaOEt, EtOH 16 NaOEt, EtOH 17 Br но 18 OOEt 1)NaOEt, EtOH 2) H3O 19 OEt 20 l HO o CHO + H20
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12.34 Starting with 1-butanol, show the reagents you would use to prepare each of the following compounds: o OH (a) H (b) ОН (c) OH (d) (e) 13.38 Propose a plausible mechanism for each of the following transformations: OH 1) EtMgBr 2) H2O (a) OH 1) NaH 2) Et OET (b) HO e 1) H-CEC: 2) H2O Na (c) OH of [H, 50 MeSH (d) MeS NaH...
please include any enantiomers!
a.) H H2Cr04 acetone b.) 1. XS KMnO4/KOH / H2O/A 2. H30* c.) XS NaBH4, H20 H OH d.) 1. XS LIAIH/THF/-78 °C 2. H20 OH H e.) NaNH / liq NH3 f.) Br 1. Mg/THE 2. CO2 3. H30* Ph Ph cyclopropene HF CHE h.) OH 1. PCC/CH2CH2 2. i-PrLi 3. NH4Cl(aq) i.) CI 1. LITHF 2. CO2 3. NHCl(aq) j.) Ph 1/HNO, Ph k.) NH2 1. HNO,(aq) 2. NaSCH2CH2CH3 1.) AICI: 3-chloro-2-methylpentane
Problem 10.57 ropose a plausible synthesis for the following transformations. Choose from reagents (A-H): B. 1) NaNH2 2) Mel 3) 9-BBN 4) H202, NaOH 1) Br2 2) Excess NaNH2 3) H20 1) Br2 2) Excess NaNH2 3) H20 4) H2S04. H20, HgSO 1) NaNHz 2) EtI 3) Na, NHa () 1) Excess NaNH2 2) H20 3) NaNH2 4) Mel 5) Na, NH3 C) 1) NaNH2 2) 3) H2, Pt 1) 9-BBN 2) H202, NaOH 1) Excess NaNH2 2) H20 3)...
6. Identify the most likely mechanism and identify the products aromatic substitution reactions. of the following nueleophilic Ci 1) NaOH, 350°C 2) HCl, H20 1) NaNH2 1) NaOH, 350 °C 2) HCI, H20 ︿Br Cl O2N
6. Identify the most likely mechanism and identify the products aromatic substitution reactions. of the following nueleophilic Ci 1) NaOH, 350°C 2) HCl, H20 1) NaNH2 1) NaOH, 350 °C 2) HCI, H20 ︿Br Cl O2N
3) Complete the following synthesis
1 eq. DIBAL CN K) 78 C H2o 3) Complete the following synthesis A) H+ он OH NaNH2 OTs OTs PCC PCl
1 eq. DIBAL CN K) 78 C H2o 3) Complete the following synthesis A) H+ он OH NaNH2 OTs OTs PCC PCl
2. Predict the products for the following reactions of oxidation: 1. O3, DCM, -78°C 2. DMS 1. KMnO4, OH, heat KMnO4, OH. cold 2. H3O+ KMnO4, OH, heat Predict the mechanism for the reaction of ozonolysis and name all the intermediates:
V. Roadmap problems 1) CH30'Na B H2CrO xs CH3OH A CH3O Na D OH 1) NaOH, H2O E 2) HCl, H20 3) heat Br F H2O, acetone 2) H20, НCI H* Br осн, 1) Сн,оNa" A CH3ONa 1) NaOH, H,О C 2) HCI, НО 3) heat Насо 2) H20, HCI 1) CH3CH2MgBr ether Br EtO Na 1) NaOH, H2O B 2) HC, Hао 3) heat H* C A D OEt E, major product heat 2) H,о" 1) O3 2) (CH3)2S...
a.) H H_Cro acetone b.) 1. XS KMnO,/KOH/HOIA 2.H30* c.) ni XS NaBH,, H,0 H OH d.) o 1. XS LAIH/THF/-78 °C 2. H20 H OH e.) NaNH / lig NH3 f.) Br 1. Mg/THE 2. CO2 3. H30 9.) Ph Ph cyclopropene HF CH h.) OH 1. PCCICH.CH 2. Pri 3. N,Cag) 1. LITHF 2.CO 3. NH.Ca) HNO, NH 1. HNO () 2. NaSCH CH.CH AICI, 3-chloro-2-methylpentane m.) 1.Pr.CI. AICI 2. NBS, CCH n.) OH XS H.COM acetone OH...