1) Outline reasonable synthetic schemes to convert pentane to 1-tritio-1-butyne 2) Draw a reasonable curved arrow mechanism for the following conversion: HO H;O* OH
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- 1) Outline reasonable synthetic schemes to convert pentane to 1-tritio-1-butyne 2) Draw a reasonable curved arrow mechanism for the following conversion: HO, H;O* OHDraw the products formed when p-methylaniline (p-CH3C6H4NH2) istreated with following reagent. (CH3)2C=O1. Draw the structure of all reactants and product for the following reactions. (a) 2-methyl-1-iodocyclopentane + NaOCH3 ------>A (b) A + (1) Hg(OAc)2, H2O/(2) NaBH4 ------>
- a) H₂ Pd C-C -H and -H + A-B For the following reagents, indicate the following: a) what is added accross the double bond; b) is the addition stereoselective/stereospecific? If yes, do A and B add syn or anti?; c) draw the product, with relevant stereochemistry, when the reagent system shown is reacted with 1-methylcyclopentene. The answer to the first reagent system is shown below. (i) b) yes, syn addition | | -C-C- (achiral, stereochem. not observable) | I A B (ii) a) 1) 9-BBN 2) H₂O2, NaOH(aq) b)(a) Draw two different enol tautomers of 2-methylcyclohexanone. (b) Draw two constitutional isomers that are not tautomers, but contain a C=C and an OH group. 2-methylcyclohexanoneName the following compounds properly, including stereochemistry. CH3 H3C a) b) он Br e leom d Son lasal Br cle e en S) Draw the structures of the following compounds. a) acetonitrile Jud iyrdem snonet b) benzonitrile c) acetic acid d) formic acid outoge e) propyl propanoate y o trans Draw specific (no R's) examples of: the tet a) a hemiacetal b) a phosphorus ylide. c) an acid chloride d) a hydrate The reaction of acetone with NABH4 is a) a hydration b) a hydrolysis c) an oxidation d) a reduction pts) "Soap" may be defined as: a) a long chain carboxylic acid b) the sodium salt of a long chain acid c) the methyl ester of a long chain acid d) an anhydride of a long chain acid
- One of the products produced when is treated CH;CH, CH,-Č-NHCH; with NaOH is O CH3-NH2 O CH3-CH2-CH2-NH2 CH3-NH3*CI" CH;-CH, -C-NH,(a) Rank the following carbocations in order of increasing electrophilicity (1 = lowest electrophilicity, 4 = highest electrophilicity). (b) Rank the following 1,1-halomethylcyclopentanes in order of reactivity in an SN1 reaction (1 = lowest reactivity, 4 = highest reactivity. CH3 CI B with SNI, nor reactive means more stable (c) Rank the following species in terms of increasing nucleophilicity in an SN2 reaction in a po aprotic solvent (1 = lowest nucleophilicity, 4 = highest nucleophilicity).12) Use the curved arrow formalism to show the movement of electron pairs in the following reaction and label each reactant as a nucleophile or an electrophile. CHÍNH CHỊCH, + CO Học Nha CH₂CH₂CI
- For each IUPAC name, draw the complete structure. (a) (25,3R.4R)-2,3-diamino-4-hydroxycyclopentanone; (b) (2R.3R)-2-butyl-3-hydroxypentanedial: (c) (4S,5R)-4.5-diaminoheptane-2,3,6-trione: (d) (3E,5R,6Z)-5-hydroxy-7-methoxyocta-3,6-dien-2-one(a) H3C OH (c) HBr Ether (e) CH3CH₂CHBrCH3 (f) CH3CH₂CH₂CH₂Br ? NBS hv, CCl4 Mg Ether Li Pentane (g) CH3CH₂CH₂CH₂Br + ? A? A? (CH3)2CuLi (b) CH3CH₂CH₂CH₂OH (d) H₂O CUI Ether B? B? ? OH PBr3 Ether SOCI₂ ?Draw the structure of an alkyl bromide with molecular formula CgH13Br that fits each description: (a) a 1° alkyl bromide with one stereogenic center; (b) a 2° alkyl bromide with two stereogenic centers; (c) an achiral 3° alkyl bromide.