Bromo cyclopentadiene reacts to form a Witting Reagent (A), but does not react with aldehydes or ketones to give an alkene. Draw A and explain why it does not react with a carbonyl. Br 1. PPh3 2. Base A R H No Rx
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- These reagents can produce ketones with alkynes A. BH3, THF, H2O2 B. KMnO4 C. O3 D. H2SO4, H2O, HgSO4 choices:A,DB,CA,B,CA,B,C,DA. OsO4 and NMO B. Br2 and H20 C. Hg(OAc)2, H2O and NaBH4, NaOH D. RCO3H E. BH3-THF and H2O2, NaOH Which reagent will complete this reaction?Tunicates are marine animals that are called "sea squirts" because when they are taken out of water, they tend to contract and expel seawater. Lepadiformine is a cytotoxic agent (toxic to cells) isolated from a marine tunicate. During a recent synthesis of lepadiformine, the investigators observed the formation of an interesting by-product (3) while treating diol 1 with a reagent similar in function to PBr3 (J. Org. Chem. 2012, 77, 3390–3400):
- 1 Consider the reaction of (R)-2-chloro-3-methylbutane with sodium iodide to form aproduct.(a) Draw the reaction scheme with the correct stereochemistry (reactant + NaI → product+ NaCl). Circle the nucleophile and draw a rectangle around the electrophile.(b) What is the symbol used for mechanism shown in 1(a)(c) If the sodium iodide was replaced with sodium hydroxide, the product is anALKENE. Draw a reaction MECHANISM to show how this happens.(d) Draw the reaction energy diagram for the reaction in 1(c) and label the activationenergy. (e) Using any alcohol with five carbons, and any carboxylic acid with six carbons, draw areaction to show how we would make an ester.(f) Describe the practical on esters. Please answer (d) to (f)2. How many substitution product/s is/are formed when metabromo anisole is treated with ammonia?A. 0-no reactionB. 1C. 2D. 31a) What’s the product in the following reaction? a. 4 b. 1 c. 2 d. 5 e. 3 1b) What reagents would you use to prepare product A with good yield? a. CH3CH2CH2CH2I; 2) Li, NH3 (liq), -33 °C b. KNH2; 2) CH3I; 3) H2, Pd/C c. HBr; 2) (CH3CH2CH2CH2)2CuLi d. NaNH2; 2) CH3CH2CH2CH2Br; 3) H2, Lindlar catalyst e. (CH3CH2CH2CH2)2CuLi; 2) H2, Lindlar catalyst
- What alkene is needed to synthesize each 1,2-diol using [1] OsO4 followed by NaHSO3 in H2O; or [2] CH3CO3H followed by −OH in H2O?What is the rate law implied by the mechanism given below? CH3COCH3(aq) + H+(aq) ←→ CH3C(OH)CH3+(aq) (fast, reversible) CH3C(OH)CH3+(aq) → CH3C(OH)=CH2(aq) + H+(aq) (slow) CH3C(OH)=CH2(aq) + Br2(aq) → CH3C(OH)CH2Br+(aq) + Br-(aq) (fast) CH3C(OH)CH2Br+(aq) → CH3COCH2Br(aq) + H+(aq) (fast) A. Rate = k[CH3COCH3][H+] B. Rate = k[CH3COCH3] C. Rate = k[CH3COCH3][Br2] D. Rate = k[CH3COCH3]2 E. Rate = k[CH3COCH3][Br2]/[H+] (Answer is A, looking for explanation why!).What is a possible formula for a carbocation with m/z=97
- What is the major product of the reaction below? What is the mechanism? (See the image) a. 2-bromo-3-methylpentane, SN2 b. 3-methoxy-2-methylpentane, SN2 c. 3-bromo-2-methylpentane, SN2 d. 2-methoxy-3-methylpentane, SN2Write reactions of propan-1-ol with the following reagents: a. Na b. PCl54 Identify the required reagent(s) for step 1. Select the single best answer A. Br2 , CCl4 B.Br2,H2O C. HBr D. mCPBA E.1BH3,THF;2.H2O2,NaOH F. H2O, H2SO4 Step 2: Draw the structure for compound A. Step 3: CH3CO2Na NaOCH3 CH3OH, heat H2SO4, heat t-BuOK, heat NaCN