Rimantadine was among the first antiviral drugs to be licensed in the United States to use against the influenza A virus and to treat established illnesses. It is synthesized from adamantane by the following sequence: CH₂=CHBr AlBr3 (2) Adamantane =0₂.-0₂ (3) -Br Br (4) Ø Br₂ (1) a Step 2 proceeds via the following mechanism: 1-bromoadamantane (5) Br SnF ChemDoodle Rimantadine 1. AlBr, acts as a Lewis acid to yield carbocation 1; 2. Bromoethene acts as a nucleophile to give carbocation 2; 3. Carbocation 2 reacts with nucleophile 3 to give the product of reaction 2. Work out this mechanism on a separate sheet of paper and then draw the structure of nucleophile 3. NH₂ ==starting points == ✔

Rimantadine was among the first antiviral drugs to be licensed in the United States to use against the influenza A virus and to treat established illnesses. It is synthesized from adamantane by the following sequence: CH₂=CHBr AlBr3 (2) Adamantane =0₂.-0₂ (3) -Br Br (4) Ø Br₂ (1) a Step 2 proceeds via the following mechanism: 1-bromoadamantane (5) Br SnF ChemDoodle Rimantadine 1. AlBr, acts as a Lewis acid to yield carbocation 1; 2. Bromoethene acts as a nucleophile to give carbocation 2; 3. Carbocation 2 reacts with nucleophile 3 to give the product of reaction 2. Work out this mechanism on a separate sheet of paper and then draw the structure of nucleophile 3. NH₂ ==starting points == ✔

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter24: Amines And Heterocycles

Section24.SE: Something Extra

Problem 38MP

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Rimantadine was among the first antiviral drugs to be licensed in the United States to use against the influenza A virus and to treat established illnesses. It is synthesized from adamantane by the following sequence: Br2 (1) Br Adamantane 1-bromoadamantane CH,—CHBr AlBr3 (3) (2) Br -Br NH₂ (5) (4) Rimantadine a Step 2 proceeds via the following mechanism: 1. AlBra acts as a Lewis acid to yield carbocation 1; 2. Bromoethene acts as a nucleophile to give carbocation 2: 3. Carbocation 2 reacts with nucleophile 3 to give the product of reaction 2. Work out this mechanism on a separate sheet of paper and then draw the structure of nucleophile 3.
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CHE2613/101/0/2022 The reaction of methylpropene with HBr, under radical conditions, gives two 3.2 intermediates. Propose a mechanism for the formation of the two products. (8) Propose a mechanism for the following reaction and use electronic factors to account for 3.3 the formation of a major product: CH2 CH2Br N-Bromosuccinímide (NBS) ho, CCI4 (2) 3.4 Draw the structure of an antioxidant, Vitamin E free radical and use resonance structures to account for its stability. (9) Question 4 [38] 4.1 Use electronic factors to explain why methyl carbanion is more stable than tertiary butyl carbanion. (9) 4.2 Rank the following intermediates in order of increasing stability. Account for your choice: :CH2 :CH2 CH2-CH2 :CH2 NO2 CH3 OCH3 (8)
A medicinal chemist at Orgalex Labs, a little known division of a big international pharmaceutical firm, has predicted the major product of the following reacti an early step in the synthesis of Compound R40 (rumored to be a cure for rhinitis, spontaneous combustion, and bad luck): or=0x0 HBr OH As Vice-President of Research, it's your job to decide whether the chemist has made a reasonable prediction. • If your answer is yes, these could be the major products of the reaction, draw the complete mechanism for the reaction below. • If your answer is no, check the box under the drawing area. Ö U OH Br H-Br Add/Remove step Click and drag to start drawing a structure.
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1.The actual yield of Compound (4) is 1.0g. What is the Theoretical Yield and the Percent Yield of Compound (4)? rOCH CH3 OCH,CH3 Esterase OR OH ethyl 3-hydroxybenzoate (2) ethyl 3-acetoxybenzoate (3) 3-acetoxybenzoic acid (4)
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Organotin compounds play a significant role in diverse industrial applications. They have been used as plastic stabilizers and as pesticides or fungicides. One method used to prepare simple tetraalkylstannanes is the controlled direct reaction of liquid tin(IV) chloride with highly reactive trialkylaluminum compounds, such as liquid triethylaluminum (Al(CzHs)3). 3SnCl4 + 4Al(C2H5)3 → 3Sn(C2H5)4 + 4AlCl3 In one experiment, 0.160 L of SnCl4 (d= 2.226 g/mL) was treated with 0.346 L of triethylaluminum (Al(C2H5)3); d = 0.835 g/mL). What is the theoretical yield in this experiment (mass of tetraethylstannane, Sn(C2H5)4)? If 0.257L of tetraethylstannane (d= 1.187 g/mL) were actually isolated in this experiment, what was the percent yield?