
a) LiAlH4, then H3O+
Interpretation:
The product produced when p-methylbenzoic acid is treated with LiAlH4 and then with H3O+ is to be predicted.
Concept introduction:
To predict:
The product produced when p-methylbenzoic acid is treated with LiAlH4 and then with H3O+.
b) N-Bromosuccinimide in CCl4
Interpretation:
The product produced when p-methylbenzoic acid is treated with N-bromosuccinimide in CCl4 is to be predicted.
Concept introduction:
N-bromosuccinimide in CCl4 is used for introducing a Br in the benzyl carbon.
To predict:
The product produced when p-methylbenzoic acid is treated with N-bromosuccinimide in CCl4.
c) CH3MgBr in ether, then H3O+
Interpretation:
The product produced when p-methylbenzoic acid is treated with CH3MgBr and then with H3O+ is to be predicted.
Concept introduction:
Grignard reagents will react with the carboxyl hydrogen to yield
To predict:
The product produced when p-methylbenzoic acid is treated with CH3MgBr and then with H3O+.
d) KMnO4, H3O+
Interpretation:
The product produced when p-methylbenzoic acid is treated with KMnO4 in the presence of H3O+ is to be predicted.
Concept introduction:
When treated with KMnO4 in the presence of H3O+, the side chain in
To predict:
The product produced when p-methylbenzoic acid is treated with KMnO4 in the presence of H3O+.

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Chapter 20 Solutions
Student Value Bundle: Organic Chemistry, + OWLv2 with Student Solutions Manual eBook, 4 terms (24 months) Printed Access Card (NEW!!)
- Draw the Fischer projection from the skeletal structure shown below. HO OH OH OH OH H Q Drawing Atoms, Bonds and Rings Charges I ☐ T HO H H OH HO I CH2OH H OH Drag H OH -CH2OH CHO -COOH Undo Reset Remove Donearrow_forwardplease provide the structure for this problem, thank youarrow_forwardpresented by Morallen Lig Intermine the hand product for the given mution by adding atoms, bonds, nonhonding diarion panda скуль Step 3: Comp the draw the product Step 2: Agama workup Compithe 429 ملولةarrow_forward
- Reaction A 0,0arrow_forwardpresented by Morillon Leaning Predict the organic product for the min кусур HSC Adithane carved arnown to come than that to the condon slchroruis in acid in in aquishri with ноюarrow_forward6.15PM Sun Mar 30 K Draw the major product of this reaction. Include any relevant stereochemistry. Ignore inorganic byproducts. Problem 1 of O H [PhзPCH2CH3]*C|¯ NaH Drawing > Q Atoms, Bonds and Draw or tap a nearrow_forward
- 8:17 PM Sun Mar 30 Draw the major product of this reaction. Ignore inorganic byproducts. HSCH2CH2CH2SH, BF3 Probler Drawing Ato Bonds Clarrow_forwardpresented by Mr L How the coprion. (Il Done in no wraction, dew the starting redential) доarrow_forward8:16 PM Sun Mar 30 K Draw the major product of this reaction. Ignore inorganic byproducts. Proble 1. CH3MgBr 2. H3O+ F Drawingarrow_forward
- о но оarrow_forwardName the major organic product of the following action of 4-chloro-4-methyl-1-pentanol in neutral pollution 10+ Now the product. The product has a molecular formula f b. In a singly hain, the starting, material again converts into a secule with the molecular kormula CIO. but with comply Draw the major organic structure inhalationarrow_forwardMacmillan Learning Alcohols can be oxidized by chromic acid derivatives. One such reagent is pyridinium chlorochromate, (C,H,NH*)(CICTO3), commonly known as PCC. Draw the proposed (neutral) intermediate and the organic product in the oxidation of 1-butanol by PCC when carried out in an anhydrous solvent such as CH₂C₁₂. PCC Intermediate OH CH2Cl2 Draw the intermediate. Select Draw Templates More с H Cr о Product Draw the product. Erase Select Draw Templates More H о Erasearrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning

