Concept explainers
a) 2-Methyl-2-propanol
Interpretation:
A method to prepare 2-methyl-2-propanol using a Grignard reagent is to be given.
Concept introduction:
Grignard reagents react with formaldehyde to produce 10 alcohols, with other
To give:
A method to prepare 2-methyl-2-propanol using a Grignard reagent.
b) 1-Methylcyclohexanol
Interpretation:
A method to prepare 1-methylcyclohexanol using a Grignard reagent is to be given.
Concept introduction:
Grignard reagents react with formaldehyde to produce 10 alcohols, with other aldehydes to yield 20 alcohols and with ketones to give 30 alcohols as the product. Esters also when treated with two molar equivalents of Grignard reagents yield 30 alcohols.
To give:
A method to prepare 1-methylcyclohexanol using a Grignard reagent.
c) 3-Methyl-3-pentanol
Interpretation:
A method to prepare 3-methyl-3 pentanol using a Grignard reagent is to be given.
Concept introduction:
Grignard reagents react with formaldehyde to produce 10 alcohols, with other aldehydes to yield 20 alcohols and with ketones to give 30 alcohols as the product. Esters also when treated with two molar equivalents of Grignard reagents yield 30 alcohols.
To give:
A method to prepare 3-methyl-3-pentanol using a Grignard reagent.
d) 2-Phenyl-2-butanol
Interpretation:
A method to prepare 2-phenyl-2-butanol using a Grignard reagent is to be given.
Concept introduction:
Grignard reagents react with formaldehyde to produce 10 alcohols, with other aldehydes to yield 20 alcohols and with ketones to give 30 alcohols as the product
To give:
A method to prepare 2-phenyl-2-butanol using a Grignard reagent.
e) Benzyl alcohol
Interpretation:
A method to prepare benzyl alcohol using a Grignard reagent is to be given.
Concept introduction:
Grignard reagents react with formaldehyde to produce 10 alcohols, with other aldehydes to yield 20 alcohols and with ketones to give 30 alcohols as the product. Esters also when treated with two molar equivalents of Grignard reagents yield 30 alcohols.
To give:
A method to prepare benzyl alcohol using a Grignard reagent.
f) 4-Methyl-1-pentanol
Interpretation:
A method to prepare 4-methyl-1-pentanol using a Grignard reagent is to be given.
Concept introduction:
Grignard reagents react with formaldehyde to produce 10 alcohols, with other aldehydes to yield 20 alcohols and with ketones to give 30 alcohols as the product. Esters also when treated with two molar equivalents of Grignard reagents yield 30 alcohols.
To give:
A method to prepare 4-methyl-1-pentanol using a Grignard reagent.
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Chapter 17 Solutions
Organic Chemistry
- Which of the following substances will form Cr3+ ions upon reaction with Cr2O7(2-)? a) 2-Butanol and But-2-eonic acid b) 2-Butanol and Butanal c) 2-Butanone and But-2-enoic acid d) But-2-enoic acid and Butanal e) Butanoic acid and 2-Butanolarrow_forward(a) Arrange the following compounds in an increasing order of their indicated property :(i) Benzoic acid, 4-Nitrobenzoic acid, 3,4-Dinitrobenzoic acid, 4-Methoxybenzoic acid (acid strength)(ii) CH3CH2CH (Br) COOH, CH3CH (Br) CH2COOH,(CH3)2CHCOOH, CH3CH2CH2COOH (acid strength)(b) How would you bring about the following conversions :(i) Propanone to Propene (ii) Benzoic acid to Benzaldehyde(iii) Bromobenzene to 1-phenylethanolarrow_forwardDraw a structural formula for the product formed by treating butanal with reagent. Q.) LiAlH4 followed by H2Oarrow_forward
- An unknown hydrocarbon A with the formula C6H10 reacts with 1 molar equivalent of H2 over a palladium catalyst to give B C6H12 (Rxn 1). Hydrocarbon A also reacts with OsO4 to give the glycol C (Rxn 2). A gives 5-oxohexanal on ozonolysis (Rxn 3). Draw the structures of A, B, and C. Give the reactions.arrow_forwardQ2) Write a reaction for the following, with explanation. part 1) Dimethyl ketone with Hydrogen cyanide (HCN) part2) Preparation of M. nitro chlorobenzene from benzene, using nitric acid Sulfuric acid, Chlorine, AICI, and any reagent you need. part3) Solvation of ethylene epoxide in acidic mediumarrow_forwardThe reaction of a ketone and excess methanol with an acid as a catalyst gives what product? A) Hemiacetal B) Di-ether C) Hemiketal D) Acetal E) Ketalarrow_forward
- Draw a structural formula for the product formed by treating butanal with reagent. Q.) NaBH4 in CH3OH/H2Oarrow_forwardWhat could be used as a replacement for phosphoric acid as a catalyst for the dehydration of cyclohexanol? Assume you want to avoid SN1 side reactions as much as possible. Sodium chloride Hydrobromic acid Sulfuric acid Hydrochloric acidarrow_forwardA. In the synthesis of 1-bromobutane, what is the inorganic by-product left in the reaction flask following the distillation? Why was the bromoalkane the bottom layer in the separatory funnel? B. Predict the product when 1-methylcyclohexanol reacts with H2SO4 and KBr. Show the mechanism.arrow_forward
- A dialkyl-substituted benzene, C14H22, is treated with basic potassium permanganate, followed by acid workup. The same dialkyl-substituted benzene was recovered afterward from the reaction mixture. Draw the structure of the compound.arrow_forward1) (S)-2-butanol reacts with potassium dichromate (K2CrO4) in aqueous sulfuric acid to give A (C4H8O). Treatment of A with ethylmagnesium bromide in anhydrous ether gives B (C6H14O). Draw the structure of B. 2)arrow_forwardPropose a synthesis for the following compounds. As starting materials, you may use cyclopentanol, alcohols containing no more than four carbon atoms, and any reagents and solvents. Trans-cyclopentane-1,2-diol.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning