Answered: 8.64 Reduction of butan-2-one with…

8.64 Reduction of butan-2-one with NaBH4 yields butan-2-ol. Explain why the product is chiral but not optically active. CH3CCH2CH3 Butan-2-one

EBK A SMALL SCALE APPROACH TO ORGANIC L

4th Edition

ISBN:9781305446021

Author:Lampman

Publisher:Lampman

Chapter19: Reactivities Of Some Alkyl Halides

Section: Chapter Questions

Problem 5Q

See similar textbooks

Related questions

Q: Draw the product (including stereochemistry) formed from each pair of reactants in a thermal [4 + 2]…

A: The thermal [4+2] cycloaddition reaction of the given reactants is shown below.

Q: What product is formed when each compound undergoes thermal electrocyclic ring opening or ring…

A: In Electrocyclic reactions, one of the pi-bond of conjugated double bond converts into a ring…

Q: Draw all stereoisomers formed in each reaction. Cl2 Br2 Br2 b. с. CHg а.

A: Stereoisomers are geometrical isomers with same molecular formula and connectivity but different…

Q: Give the IUPAC name for each compound, including the R,S designation for each stereogenic center.

A: a.

Q: Draw the products (including stereochemistry) for each reaction. a. H20 b. :C=C-H H Br H D

A: Substitution reaction involves the attack of nucleophile to the electrophilic center to form a…

Q: What product is formed when each compound undergoes thermal electrocyclic ring opening or ring…

A: These reactions are pericylic reactions. When molecule possess (4n+2)π electrons then its thermal…

Q: lejimalide B, an anticancer agent with a 24-membered ring, is isolated from a tunicate found off le…

A: For E and Z compound: If the groups attached with the C=C double bond having the high priority…

Q: Draw all stereoisomers formed in each reaction.

A: At the both end of the double bond, the anti-addition of halogen is occurred.

Q: Iejimalide B, an anticancer agent with a 24-membered ring, is isolated from a tunicate found off Ie…

A: How to find E and Z-configuration? First of all look out for the double bonds in the structure and…

Q: What crossed Claisen product is formed from each pair of compounds? a. CH,CH,COOE and HCO,Et b.…

A: A crossed claisen reaction is the condensation reaction between the two ester molecules in the…

Q: Draw the products formed when each compound is treated with HNO3 and H2SO4.

A: EXPLANATION: a) part -OCH3 is ortho, para director whereas -COOCH3 is a meta director.Because -OCH3…

Q: (a) Draw all products formed by treatment of each dibromide (A and B) with one equivalent of NaNH2.…

A: (a). The products formed by treatment of each dibromide (A and B) with one equivalent of NaNH2:…

Q: (a) What alkene yields A and B when it is treated with Br2 in CCl4? (b) What alkene yields C and D…

A: A and B product is obtained from the trans form of Phenyl-2-propene.…

Q: Draw the product of each Diels-Alder reaction and indicate the stereochemistry at all stereogenic…

A: Diels alder reaction is a cycloaddition reaction in which diene and dienophile react to form a six…

Q: Draw the product formed when each compound is treated with two equivalents of CH;CH,CH,CHgMgBr…

A: CH3CH2CH2CH2MgBr also known as n-butylmagnesiumbromide is a Grignard reagent that is a rich source…

Q: What product is formed when each compound undergoes thermal electrocyclic ring opening or ring…

A: The reversible reaction in which ring opening and ring closing occur from one reactant to product is…

Q: Draw the product (including stereochemistry) formed from each pair of reactants in a thermal [4 + 2]…

A: The given compound, shown by 1, can be redrawn as shown in 2 an then this compound undergoes [4+2]…

Q: Draw the structures of A - D from the following electrocyclic and cycloaddition reactions. hv CH3…

A: The key steps involved in these process are ring opening reaction and 4+2 cycloaddition reaction to…

Q: Example of compound with oxidizable (using PCC and H₂CrO₄) carbonyl: A.) p-formylbenzoic acid…

A: Both PCC and H₂CrO₄ are oxidizing agents

Q: (a) Draw all products formed by treatment of each dibromide (A and B) with one equivalent of NaNH2.…

A: (a). The products formed by treatment of each dibromide (A and B) with one equivalent of NaNH2:…

Q: What is the major product formed in the following reaction? A A В в C C D D

A: Elimination reaction is a type of reaction in which substituents are removed from the molecule in…

Q: Draw the products formed when A and B are treated with each of the following reagents: (a) Br2,…

A: (a) Br2, FeBr3

Q: 6. Provide the line structure of product F in the following reaction. Include stereochemistry for…

A: Due to presence of double bond alkene are reactive

Q: OH но CH3 H3CO CH3 a d CH-CH3

A: In this question steps are given for a stepwise synthesis. Oxidation reaction of alcohol produces…

Q: Consider a Robinson Annulation between but-3-en-2-one and 2- methylcyclohexanone. 1. Draw the…

A: Given-> Reaction But-3-en-2-one and 2-methylcyclohexanone

Q: Draw a stepwise mechanism for the conversion of hex-5-en-1-ol to thecyclic ether A.

Q: Classify each reaction as an electrocyclic reaction, a cycloaddition, or a sigmatropic…

A: Electrocyclic Reaction is a type of pericyclic reaction in which one pie bond is converted into one…

Q: What is the major stereoisomer formed when each alkyl halide is treated with KOC(CH3)3?

A: Potassium tert-butoxide is a bulky base which helps in the acidic proton removal from the substrate.…

Q: (a) Draw all products formed by treatment of each dibromide (A and B) with one equivalent of NaNH2.…

A: (a). The products formed by treatment of each dibromide (A and B) with one equivalent of NaNH2:…

Q: Identify the reagents from a to d HO HO CH3 H3CO CH3 a C CH-CH3

A: Each reagent along with its name is given in step 2. please proceed to step 2.

Q: 3. For the following molecule: a. Draw both chair conformations and label substituents as axial or…

Q: Telfairine, a naturally occurring insecticide, and halomon, an antitumor agent, are two…

A: In hybridization, the one s and three p orbitals of carbon combine together to furnish four sp3…

Q: Draw the product of the [3,3] sigmatropic rearrangement of each compound.

A: 3,3 sigmatropic rearrangement involves pericyclic reaction that proceeds via Huckel topology…

Q: 10.46 lejimalide B, an anticancer agent with a 24-membered ring, is isolated from a tunicate found…

Q: 3.1) Isomers A and B undergo elimination reaction when treated with NaOEt. OTS OTs H3CH,C "CH2CH3…

Q: Draw the product formed (including stereochemistry) in each pericyclic reaction.

A: a. The reaction is given below, The products formed including stereochemistry for the given…

Q: What product is formed when each compound undergoes thermal electrocyclic ring opening or ring…

A: Incase of electrocyclic reactions, one of pi-bond of conjugated double bond is converted to ring…

Q: Draw the structures of A - D from the following electrocyclic and cycloaddition reactions. hv CH3…

Q: Draw the product of each Diels–Alder reaction, and indicate the stereochemistry at all stereogenic…

A: a. The given diene has s-trans conformation, but in Diels Alder reaction, the diene involved must…

Q: What product is formed when each compound undergoes thermal electrocyclic ring opening or ring…

A: a) 4pi electrons undergoing electrocyclization in thermal condition hence conrotatory

Q: Draw the monochlorination products formed when each compound is heated with Cl2. Include the…

A: The reaction undergoes substitution of the Cl2 molecule in the presence of light by replacement of…

Q: the stereochemistry of the product made by the reaction of but-2-yne with 1 equivalence of H-B

Q: Give the IUPAC name for each compound, including the R,S designation for each stereogenic center. a.…

A: The IUPAC name of the following compounds are:

Q: Why is - CN a weaker leaving group than - NHCH3.

A: Weak Bases are the Best Leaving Groups. (Recall that the stronger the acid, the weaker the conjugate…

Q: 6. Provide the line structure of product F in the following reaction. Include stereochemistry for…

Q: Draw the product (including stereochemistry) formed from each pair of reactants in a thermal [4 + 2]…

A: Diels–Alder reaction can be described as a chemical reaction between the substituted alkene…

Q: 25.38 Draw the product of each intramolecular cycloaddition. а. hv [2 + 2] b. H. [4 + 2] OSIR3 С. A…

Q: DH t-BUOK Products Br A

Concept explainers

Alkynes

Alkynes are organic compounds that contain at least one triple bond between carbon-carbon atoms. They are a series of unsaturated compounds with a general molecular formula, CnH2n-2.

Question

8.64 Reduction of butan-2-one with NaBH4 yields butan-2-ol. Explain why the
product is chiral but not optically active.
CH3CCH2CH3
Butan-2-one

Expert Solution

This question has been solved!

Explore an expertly crafted, step-by-step solution for a thorough understanding of key concepts.

This is a popular solution!

SEE SOLUTION Check out a sample Q&A here

Step 1

VIEW

Step 2

VIEW

Answer

VIEW

Trending now

This is a popular solution!

Step by step

Solved in 3 steps with 1 images

SEE SOLUTION Check out a sample Q&A here

Knowledge Booster

Learn more about

Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.

Similar questions

2. a. b. C. Predict the products of the reactions below. Show stereochemistry, using wedges and dashes, in the products and draw both enantiomers. 1. Hg(OAc)2, H₂O 2. NaBH4 1. BH3 2. H₂O2, NaOH H₂ Pd/C
6. Provide the line structure of product F in the following reaction. Include stereochemistry for product F as indicated. No mechanism is required. Br2, H20 CH2CI2 Draw any enantiomer (Include stereochemistry)
What product is formed when each compound undergoes thermal electrocyclic ring opening or ring closure? Label each process as conrotatory or disrotatory and clearly indicate the stereochemistry around tetrahedral stereogenic centers and double bonds. CeHs a. b. CeH5
What is the E/Z stereochemistry for the molecules shown: Choose from the choices below. a. A: Z; B: Z b. A: E; B: E c. A: Z; B: E d. A: E; B: Z
Friedel–Crafts alkylation of benzene with (R)-2-chlorobutane and AlCl3 affords sec-butylbenzene. How many stereogenic centers are present in the product?
9.64 Draw the products of each reaction, and indicate the stereochemistry where appropriate. CH;CO, f. OH TSCI pyridine (1] N2OCH, h. (2] H,0
Optical active compound 1-chloro-3-methylcyclopentane was reacting withpotassium t-butoxide in t-butanol. Two alkene products were obtained. Themain product was optically active, and the secondary product was notoptically active. What are the two products?
a Give the chemical structure of (2R.3S)-2,3-dibromopentane b. Identify the following pairs of compounds as either enantiomers, diastercomers, or identical CN .COOH он CCH но CCH and NC COOH Give the structure of any reagent that can be used to enantiomerically resolve R- and S- ibuprofen
12.41 Hydrogenation of alkene A with D₂ in the presence of Pd-C affords a single product B. Keeping this result in mind, what compound is formed when A is treated with each reagent: (a) mCPBA; (b) Br2, H₂O followed by base? Explain these results. A D₂ Pd-C B H H
Which stereoisomer of 3-hexene forms (3S,4S)-4-bromo-3-hexanol and (3R,4R)-4-bromo-3-hexanol when it reacts with Br2 and H2O?
Account for the regioselectivity and stereoselectivity observed when 1-methylcyclopentene is treated with reagent Q.Hg(OAc)2 in H2O
Draw the products formed when (CH3)2C=CH2 is treated with each reagent. a.HBr b. H2O, H2SO4 c. CH3CH2OH, H2SO4 d. Cl2 e.Br2, H2O f.NBS (aqueous DMSO) g.[1] BH3; [2] H2O2, HO−