4. The Jones oxidation reaction has two basic parts: addition of chromic acid onto the alcohol (step1) then reaction of the chromate ester to form a carbonyl (step 2).lorisoo|3|Cr-OH 0НОHO-Cr-OH -+ H2О:Cr-OHОН(Cr+6)(Cr+4)a.Give the curved arrow mechanism for step 2 (reaction of the chromate ester) in this reaction.CH OHOHb. Is carbon oxidized in step 1 or step 2? How can you tell?

Answered: Image /qna-images/answer/462b511a-4da8-430d-93a0-48420c50728a.jpg

The Jones oxidation reaction has two basic parts: addition of chromic acid onto the alcohol (step 1) then reaction of the chromate ester to form a carbonyl (step 2). ОН + HO-Cr-OH + Hо :Cr-OH ОН (Cr+6) (Cr+4)

The Jones oxidation reaction has two basic parts: addition of chromic acid onto the alcohol (step 1) then reaction of the chromate ester to form a carbonyl (step 2). ОН + HO-Cr-OH + Hо :Cr-OH ОН (Cr+6) (Cr+4)

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter18: Ethers And Epoxides; Thiols And Sulfides

Section18.SE: Something Extra

Problem 62GP: The Zeisel method is an old analytical procedure for determining the number of methoxyl groups in a...

See similar textbooks

Related questions

Q: Palladium Catalyst Benzene, 25C +

Q: After completing the synthesis and purification of 4-t-butylcyclohexene, a few drops of the product…

Q: Alkynes do not react directly with aqueous acid as do alkenes, but will do so in the presence of…

A: Consider the given reaction is as follows;

Q: Write the molecular formula of 2-methyl-1-butene. 2. Write the equation if the 2-methyl-1-butene…

A: As per the guidelines we are supposed to answer the first three sub parts to be solved another sub…

Q: B. Show the structure of the major and minor products of the following reactions: Cl2 FeCl 1 Br2,…

Q: Draw a structural formula for the product formed by treating compound with NaClO2 and NaH2PO4, along…

Q: FeCl3 or AlCl3 are also generally used as catalysts for Friedel-Crafts alkylations. Why might one…

A: FeCl3 and AlCl3 are Lewis acid which is used for polarise halogens like as cl2,br2. they are…

Q: Write balanced equations for oxidation of NH3 with HOCl assuming the following major end products.…

Q: Provide the structure of the major organic product the reaction shown. H,Ol8, H*

A: This reaction is an example of an acid - catalyzed epoxide ring opening reaction. In the case of an…

Q: Which statement about the oxidation-reduction reactions of organic compounds is not correct? * a)…

A: All the oxidation-reduction reactions of organic compounds are described below -

Q: Give the structure, exclusive of stereochemistry, of the principal organic product formed on…

A: Hello. Since your question has multiple sub-parts, we will solve first three sub-parts for you. If…

Q: An unknown hydrocarbon decolorizes bromine in CCL4, and it undergoes catalytic reduction to give…

A: Applying concept of organic synthesis.

Q: Using Friedel Crafts alkylation of benzene, a group of scientists discovered compound A, C8H10, an…

A: The given compound A is C8H10 F.C alkylation of benzene gives the product C8H10. Out of that we will…

Q: Describe various methods for synthesis of cobalt(II) sulphate (CoSO4.7H2O) in detail

A: 1) Cobalt sulphate is prepared from reaction of cobalt metal with sulfuric acid. 2) Cobalt sulphate…

Q: CH2CH3 6. NBS (PHCO2)2, CC4 CH3 7. KMNO4 Br2 H;O* FeBr3 ОН 8. H2SO4 (CH3)2C= CH, CH3

A: We have to show the chemical structure of the material produced as a result of the following…

Q: Draw and name all products generated when HCI is reacted with 2-chloroprop-1-ene. Indicate which is…

A: According to the markovnikov's rule the hydrogen atom of HX (X for halide ) will connect to the side…

Q: Give the structures of the substitution products expected when 1-bromohexane reacts with(a) NaOCH2CH

Q: A chemist finds that the addition of (+)@epinephrine to the catalytic reduction of butan2-one gives…

A: Enantiomeric excess: The excess percentage of one of the enantiomer in a sample of enantiomeric pair…

Q: Give the name of the product between benzyl alcohol and pyridinium chlorochromate.

A: Note : Since you have posted multiple questions, we are entitled to answer the first only. Please…

Q: 1) NaH 2) CH3CH2CH2B. РСС, THF NazCr2O7

Q: 1-hexyne is reacted with lithium, then 1-bromopropane. The product of this reaction is then reduced…

A: Na/ liquid NH3 can be used to produce trans alkenes.

Q: Starting with p-nitrotoluene, put the reagents in order to synthesize o-bromotoluene. 1 V[Choose ]…

A: We have to convert p-nitrotoluene to o-bromotoluene . We have to select correct set of reagent for…

Q: Compound EE, CSH100 gives a positive result (formation of silver mirror) when reacted with Tollen's…

Q: Which structural features can undergo pinacol-pinacolone type of reactions? CH3CH(OH)CH(NH2)CH3 ОНОН…

A: Acid catalysed rearrangment of Vic diol to aldehyde or ketones is called pinacol pinacolone…

Q: What is the function of CH2Cl2 in the bromination reactions? Why

A: CH2Cl2 is the condensed formula of dichloromethane.It is commonly known as DCM.

Q: c. 2,3-dimethylhexan-3-ol is heated in the presence of sulfuric acid

A: Alcohol in presence of Sulfuric acid undergoes dehydration reaction to give alkene. It's an…

Q: 2) Write the products of the following reactions and indicate if they are meso compounds or racemic…

A: Both the reaction give meso compound because in both reaction their should be syn addition and after…

Q: Give the structure including the stereochemistry of the product formed in the following reaction.…

A: organometallic chemistry.

Q: Consider the following diol: HO, OH What product will be produced by the reaction of this diol with…

A: PCC (pyridinium chloro chromate) is an oxidizing reagent. It is used primarily for the oxidation of…

Q: Br NME2 HO

A: The crucial steps are in the given organic transformation are nucleophilic attack of amine followed…

Q: Provide all structures and steps for the following series of reactions. C,H;CH,OH PCC BRCH CO,Et, Zn…

Q: Write the product of the two reactions shown below. In the first step indicate if the product is…

A: Br2 adds to an alkene in an anti manner. The reaction proceeds by the formation of bromonium ion. In…

Q: Dehydrohalogenation of vinyl halides is essentially an E2 process. A stercochemical study revealed…

A: E2 elimination reaction is a one-step reaction in which two substituents leaves the molecule at the…

Q: The reaction is Ammonium molybdate and Sodium thiosulfate Molybdenum [Mo7024]^6- Mo04^2- what is…

A: Since you have asked multiple questions, we will solve the first question for you. If you want any…

Q: Select the product of the following reaction. CH₂1₂ Zn-Cu

A: The given reaction is a Simmon Smith reaction. It is an organic cheletropic reaction involving an…

Q: It is desired to prepare polyester with the number average molecular weight, Mn 5000 g/mol by…

Q: (a) A cyclic, non-aromatic compound containing an attached carboxyl group is named by naming the…

A: a. The structure of cis-2-methylcyclopentanecarboxylic acid is drawn as,

Q: 1. Name the major product of the reaction between (S)-2-bromohexane and KCH3COO. Be specific with…

Q: Specify which compound from 2-methyl-2-butanol or 2-butanol and 1-Methylcyclopentanol or…

A: The rate of reaction depends upon the stability of obtained carbocation and the order of stability…

Q: PCC (CH),CHCH,CH,OH

A: PCC is an weak oxidizing agent..it oxidize alcohol into aldehyde or ketone.

Q: HO

A: - Provide all of the steps and reagents required for the following chemical conversion. More than…

Q: Give the reaction mechanism and name the products for the reaction of 2-bromobutane with a hot…

Q: The following product is expected from the reaction of 3-heptyne with sodium metal in liquid…

Q: Define the E2 mechanism for the Preparation of Alkenes ?

A: A reaction in which the substrate loses two atoms or groups from the same 'C' atom or from the…

Q: Write the product of the following reaction and account for the regiochemistry that you predict.…

Q: TiO2 is one of the most useful materials to decompose organic substances using photocatalytic…

A: Photocatalytic oxidation is achieved when you combine UV rays with a -coated filter. refers to…

Q: HOCH2CH2OH Mg /ether X Br H2SO4

Q: Write the complete chemical equation if the reaction takes place between 1,3-cyclohexadiene and…

A: The substances that go into a chemical reaction are called reactants, and the substances delivered…

Q: 2. Clz in CCl4 adds to alkene with the anti-stereochemistry by chloronium ion mechanism. Write a…

A: Chlorination of alkene in presence of CCl4 is a type of addition reaction that is stereoselective in…

Q: Give structures and names of the products, if any, expected from the reaction of isobutylene with:…

A: We are authorized to answer three subparts at a time, since you have not mentioned which part you…

Question

4. The Jones oxidation reaction has two basic parts: addition of chromic acid onto the alcohol (step
1) then reaction of the chromate ester to form a carbonyl (step 2).
lorisoo
|3|
Cr-OH 0
НО
HO-Cr-OH -
+ H2О
:Cr-OH
ОН
(Cr+6)
(Cr+4)
a.
Give the curved arrow mechanism for step 2 (reaction of the chromate ester) in this reaction.
CH O
HOH
b. Is carbon oxidized in step 1 or step 2? How can you tell?

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

Trending now

This is a popular solution!

Step by step

Solved in 2 steps with 2 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

Give the major products for the reaction. Cl₂ (low conc.)
a sample was dissolved in water resulting in a clear colorless solution. Addition of HNO3 and AgNO3resulted in a wispy white ppt. Upon treatment with ammonia the white solid dissolved and when HNO3 was added the white solid reappeared. A new sample was prepared. To this sample HCl and cyclohexane were added. NaOCl was added and the sample was mixed. After waiting a few minutes, the sample was clear and colorless. A) HCl and BaCl2 were added resulting in a clear colorless solution. B) HNO3 and (NH4)2MoO4 were added resulting in a clear colorless solution. C) Acetic acid and Fe(NO3)3 were added resulting in a clear colorless solution. d) once a larger sample was prepared and sulfuric acid was added a noticeable vinegar odor was detected. what is the name of the unknown solution?
1. (a) Draw the structures of A to E in the following reactions. (i) OH 1. LIAIH4 РСС A B 2. H2О H2 Lindlar's catalyst (ii) (CH3)3COOH HO, Ti[OCH(CH3)2]4 (+)-DET (iv) 1. RCO3H E 2. Hао
4. Give the products of the following reactions. C CH3 (i) KMnO, OH, A (ii) H₂O* CH3COOH + PC13 BrCH₂CH3 (i) NaCN (ii) H₂O* a.) b.) C.)
Fill in the following missing organic structures. Consider stereochemistry (R/S and/or E/Z –cis/trans) and possible carbocation rearrangements.
. Propose mechanisms for the following reactions: Cl-substitution in [(n2-CH)PtCl}]by Br in methanol to give trans-[(72-C2H4)PtCl Br] b. Arene substitution in (n-C.H.)Mo(CO) by PPhz to give fac-Mo(CO)3(PPh). Can the mer isomer be synthesized using the same two starting materials? If so how? If not, how is the mer isomer synthesized?
(b) Describe the hazards of (i) trioxygen: (ii) hydroxide ion; (ii) hydrogen sulfide. (c) Explain why an aqueous solution of sodium sulfide has an odor of hydrogen sulfide. (d) (11) Reduction of H,CCHCHO with NABH4 gives a product different from that of catalytic hydrogenation (H2 /Ni). What are the products?
A(C4H8) reacts with aqueous sodium hypochlorite(NaOCI) to give B(C4H₂CIO). B reacts with cold dilute sodium cis-2,3-epoxybutane(cis-2,3-dimethyloxirane). hydroxide to give Draw the structure of A. • Consider E/Z stereochemistry of alkenes. Ⓒ Hi On (F ChemDoodle
18. How many different products are possible for the following reaction? Consider both regio- and stereoisomerism. Write your answer as an integer in the box provided. H2, Pd/C
Part A Test tube 1 Test tube 2 Test tube 3 Part B Test tube 1 Test tube 2 Test tube 3 Reactants Reactants Butan-1-ol and HCI Butan-2-ol and HCI 2- 2-methylpropan-2-ol and HCI Butan-1- ol and [0] Observations with sodium metal Butan-2-ol and white [O] methylpropan-2 -ol and TOI Gas created but no colour changed with the solution Observations clear - white preprecipitate with clear solution The solution is clear The solution is a bit cloudy but it can still be seen through The solution is cloudy and cannot be seen through Observation with potassium permanganate Clear solution with clear solution red preprecipitate red preprecipitate preprecipitate with with light red clear solution solution Observations with lucas regent dark red solution clear solution clear solution 1. Write the reactions as structural diagrams to represent the reaction that takes place between each alcohol and HCI. Where no reaction occurred, indicate "no reaction" 2. Write the reactions as structural diagrams to…
3. cyclohexanone to cyclohexane. A second year chemistry student is assigned a task to prepare compound 2 from compound 1 using lithium aluminium hydride as a reducing agent. However, from the reaction mixture, no traces of product 2 were detected. Explain this observation in detail and suggest an alternative route that will lead to product 2. H 1 CH3 LiAllH4 H O: 2 CH3 que
Draw the structure of the major organic product(s) of the reaction. 1. DIBAH, toluene + 2. H30* DIBAH diisobutylaluminum hydride, [(CH3)2CHCH2]2AIH