Propose a mechanism for the reaction of any ONE of the hydroxyl groups for compound 2 in the conversion to compound 3. OAcexcess Ac,OAcOHOpyridine, 0°C-OAcHO-AcO-НоOAcHO,Compound 3Compound 2HBrOCH3OAcOAcAcOAcOAcO-AcOOAcOAcCompound 4BrCompound 5NaOH, H20OCH3OHHOHOHO.Compound 6

Answered: OAc он excess Ac,O Ac0 НО pyridine, 0°C…

OAc он excess Ac,O Ac0 НО pyridine, 0°C AcO -OAc OAc HO, Compound 3 Compound 2 HBr OCH3 OAc OAc Ac0 AcO AcO- AcO OAc OAc Compound 4 Br Compound 5 NaOH, H,0 OCH3 OH

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter15: Benzene And Aromaticity

Section15.SE: Something Extra

Problem 24AP: Look at the three resonance structures of naphthalene shewn in Section 15-6, and account for the...

See similar textbooks

Related questions

Q: Но TrCI HO HO- BnBr, NaH E F НО ОМе Pyridine DMF 80% HOAC NaOMe H G MeOH OAC AcO AcO- AcO Br

Q: 6. Complete the following reaction scheme (d) HC1 (e) OH HC1 heat (f) HBr

Q: a) KBr CH3CH,CH,I SN1 SN2 no reaction likely b) CH;CH,OH + H,O SN2 no reaction likely c) CH-CH,ОН…

A: The SN1 reaction is a substitution nucleophilic unimolecular reaction. It is a two-step reaction. In…

Q: [H") HS SH Ha Raney Ni 1) H30* 2) SOCI, AICI, A B D

Q: Given a oreaction eH4 (8)+ 202°9) - >C०_8) +2 H20CI) C०-C8) +2H20C cq\culade मe णork (न k১)whn2.20…

A: Given : Number of moles = 2.20 moles

Q: 6) Complete the reactions given below a. Nao + H20 - ? + Hz@) b. CaCOs9) + H2O ? + COg) c. NaCl +…

Q: B) O2N- CO D) H3C- -COOH

A: As we know, Carboxylic acid (-COOH) is more acidic than Alcohol (-OH). Now, In organic compound, if…

Q: OH NH2 f. Br NH g. OH 7-yano tutane h. i. j. CN k. batyl propnate

Q: H,C-NH2 H,C

Q: 15.56 Fill in the expected organic substances: H*, H,0 Cr,0,2, H* (а) СНз —СH—CH— СH CH- CH,-Li H20…

A: The unsaturated hydrocarbons i.e alkenes and alkynes mainly undergo the addition reaction. The…

Q: 1.) LIAIH, NH 2.) H,O* a.) b.) c.) но. NH NH Racemic d.) e.) но HO,

Q: 4

A: The C-D bond is strong compared to C-H bond which makes C-D bond hard to break. Therefore, compound…

Q: 1. Draw the structure of the major products of the following reactions HO- (1) DMSO, (COCI)2 (2)…

A: Oxidation: As we know that oxidation is a type of process that involving the gain of oxygen, loss of…

Q: Propose a reagent for the conversion of B to C.

A: The given compound B contains a carbonyl carbon. The desired compound C contains an alcohol group in…

Q: Drawthe MAJOR product(s) of the followingreaction. 1) HNO3, H2SO4 2) Fe, H30* 3) NaNO2, HCI, < 5 deg…

A: Organic compound undergo different kind of reaction under different reaction condition

Q: Supply the structures of compounds J–U in the following synthesis scheme.

A: The free radical halogenation reaction produces a haloalkane via the generation of the intermediate…

Q: HO 1. LIAIH4, THF Sebatian R Compound R 2. Hзо* c) Sebatian S Сompound S HO d)

Q: Order the following compounds in increasing acidity. 'OH OH ůion xin OH C d OH

Q: Predict the following products: PCC HBr E A OH F SOCI, в но PCC OH OH HO PBr3 Cro3 OH H Cro, PBr3 OH

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

Q: following reaction? 1. OsO4 2. NaHSO3

Q: 16 What is X in the following reaction? * (i) X CH,-C=C-CH, (ii) H*/Zn CH,-C-C-CH, I| | HNO3 02 03…

A: The question is based on the concept of organic reactions. We have to identify the reagent.

Q: What is the conjugate base of HSO ? Select one: O a. SO,2- O b. OH O c. H2SO4 O d. HSO + O e. H3SOa*

Q: hy drowng bungeiz auied m- bengaiz auid Bromo bengene @ ,2,4ribromo bengene phinyl. methy butanoic…

A: Soln

Q: quest CH3C - OCH2CH3 CH3C-OH Compound W Compound D H2O, H* heat SOCI, Compound Z Compound X +…

A: Plz find the image

Q: (b) Calculate the pH of 0.0005 mol dm³ ethanoic acid when its pK₁ = 4.75 CH3COOH → CH3COO(+ H* K₁ =…

A: Given, [CH3COOH]=0.0005 mol dm-3 pKa=4.75 pH=?

Q: llowing reaction sequence? 1) NaOEt, EtOH, heat 2a) BH3-THF 2b) H2O2, NaOH ci

A: This reaction is done via elimination and addition of water as proceed in next step.

Q: Vhat is the product? H. 1. PhMgBr. Et,O 2 H,0*

Q: Calculate ΔG°rxn, ΔH°rxn, and ΔS°rxn of the following reaction: 2NO(g) + O2(g) -> 2NO2(g)

Q: Structure A Structure B Relationship O isomers H H H H H-C-C -NEN: N=N=C -C-H O resonance structures…

A: Relationship between structure A and structure B:

Q: H. How? H. CH3 CH3 H. a. MСРВА O b. NBS, H2O Oc. OsO4 in pyridine Od. (1) Ozone: (2) Zn / acetic…

A: Option (a) is correct as alkene is converted into epoxide (cyclic ether) by using m-CPBA(meta chloro…

Q: Write theproduets of the Sn2 reaction Sn OCN+CH; Gr 4- a) write the meehanism b) drow į la leel the…

A: SN2 Reaction - Biomolecular nucleophilic substitution reaction between alkyl halide and strong…

Q: ere he e formula a

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

Q: Which Nitrogen containing compound is the most basic? B None of these OC (A) A H-CEN (B) NH4 (C) N.…

A: Lone pairs which are easily available for donation of electrons are considered as basic in nature.…

Q: + O, Zn H* ?

A: Ozonolysis : Addition ozone to alkene in presence of Zn to give carbonyl compounds where Zn metal…

Q: HYPA/Lindlar Rco,H -D HBr 19. 20. HyPdLindlar RCO,H (n-butyl),N Br

Q: Provide structures of the reactant/products: .cOOEt a) a Na OEt COOE. H,0* b) 1. NaOCH2CH3 2. H30*

Q: 4. (4а) + NaHCOз — Нао + (4b)_ 5. CH;COOH t CH;CH2OCOCH3 + H20 -COCH3 6. (6а) (6b) - + H2O

A: note: as per our company guidelines, we are supposed to answer Only 1st question at a time. Still I…

Q: О-Н a) CH CH C CHCH ynsb d mwodt noo edi nomoai3 ol fobuboig ad to mo ldieog ls ors wsi0 (d ds adt…

Q: Which given option is correct for the following transformation? MCPBA NaOH 1 2 H20 OH \OH HO A 2 •…

Q: IR order of decreasing acidity. OH> HO, HO, H-CO H3C .జ ఒప ఎంగడిలక క- OH > HO. HO. он O2N H3CO H3C…

Q: What is the product of the folowing reaction7 5 pokts Na, NH3 ON EIOH ON Option 1 Option 2 O,N O,N…

A: Birch reduction: In an organic reaction, Birch reduction is used for the conversion of arenes to…

Q: 1) HCI (1 eq.) F) Br CI 2) HBr (1 еq) Major Minor Br G) ELOH Diene Dienophile CO,Me H) Нeat CO,Me…

Q: Cro., aqueous ammoniacal AGNO. Brz in concentrated aqueous snoənbe H.SO, CH:Cl HCl with ZnCla FeCl.…

A: Since you have posted question with multiple sub-parts, we are entitled to answer the first 3 only.…

Q: Cual es el producto principal del siguiente rearreglo de Hofmann NaOH, Br, the H,O NH2 Br B) HN A)…

A: Hofmann rearrangement of amide is the conversion of amide to a primary amine with one lesser carbon…

Q: te lacionl NH2 H HO ОН O ad Chk Se Aosors to e ol aers I'

A: -> Atom are group of atoms which is attached to an organic compound and it is responsible for…

Q: 5. Predict Compound A, B, C, D and E В Li,NH3 KMNO4 HO.H.SO, BH3 ,THF H20, H,0,N2OH H2, Lindlar…

A: Alkyne is a highly electron-rich species. It undergoes various reactions with different reagents.…

Q: 5. Predict Compound A, B, C, D and E B А Li,NH3 KMNO4 H.O.H.SO BH3 ,THF HgSO, H,O, H,0,N2OH H2,…

Q: (A) → H H (C) Which indicated hydrogen is most acidic? CH3 (D) (B) –→ H O D B

A: The acidity of the hydrogen atom compared on the basis of the stability of the carbanion formed…

Q: Eto OEt A C OH 1) NaOEt 2) 3) H3O+, Heat 4) H+ cat, Heat( -H₂O) Product D B

A: In this reaction first step proton abstraction by NaOEt then formation of enolate ion.

Question

Propose a mechanism for the reaction of any ONE of the hydroxyl groups for compound 2 in the conversion to compound 3.

OAc
excess Ac,O
AcO
HO
pyridine, 0°C
-OAc
HO-
AcO-
Но
OAc
HO,
Compound 3
Compound 2
HBr
OCH3
OAc
OAc
AcO
AcO
AcO-
AcO
OAc
OAc
Compound 4
Br
Compound 5
NaOH, H20
OCH3
OH
HO
HO
HO.
Compound 6

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 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

Are all of these reachicns regioselective and how do you Aind it ? 1) 1,3 dimethylcycloher-1-enc reacts with H2, Ni 2) 3,4-dimethy Ipent-1-eme reacts with H30+ 3) (E)-6,6-dımetnylhept-3-ene reacts with CH3OH, H* 4) 1,3-dımethylcyclohex-1-ene reacts with HCl
Look at the three resonance structures of naphthalene shewn in Section 15-6, and account for the fact that not all carbonâ€”carbon bonds have the same length. The C1-C2 bond is 136 pm long, whereas the C2â€”C3 bond is 139 pm long.
Cyclopentanecarboxylic acid and 4-hydroxycyclohexanone have the same formula (C6H10O2), and both contain an â€”OH and a C=O group. How could you distinguish between them using IR spectroscopy?
Draw structures corresponding to the following IUPAC names: (a) 2-Chloro-3, 3-dimethylhexane (b) 3, 3-Dichloro-2-methylhexane (c) 3-Bromo-3-ethylpentane (d) l, l-Dibromo-4-isopropylcyclohexane (e) 4-sec-Butyl-2-chlorononane (f) l, l-Dibromo-4-tert-butylcyclohexane
Draw structures corresponding to the following IUPAC names: (a) 1, 1-Dimethylcyclooctane (b) 3-Cyclobutylhexane (c) 1, 2-Dichlorocyclopentane (d) l, 3-Dibromo-5-methylcyclohexane
Predict the product(s) for the following reaction. O ll + enantiomer I OI ||| OH O IV OH CN OH + enantiomer || 1. NaCN 2. H₂O CN "ОН + enantiomer ||| IV CN CN
Provide structures of the reactant/products: 1. MgBr 1. KCN a) 2. Нзо" 2. H30* 1. CH;ONa 1. NABH4 2. H30* 2. H30* 6) COOt Na OEt .cOOEt H20* 1. NaOCH2CH3 2. Нао
Soalan / Question 7 Kenalpasti sebatian A hingga E. Identify compound A to E. H2SO4 NH2 1) A 2) NaOH РС, 1) 3CH3I CH2C2, A 2) Аg20, H-0, Д E
® Give the IUPAC names of the following alkyl halides: ÇI CH3 CH;CH,CHCHCH3 la) Br (bl (c) CH3 CH;CH;CHCH3 CH;CHCH;CH,CI ÇI (al BrCH,CH;CH,CH2CI If) Br CH3CCH2CH;CI CH3CHCH,CH,CH2CI ČH3
What s 9somer? wrfte an down the isomers of the Compound whase formula is CHq Cl. It Psomers have a chiral which of the can structure. E xamine Pt terms of stereochemistry.
CH3 to Br- -H + Nal • product; Sy2 product of the reaction is : Аcetone H- -CH3 CH2 – CH3 CH3 CH3 CH3 CH3 it it -H H- -CH3 (d) -CH3 -H- (а) H• (Ъ) H- -CH3 -CH3 (с) H- CH -H- ČH2 – CH3 ČH2 – CH3 CH2 – CH3 CH2- CH3 2.
Under certain reaction conditions, 2,3-dibromobutane reacts with twoequivalents of base to give three products, each of which contains twonew π bonds. Product A has two sp hybridized carbon atoms, product Bhas one sp hybridized carbon atom, and product C has none. What arethe structures of A, B, and C?