Answered: Predict the products from reaction of…

Predict the products from reaction of l-hexyne with the following reagents:(a) 1 equiv HBr(b) 1 equiv Cl2(c) H2, Lindlar catalyst(d) NaNH2 in NH3 , then CH3Br(e) H2O, H2SO4 , HgSO4(f) 2 equiv HCl

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter24: Amines And Heterocycles

Section24.SE: Something Extra

Problem 60AP

See similar textbooks

Related questions

Q: (a) Aniline is oxidized and then resulting product is boiled with Conc. HNO3 and conc. H2S04C (b)…

Q: predict the products from reaction of 2 heptyne with following reagents 2 equiv br2…

A: Given reactant is an alkyne and the reagent is two equivalent bromine. The reaction occurs in two…

Q: The following compound is treated with excess K2Cr2O7. Provide the name of the product that would…

A: K2Cr2O7 is an oxidising agent. It oxidised secondary alcohol into ketone.

Q: An α, β-unsaturated carbonyl compound can be prepared by a reaction known as a…

A: The given reaction is represented as follows:

Q: Treatment of anthranilic acid with nitrous acid gives an intermediate, A, that contains a diazonium…

A: . Formation of Anyl diazonium salt ⇒ → It also called as 4+2 cycloaddition reaction .→Homo of…

Q: When 1-butanol is treated with conc. H2SO4 and heat .A product 'A' is formed from the reaction.…

A: When alcohol reacts with the acid H2SO4, the alcohol undergoes dehydration reaction where the water…

Q: b) When 2,5-dimethytfuran (1) is boled with concentrated HCI, a połymer is formed. 13 molecules of…

Q: Devise a synthesis of each of the following compounds. Besidesinorganic reagents, you may use…

A: The given compound is 4-methyl-dec-3,5-diene. The starting materials in the synthesis is…

Q: 5. Propose the synthesis of the following compounds (any two) from benzene using diazonium…

A: A.

Q: Q3] Diethyl malonate was treated with 2 moles of NaH followed by reaction with 1,4-dibromo-2-butene…

A: Diethyl malonate was treated with 2 moles of NaH followed by reaction with 1,4-dibromo-2-butene. The…

Q: b) Pyrrole and indole both react with the reagents shown below to give compounds E and F…

Q: 4. Write the principal products of the reactions of the following compound with excess of the…

Q: Predict the products obtained from the reaction of oleic acid with the following reagents (i) Excess…

A: The structure and the molecular formula of oleic acid are as follows:

Q: Predict the products formed when limonene reacts with the followingreagents.(a) excess HBr (b)…

A: Given The given organic compound is limonene. The given reagents are excess HBr, Excess HBr,…

Q: Acetylenic fatty acids are found in many tropical plants. Compound H, C13H2502, is one such…

A: Note : Compound H absorbs 5 equivalents of hydrogen. Therefore compound is have two triple bonds and…

Q: Oc-OH Which of the following can be hydrolyzed with acid to give benzoic acid, NO2 CN HN-NH2 OCCH,…

Q: Devise a synthesis of each of the following compounds. Besides inorganic reagents, you may use…

A: Since your question has multiple subparts, we will solve only first three subparts for you. If you…

Q: Suggest a synthesis of the following compound by Claisen or Dieckmann condensations. Show all…

A: It is Claisen Condensation reaction. It is a base catalysed reaction. Reactant is ester.

Q: 4.22 Name the following alkynes, and predict the products of their reaction with (i) H2 in the…

A: A question based on alkynes that is to be accomplished.

Q: он D From the structures above, select the compound(s) with the following properties: a) The…

A: (a) An alkene may form alcohol but does not yield ketone in the presence of acidified water. Hence,…

Q: PPH3 B

A: Ans

Q: 4. (a) Outline the steps in the following transformation with corresponding structures : H* -H*…

A: Detail mechanistic pathway is shown below

Q: A molecule of propanone reacts with an cyclohexylethanone in presence of aq. NaOH to combine…

A: In First reaction First step is aldol reaction then removal of water its called aldol…

Q: 1. Write out all the isomers of the compound with molecular formula C4H100 a. Select the normal/…

A: Since you have posted a question with multiple sub-parts we will solve the first three for you. To…

Q: Suggest a synthesis of the following compound by Claisen or Dieckmann condensations. Show all…

A: Dieckmann condensation is the intramolecular (within the molecule) condensation of diester compound…

Q: Benzene can be hydroxylated by treating it with hydrogen peroxide and a strong acid such as…

A: Given reaction:

Q: pela lei qu Nirmatrelvirola uvos orit tot meinerloom & wand A Give the reagents for A, B, and C to…

A: We have to give the reagents for A, B, and C to synthesize compound 4.

Q: Quinapril (trade name Accupril) is used to treat high blood pressure andcongestive heart failure.…

A: The reaction mechanism along with the products is given below.

Q: Propose a synthesis for the following compound starting with benzene. Write out the reagents and…

Q: Select the reagents you would use to synthesize the compound below from benzene. (More than one step…

Q: The following compound undergoes Benzilic Acid Rearrangementto yield a hydroxyacid salt. Propose a…

A: A question based on Benzylic acid rearrangement, which is to be accomplished.

Q: When tricyclic cyclooctyne derivative A reacts with benzyl azide (CeHsCH2N3), a [3+2] cycloaddition…

Q: Pyrrole can be reduced to a pyrroline, with zinc and acetic acid. What are the possible structures…

Q: Devise a synthesis of each of the following compounds. Besidesinorganic reagents, you may use…

A: Given compound:

Q: The Favorskiireaction involves treatment of an a-bromo ketone with base to yield a ring-contracted…

Q: 2. Draw the structure of the products that will be formed when aniline reacts with nitrous acid at 5…

A: When aniline reacts with nitrous acid at 5°C then benzene diazonium salt form. Benzene diazonium…

Q: The following synthetic route is used to prepare an intermediate in the total synthesis of the…

Q: The last step in the synthesis of β-vetivone, a major constituent of vetiver, a perennial grass…

A: Vetivone is an organic compound which is derived from three isoprene units and belongs to the class…

Q: Which of the following alkyl halides undergoes an SN2 reaction with sodium methylthiolate, NaSCH3? *…

A: SN2 reaction is a nucleophilic substitution reaction in which the nucleophile attack and leaving…

Q: 2. Draw the structure of the products that will be formed when aniline reacts with nitrous acid at 5…

Q: Cyclohexanone can be effectively oxidized to adipic acid by treatment with which two of the…

Q: Select the letters corresponding to the reagents, in the appropriate sequence, to synthesize the…

Q: Devise a synthesis of (E)-tetradec-11-enal, a sex pheromone of thespruce budworm, a pest that…

A: (E)-tetradec-11-enal, a sex pheromone of the spruce budworm, a pest that destroys fir and spruce…

Concept explainers

Aromatic Compounds

Aromatic organic compound or aromatic system is an important class of hydrocarbons under the branch of organic chemistry. Aromatic compounds are also called arenas. The definition of aromatic organic compounds can be stated as a class of organic compounds with a planar cyclic ring of atoms bonded through alternated single and double bonds. Due to these alternating bonds, a peculiar feature termed as ‘resonance’, that is, delocalization of pi electrons or the electrons is shared within the atoms of the ring which are present in the aromatic compounds. The word ‘aromatic’ includes a Greek word ‘aroma’ which means smell, indicating that they were named as such due to the sweet odor they produce. Many well-known flavors such as vanilla, cinnamon, and few scents from flowers are extracted from aromatic compounds. Benzene with chemical formula C6H6 is a very common aromatic compound that contains six atoms of carbon held in the cyclic ring of alternate double bonds. It is also to be noted that not all aromatic compounds contain benzene ring. This can be explained by Huckel’s rule.

Question

Predict the products from reaction of l-hexyne with the following reagents:
(a) 1 equiv HBr
(b) 1 equiv Cl₂
(c) H₂, Lindlar catalyst
(d) NaNH₂ in NH₃ , then CH₃Br
(e) H₂O, H₂SO₄ , HgSO₄
(f) 2 equiv HCl

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

Step 2

Step 3

Step 4

Trending now

This is a popular solution!

Step by step

Solved in 4 steps with 3 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

β-ocimene is a pleasant smelling hydrocarbon found in the leaves of a certain herbs. It has a molecular formula C10H16 and a UV absorption λmax 232nm. On hydrogenation with a palladium catalyst, 2,6-dimethyloctane is obtained. Ozonolysis β-ocimene followed by the treatment with zinc and acetic acid produces the following fragments:
Amines are converted into alkenes by a two-step process called Hofmann elimination. SN2 reaction of the amine with an excess of CH3I in the first step yields an intermediate that undergoes E2 reaction when treated with silver oxide as base. Pentylamine, for example, yields 1-pentene. Propose a structure for the intermediate, and explain why it readily undergoes elimination.
A step in a synthesis of PGE1 (prostaglandin E1, alprostadil) is the reaction of a trisubstituted cyclohexene with bromine to form a bromolactone. Propose a mechanism for formation of this bromolactone and account for the observed stereochemistry of each substituent on the cyclohexane ring. Alprostadil is used as a temporary therapy for infants born with congenital heart defects that restrict pulmonary blood flow. It brings about dilation of the ductus arteriosus, which in turn increases blood flow in the lungs and blood oxygenation.
Acid-catalyzed hydrolysis of the following epoxide gives a trans diol. Of the two possible trans diols, only one is formed. How do you account for this stereoselectivity?
Dihydropyran is synthesized by treating tetrahydrofurfuryl alcohol with an arenesulfonic acid, ArSO3H. Propose a mechanism for this conversion.
Treatment of 1-aminoadamantane, C10H17N, with methyl 2,4-dibromobutanoate in the presence of a nonnucleophilic base, R3N, involves two successive SN2 reactions and gives compound A. Propose a structural formula for compound A.
Deduce the structure of each compound from the information given. All unknowns in this problem have molecularformula C8H12.(a) Upon catalytic hydrogenation, unknown W gives cyclooctane. Ozonolysis of W, followed by reduction with dimethylsulfide, gives octanedioic acid, HOOC¬(CH2)6¬COOH. Draw the structure of W
2-bromo-2-methylbutane undergoes hydrolysis reaction with water, H2O toform compound W. Compound X and compound Y are produced when 2-bromo-2-methylbutane undergoes elimination reaction with alcoholic ofsodium hydroxide, NaOH. (i) Draw the structural formula of compounds W, X and Y
Compound A (C7H11Br) is treated with magnesium in ether to give B (C7H11MgBr), which reacts violently with D2O togive 1-methylcyclohexene with a deuterium atom on the methyl group (C). Reaction of B with acetone (CH3COCH3)followed by hydrolysis gives D (C10H18O). Heating D with concentrated H2SO4 gives E (C10H16), which decolorizestwo equivalents of Br2 to give F (C10H16Br4). E undergoes hydrogenation with excess H2 and a Pt catalyst to giveisobutylcyclohexane. Determine the structures of compounds A through F, and show your reasoning throughout
When 1-butanol is treated with conc. H2SO4 and heat .A product 'A' is formed from the reaction. Treatment of 'A' with HCl/H2O gives 'B'. Treatment of 'A' with cold KMnO4/OH- gives 'C' Treatment of 'A' with hot KMnO4 /OH- gives 'D' followed by acidification of the mixture to give 'E' 1. identify the compounds represented by A,B,C,D and E.
Oximene and myrcene, two hydrocarbons isolated from alfalfa that have the molecular formula C10H16, both yield 2,6- dimethyloctane when treated with H2 and a Pd catalyst. Ozonolysis of oximene forms (CH3)2C = O, CH2 = O, CH2(CHO)2, and CH3COCHO. Ozonolysis of myrcene yields (CH3)2C = O, CH2 = O, (two equiv), and HCOCH2CH2COCHO. Identify the structures of oximene and myrcene.
Devise a synthesis of each of the following compounds. Besidesinorganic reagents, you may use hydrocarbons and halides having ≤ 6C′s, and CH2=CHCOOCH3 as starting materials. Each synthesis must use at least one of the carbon–carbon bond-forming reactions.