2.10 Alcohols.rtf PDF There are four structurally isomeric

Es gibt 4 isomere Butanole mit der Summenformel C4H10O. Die 1H- und 13C-Spektren dieser Verbindungen sind abgebildet. Welche Spek-.

1. (15 points) Three C4H10O isomers are shown below along with

(15 points) Three C4H10O isomers are shown below along with their boiling points. (CH3)3C–OH. CH3–CH2–CH2–CH2–OH. CH3–CH2–CH2–O–CH3 tert-butyl alcohol.

Homework 3 1. The following proton spectra were obtained for

of C4H10O. (Hint: There are just 7 structural isomers possible for this molecular formula. - the (CH3)2CHOCH3 isomer's NMR is NOT shown.).

Grundkurs Alkohole 1975/V 3. a) Butanol-(1) bzw. Butanol-(2

2.1 Zeichnen Sie die Strukturformel des in Frage kommenden isomeren Alkohols Vom Butanol (Summenformel: C4H10O) sind fünf Isomere bekannt. Sie werden.

Structural Isomers – Just how many structures can you make from a

structural or constitutional isomers for our saturated formula of C5H12. Problem 3 – Draw all of the possible isomers of C4H10O.

Q. No. 2 Total number of isomeric alcohols with formula C4H10O

Total number of isomeric alcohols with formula C4H10O. Option 1. 2. Option 2. 1. Option 3. 3. Option 4. 4. Correct Answer. 4. Explanation. Q. No. 3.

2.10 Alcohols.rtf

There are four structurally isomeric alcohols of molecular formula C4H10O. Graphical formulae of these isomers labelled A

Lesson Plan: Regioisomers of Butanol pS45

Ethyl methyl ether is a constitutional isomer while the propanol isomers are positional isomers. Let us now consider the isomers of C4H10O. There are eight

Lesson Plan: Regioisomers of Butanol pS80

Ethyl methyl ether is a constitutional isomer while the propanol isomers are positional isomers. Let us now consider the isomers of C4H10O. There are eight

[PDF] 1 (15 points) Three C4H10O isomers are shown below along with

(15 points) Three C4H10O isomers are shown below along with their boiling points (CH3)3C–OH CH3–CH2–CH2–CH2–OH CH3–CH2–CH2–O–CH3 tert-butyl alcohol

[PDF] STEPS FOR DRAWING ISOMERS

The following five steps will help you to draw the isomers once you are given a molecular formula I am using the formula C6H14 as an example 1 Draw the main

[PDF] Electron collisions with isomers of C4H8 and C4H10

The C4H8 isomers present a double bond between two carbons and the C4H10 isomers present only single bonds between the carbon atoms The structures of skew-1-

[PDF] Geometric Isomerismpdf

The individual isomers are known as Metamers Page 15 Methyl propyl ether and diethyl ether both have the molecular formula C4H10O The number

[PDF] 3/08 1 Unit 4 Chemistry of Carbon Organic Chemistry studies the

Some isomers have the same molecular formula but different functional group C4H8O2 Carboxylic acid Ester C4H6 Alkene Diene C4H10O Alcohol

[PDF] Isomerism Questions - No Brain Too Small

An alcohol A with the molecular formula C4H10O can exist as enantiomers (optical isomers) (a) (i) State the structural requirement for a molecule to be

[PDF] AP® CHEMISTRY 2010 SCORING GUIDELINES (Form B)

The compound butane C4H10 occurs in two isomeric forms n-butane and (a) Draw the structural formula of each of the isomers (include all atoms)

2-Butanol C4H10O - PubChem

2-Butanol C4H10O CID 6568 - structure chemical names physical and chemical (R)-isomer; 2-butanol lithium salt (S)-isomer; sec-butyl alcohol

[PDF] Chapter 24 Organic Chemistry

Which one of these hydrocarbons does not have isomers? A C7H16 B C6H14 C C5H10 D C4H8 E C3H8 7 How many structural isomers are there of C4H10?

How many isomers are there in C4H10O?
There are seven isomers in C4H10O. Out of these seven isomers, four are alcohol and three are ether.
What are the 7 isomers of C4H10O?
C4H10O
Butanols. n-Butanol. sec-Butanol. tert-Butanol. Isobutanol.Ethoxyethane (Diethyl ether)1-Methoxypropane (methyl propyl ether)2-Methoxypropane (isopropyl methyl ether)
What are the 4 alcohol isomers of C4H10O?
The four isomers of alcohol C4H10O are butan-1-ol, butan-2-ol, 2-methylpropan-1-ol and 2-methylpropan-2-ol. Isomers are compounds that contain the same number of atoms but have a different spatial arrangement.
There are three possible ethers.

10.2 ALCOHOLS EXTRA QUESTIONS

1 Consider the reaction scheme below which starts from butanone. H C C CH CH H H C

C C

C CH

CH CH

CH322 2 2433
33
3 OCN H OH

OHReaction 1

Reaction 2

excess conc, H SO 1 8 0

°Cbut-1-ene and but-2-eneA

B (a) When 5.0 g of butanone were used to carry out Reaction 1, the yield was 64% of the theoretical maximum. Calculate the mass of compound A formed.

...................................................................................................... (4)

(b) Given the table of infra-red absorption data below, describe the two major differences between the infra-red spectra of butanone and of B.

Table of infra-red absorption data Bond

C H

C C

C O

O H (alcohols)

O H (acids)Wavenumber/cm

2 8 5

0-3300

7 5 0 1100
1 6 2

0-1680

1 6 8

0-1750

1 0 0

0-1300

3 2 3

0-3550

2 5 0

0-3000-1

Mill Hill High School 1

(4) (c) Draw the structure of the repeating unit in the polymer which can be formed from but-1-ene. (1) (Total 9 marks) 2 Ethanol is produced industrially from ethene. Name the catalyst and state the conditions used in the industrial process and write an equation for the reaction.

Equation

(4) (Total 4 marks) 3 (a) Write an equation for the complete combustion of butan-2-ol in an excess of oxygen. (1) (b) But-1-ene and other products can be made by the dehydration of butan-2-ol. (ii) Explain why but-1-ene does not show geometrical isomerism. (iii) An alternative dehydration of butan-2-ol produces geometrical isomers. Draw the structure of one of these geometrical isomers and give its full name.

Structure of geometrical isomer

(3) (Total 4 marks)

Mill Hill High School 2

4. Protonation of alcohol A and subsequent loss of water, produces the intermediate B.

CH CHCH CHCH CHCH CHCC

OH 3333
33
2222
CHCH AB (a) (i) Name alcohol A. (ii) What type of species is intermediate B? (iii) Draw the structures of the two alkenes which can be formed from species B by removal of a proton. Label as

C the alkene which shows geometrical isomerism.

(5) (b) The intermediate B is readily attacked by nucleophiles such as water.

What is the essential feature of a nucleophile?

(1) (c) (i) State what final colour you would see if alcohol A were warmed with acidified potassium dichromate(VI). Explain your answer.

Colour ...............................................................................................................

Explanation

(ii) Draw two structural isomers of alcohol A which form branched chain ketones when heated with acidified potassium dichromate(VI), but which could not form alkene C on dehydration. (5) (Total 11 marks)

Mill Hill High School 3

5. There are four structurally isomeric alcohols of molecular formula C

4 H 10

O. Graphical formulae

of these isomers, labelled A, B, C and D, are shown below. H H H CCOH CH 3 CH 3 HH H

HHHCCCOHCH

3 HHH

HHHCCCOHC

H 3 HHHHH H

HHHCCCCOH

A CB D (a) Identify the type of alcohol represented by A and by B.

Type of alcohol represented by

A ...............................................................................

Type of alcohol represented by B ...............................................................................

(2) (b) Give the name of alcohol A. (1) (c) Select one of the alcohols A, B, C or D which will, on oxidation, produce an aldehyde. (i) Give the structural formula of the aldehyde produced by this reaction.

Alcohol selected ................................................................................................

Structural formula of aldehyde

(1) (ii) State the reagents and conditions required for the aldehyde to be the main product of the oxidation reaction.

Reagents ............................................................................................................

Conditions .........................................................................................................

(3)

Mill Hill High School 4

(d) All the alcohols A, B, C and D may be readily dehydrated. (i) Explain what is meant by the term dehydration. (1) (ii) State the type of compound formed by dehydration of alcohols. (1) (iii) Suggest suitable reagent(s) and condition(s) for the dehydration of alcohols.

Reagent(s) ........................................................................................................

Condition(s) .....................................................................................................

(2) (iv) Select one of the alcohols A, B, C or D which, on dehydration, would give a single product. Draw the structural formula of this product.

Alcohol selected ...............................................................................................

Structural formula of product

(1) (v) Select one of the alcohols A, B, C or D which, on dehydration, would give two products which are structurally isomeric. Draw structural formulae for these two structural isomers and explain why the formation of two structural isomers is possible in this case.

Alcohol selected ................................................................................................

Structural formula 1 Structural formula 2

Explanation

(4) (Total 16 marks)

Mill Hill High School 5

6. Butan-1-ol can be oxidised by acidified potassium dichromate( VI) using two different methods.

(a) In the first method, butan-1-ol is added dropwise to acidified potassium dichromate( VI) and the product is distilled off immediately. (i) Using the symbol [O] for the oxidising agent, write an equation for this oxidation of butan -1-ol, showing clearly the structure of the product.

State what colour change you would observe.

Equation

Colour change ..................................................................................................

(ii) Butan-1-ol and butan-2-ol give different products on oxidation by this first method. By stating a reagent and the observation with each compound, give a simple test to distinguish between these two oxidation products.

Reagent .............................................................................................................

Observation with oxidation product of butan-1-ol

Observation with oxidation product of butan

-2-ol (6) (b) In a second method, the mixture of butan-1-ol and acidified potassium dichromate( VI) is heated under reflux. Identify the product which is obtained by this reaction. (1) (c) Give the structures and names of two branched chain alcohols which are both isomers of butan -1-ol. Only isomer 1 is oxidised when warmed with acidified potassium dichromate(VI).

Structure of isomer 1 Structure of isomer 2

Name of isomer 1 Name of isomer 2

(4) (Total 11 marks)

Mill Hill High School 6

7. Consider the following scheme of reactions.

H C=CH

ethene 22

Reaction 1

HBrReaction 2

CH CH Br

bromoethane

3CH CH CN

P322

Reaction 5Reaction 3

Reaction 4

CH CH NH

322C H O

epoxyethane24

HOCH CH OH

ethane-1,2-diol22 (a) In Reaction 1, ethene undergoes electrophilic addition with hydrogen bromide. (i) State what is meant by the term electrophile. (ii) Outline a mechanism for this reaction. (5)

Mill Hill High School 7

(b) In Reactions 2 and 5, bromoethane undergoes nucleophilic substitution. (i) Identify a reagent for Reaction 2. Name the organic product, P.

Reagent for Reaction 2 .....................................................................................

Name of product P .........................................................................................

(ii) Identify a reagent for Reaction 5. Name the organic product, Q.

Reagent for Reaction 5 ..................................................................................

Name of product Q .........................................................................................

(iii) Outline a mechanism for Reaction 5. (8) (Total 13 marks) 8

Consider the following reaction sequence:

COCH C H

22666555

CH(OH)CH C HCH=CHC H

Step 1Step 2Step 3

(a) Suggest a suitable reagent for Step 3. Name the mechanism for this reaction.

Reagents ....................................................................................................................

Name of mechanism ....................................................................................................

(2) (b) Name the type of isomerism shown by the final product, 1,2-diphenylethene, and explain why this compound can exist in two stereoisomeric forms.

Type of isomerism .......................................................................................................

Explanation

(2) (Total 4 marks)

Mill Hill High School 8

9. Consider the following reaction scheme, which leads to the formation of two compounds

V and W.

H C=CH

C H O V

Reaction

1Reaction 2

Reaction 3

Reaction

4 conc H SO

O /catalystH O

CH CH OSO OHCH CH OH

acidified

K Cr O

C H O W 2 4 72223
2 2 42
32
2 2224
(a) Name and outline a mechanism for Reaction 2.

Name of mechanism

Mechanism

(5) (b) In Reaction 4, compound W is distilled from the reaction mixture. (i) Name compound W and draw its structure. Namequotesdbs_dbs41.pdfusesText_41

[PDF] schéma d'analyse des champs de force st2s

[PDF] c4h10o formule semi développée

[PDF] formule semi développée butan-2-one

[PDF] formule brute butanone

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[PDF] formule semi développée 3-ethyl-2-methylpentan-1-ol

[PDF] projet d'action définition st2s

[PDF] butan-2-one

[PDF] formule semi développée du butan-2-ol

[PDF] 2-méthylpropan-2-ol

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[PDF] 2.10 Alcohols.rtf There are four structurally isomeric

How many isomers are there in C4H10O?

What are the 7 isomers of C4H10O?

C4H10O

What are the 4 alcohol isomers of C4H10O?

10.2 ALCOHOLS EXTRA QUESTIONS

C C

C CH

CH CH

OHReaction 1

Reaction 2

°Cbut-1-ene and but-2-eneA

Table of infra-red absorption data Bond

C H

C C

C C

C O

O H (alcohols)

O H (acids)Wavenumber/cm

0-3300

0-1680

0-1750

0-1300

0-3550

0-3000-1

Mill Hill High School 1

Equation

Structure of geometrical isomer

Mill Hill High School 2

4. Protonation of alcohol A and subsequent loss of water, produces the intermediate B.

CH CHCH CHCH CHCH CHCC

C the alkene which shows geometrical isomerism.

What is the essential feature of a nucleophile?

Explanation

Mill Hill High School 3

5. There are four structurally isomeric alcohols of molecular formula C

O. Graphical formulae

HHHCCCOHCH

HHHCCCOHC

HHHCCCCOH

Type of alcohol represented by

Structural formula of aldehyde

Mill Hill High School 4

Structural formula of product

Structural formula 1 Structural formula 2

Explanation

Mill Hill High School 5

6. Butan-1-ol can be oxidised by acidified potassium dichromate( VI) using two different methods.

State what colour change you would observe.

Equation

Observation with oxidation product of butan-1-ol

Observation with oxidation product of butan

Structure of isomer 1 Structure of isomer 2

Name of isomer 1 Name of isomer 2

Mill Hill High School 6

7. Consider the following scheme of reactions.

H C=CH

Reaction 1

HBrReaction 2

CH CH Br

3CH CH CN

Reaction 5Reaction 3

Reaction 4

CH CH NH

322C H O

HOCH CH OH

Mill Hill High School 7

Consider the following reaction sequence:

COCH C H

22666555

CH(OH)CH C HCH=CHC H

Step 1Step 2Step 3

Explanation

Mill Hill High School 8

9. Consider the following reaction scheme, which leads to the formation of two compounds

V and W.

H C=CH

Reaction

1Reaction 2

Reaction 3