Oxygen Containing Functional Groups

Teacher

Dr. Susanta Kumar Biswal

Core Courses

Description
Teachers
Attendees
Reviews

Course Attendees

Still no participant

Course Reviews

Still no reviews

Course Name : Oxygen Containing Functional Groups

Code(Credit) : CUTM1474(3-2-1)

Course Objectives

The aim of this course to introduce basic practical skills to synthesize organic molecules containing functional groups like alcohols, acids, acid derivatives, carbonyl compounds, ethers, etc.
In addition to that, the course will also help students to understand the reaction mechanism subjects in the later stages of their study.

Course Outcomes

COs	Course outcomes	Mapping COs with POs (High-3, Medium-2, Low-1)
CO1	Students will have a firm foundation in understanding the fundamentals of organic chemistry and application of organic transformations.	PO1 (3)
CO2	This helps students to gain experience to predict the functional group transformations, simple reaction mechanisms, and the synthesis of organic molecules by multi-step synthesis strategies	PO2(3)
CO3	They will be able to design and carry out scientific experiments as well as accurately record and analyse the results of such experiments.	PO3(2), PO4 (1)
CO4	Students will be able to explore new areas of research in both chemistry and allied fields of science and technology.	PO3(2), PO5 (1), PO7(1)

Course Syllabus

Module-1

Chemistry of Alkyl Halides

Theory (4h)

Alkyl halides: Methods of preparation of Alkyl halides
Nucleophilic substitution Unimolecular (SN1) reaction
Nucleophilic substitution Bimolecular (SN2)reaction and SNi mechanism
Stereochemical aspects of SN1, SN2 and SNi reactions

Practice (2h)

Functional group test for Alkyl halides

Assignment (2h)

Nucleophilic substitution vs. Elimination.
Effect of solvent on SN1, SN2 reaction mechanism

Module-2

Aryl Halides and Organometallic compounds

Theory (4h)

Preparation of Aryl halides including preparation from diazonium salts
Nucleophilic aromatic substitution (SNAr) of aryl halides
Benzyne mechanism
Organometallic compounds of Mg and Li and use in the synthesis of organic compounds

Practice (4h)

Preparation of benzene diazonium chloride.
Synthesis of chlorobenzene from aniline

Assignment (2h)

Relative reactivity of alkyl, allyl /benzyl, vinyl and aryl halides towards nucleophilic substitution reactions.
Synthesis of organic compounds using organometallic compounds of Mg/Li.

Module-3

Alcohols

Theory (4h)

Preparation of Alcohols
Properties and relative reactivity of 1°, 2°, 3° alcohols, Bouvaelt-Blanc Reduction
Preparation and properties of glycols
Oxidation by periodic acid and lead tetraacetate

Practice (4h)

Functional group test for alcohol
Distinction between primary and secondary alcohols with tertiary alcohols

Assignment (1h)

Effect of substituents on Pinacol-Pinacolone rearrangement

Module-4

Phenols, ethers and epoxides

Theory (4h)

Preparation and properties, Acidity and factors affecting the acidic character of Phenol
Ring substitution reactions, Reimer- Tiemann, Kolbe’s-Schmidt Reactions, Fries and Claisen rearrangements with mechanism
Preparation of Ethers and reactions with acids
Preparation of Epoxides

Practice (4h)

Functional group test for Phenol
Separating components of a mixture by extraction using Ether

Assignment (1h)

Reactions of epoxides with alcohol, ammonia derivatives, and LiAlH₄.

Module-5

Carbonyl Compounds-1

Theory (4h)

Structure, reactivity, and preparation of carbonyl compounds, Nucleophilic additions
Nucleophilic addition-elimination reactions with ammonia derivatives with the mechanism
Mechanisms of Aldol and Benzoin condensation, Knoevenagel condensation, Claisen-Schmidt, Perkin, Cannizzaro reaction
Wittig reaction, Beckmann and Benzil-Benzilic acid rearrangement

Practice (4h)

Functional group test for Carbonyl compounds
Silver mirror test for carbonyl compounds

Assignment (1h)

Draw the mechanism of all the name reactions in this module

Module-6

Carbonyl Compounds-2

Theory (4h)

Haloform reaction and Baeyer Villiger oxidation, alfa- substitution reactions, oxidations and reductions (Clemmensen, Wolff-Kishner, LiAlH₄, NaBH₄, MPV, PDC )
Addition reactions of unsaturated carbonyl compounds: Michael addition, Active methylene compounds: Keto-enol tautomerism.
Preparation and synthetic applications of diethyl malonate
Preparation and synthetic applications of ethyl acetoacetate.

Practice (2h)

Haloform test for carbonyl compounds

Assignment (1h)

Reactivity order of Carbonyl compounds

Module-7

Carboxylic Acids and their Derivatives and Sulfer containing compounds

Theory (6h)

Preparation, physical properties, and reactions of monocarboxylic acids
Typical reactions of dicarboxylic acids, hydroxy acids, and unsaturated acids
Succinic/phthalic, lactic, malic, tartaric, citric, maleic and fumaric acids
Preparation and reactions of acid chlorides, anhydrides, esters, and amides
Preparation and reactions of thiols
Preparation and reactions thioethers
Preparation and reactions sulphonic acids

Practice (4h)

Functional group test for carboxylic acid
Hydrolysis of ester

Assignment (4h)

Comparative study of nucleophilic substitution at acyl group -Mechanism of acidic and alkaline hydrolysis of esters
Draw the mechanism of Claisen condensation, Dieckmann and Reformatsky reactions, Hofmann-bromamide degradation and Curtius rearrangement

Session Plan

Session 1 (Theory 1h)

Alkyl halides: Methods of preparation of Alkyl halides

Youtube link: Preparation of Alkyl halides

https://www.slideshare.net/ganeshmote1/alkyl-halide-131723782

Session 2 (Theory 1h)

Nucleophilic substitutionUnimolecular (SN1) reaction

Youtube link: SN1 reaction

https://www.slideshare.net/sachinsinghshekhawat/nucleophilic-substitution-sn1-sn2-nucleophile-halogenoalkane-in-organic-chemistry

Session 3 (Theory 1h)

Nucleophilic substitution Bimolecular (SN2)reaction and SNi mechanism

Youtube link: SN2 reaction ; SNi reaction

https://www.slideshare.net/born2beawinner/sni-substitution-reactions?qid=e0fccc4f-a2e9-4cf5-86d0-91e501e9bbdf&v=&b=&from_search=5

Session 4 (Theory 1h)

Stereochemical aspects of SN1, SN2 and SNi reactions

Youtube link: Stereochemistry of SN1 and SN2 mechanism

Session 5 (Practice 2h)

Functional group test for alkyl halides

Youtube link: Functional group test for halides

Session 6 (Flip class 1h)

Nucleophilic substitution vs. Elimination.

Session 7 (Flip class 1h)

Effect of solvent on SN1, SN2 reaction mechanism

Session 8 (Theory 1h)

Preparation of Aryl halides including preparation from diazonium salts

Youtube link: https://www.youtube.com/watch?v=GI0-1I92UB8

http://qu.edu.iq/edu/wp-content/uploads/2015/11/Aryl-Halides.pdf

Session 9 (Theory 1h)

Nucleophilic aromatic substitution (SNAr) of aryl halides

Youtube link: https://www.youtube.com/watch?v=rjWBuxqRstw , SNAr reaction

https://www.slideshare.net/VijayalakshmiNair1/aromatic-nucleophilic-substitution?qid=18274ee3-d813-4b88-8b37-f7f38a36f8fa&v=&b=&from_search=1

Session 10 (Theory 1h)

Benzyne mechanism

Reference: https://www.youtube.com/watch?v=z0FzBv7B24Y, Benzyne mechanism

http://www.iscnagpur.ac.in/study_material/dept_chemistry/5.1_RRT_ARSN.pdf

Session 11 (Theory 1h)

Organometallic compounds of Mg and Li and use in the synthesis of organic compounds

Youtube link: Organolithium compounds ; Grignard reagent

https://www.slideshare.net/UmangJagani1/grignard-reagents-83414779?qid=c0fdef70-938a-4951-b305-5a214d6c0998&v=&b=&from_search=3

Session 12 (Practice 2h)

Chlorobenzene from Aniline via the Sandmeyer Reaction

Youtube link: Chlorobenzene from Aniline via the Sandmeyer Reaction

Session 13 (Practice 2h)

Preparation of benzene diazonium chloride

Youtube link: Preparation of benzene diazonium chloride

Session 14 (Flip class 1h)

Relative reactivity of alkyl, allyl /benzyl, vinyl and aryl halides towards nucleophilic substitution reactions

Session 15 (Flip class 1h)

Synthesis of organic compounds using organometallic compounds of Mg/Li.

Session 16 (Theory 1h)

Preparation of Alcohols

https://www.slideshare.net/mizakamaruzzaman/chapter-1-alcohols

Reference: https://www.youtube.com/watch?v=_gvP0QiVXrg&list=PLbu_fGT0MPssssMI9OgNrWpB3LVGB6FHa

Session 17 (Theory 1h)

Properties and relative reactivity of 1°, 2°, 3° alcohols, Bouvaelt-Blanc Reduction

https://www.slideshare.net/mizakamaruzzaman/chapter-1-alcohols

Reference: https://www.youtube.com/watch?v=LwHCKLTZr3M

Session 18 (Theory 1h)

Preparation and properties of glycols

Youtube link:https://www.youtube.com/watch?v=07SHyU_py8E

https://www.slideshare.net/ei1234/ethylene-glycol-manufacturing-industry?qid=04bad7df-90f1-4262-bffa-f734f2ebac52&v=&b=&from_search=1

Session 19 (Theory 1h)

Oxidation by periodic acid and lead tetraacetate

Youtube link: https://www.youtube.com/watch?v=iiylAnpVHu0

https://www.youtube.com/watch?v=1S29grjAoyA

Session 20 (Practice 2h)

Functional group test for alcohols

Youtube link: Test for alcohols

Session 21 (Practice 2h)

Distinguish between alcohols; Oxidation Test: primary & secondary from tertiary

Youtube link: Oxidation Test: 1-ary & 2-ary from 3-ary alcohol

Session 22 (Theory 1h)

Preparation and properties, Acidity and factors affecting the acidic character of Phenol

Youtube link: https://www.youtube.com/watch?v=Zd6j_bWZKZc

https://www.slideshare.net/sidrajaved2/phenols-83333566?qid=738e7ecd-a2f3-430c-a20b-9b51a7982c31&v=&b=&from_search=7

https://www.slideshare.net/SnehalPatel98/alcohol-phenol-and-ether-class-12-or-grade-12?qid=50988612-f550-4abc-b020-f03fbe295ae8&v=&b=&from_search=1

Session 23 (Theory 1h)

Ring substitution reactions, Reimer- Tiemann, Kolbe’s-Schmidt Reaction, Fries and Claisen rearrangements with mechanism

Youtube link:https://www.youtube.com/watch?v=5VhwkoP3fsE

https://www.youtube.com/watch?v=LgZcOxps0jQ

https://www.youtube.com/watch?v=NIxEX4F0UY0

https://www.youtube.com/watch?v=6qiBBRBIlN0

Reference: https://www.youtube.com/watch?v=Pmv5HYICotY

https://www.youtube.com/watch?v=Upi8UJgwnPo

Session 24 (Theory 1h)

Preparation of Ethers and reactions with acids

Youtube link:https://www.youtube.com/watch?v=2OOhbhQXdhI

https://www.youtube.com/watch?v=mNOYdafN5TI

https://www.slideshare.net/sidrajaved2/ethers-83333765

Session 25 (Theory 1h)

Preparation of Epoxides

Youtube link: https://www.youtube.com/watch?v=tJAtgd-myro

https://www.youtube.com/watch?v=E9fw0EU4wpA

https://www.slideshare.net/JoylynConway/epoxides-functional-group?qid=0ca34e51-9800-40ec-84a6-952d119d66ed&v=&b=&from_search=1

Session 26 (Practice 2h)

Functional group test for phenols

Youtube link: Test for phenols

Session 27 (Practice 2h)

Separating Components of a Mixture by Extraction

Youtube link: https://www.youtube.com/watch?v=N96JaRnE7n0

Session 28 (Flip class 1h)

Reactions of epoxides with alcohol, ammonia derivatives, and LiAlH₄

Session 29 (Theory 1h)

Structure, reactivity, and preparation of carbonyl compounds. Nucleophilic additions of carbonyl compounds

Youtube link: https://www.youtube.com/watch?v=bL5tZjtH0Kg

https://www.slideshare.net/menmaatre.kiya/carbonyl-compounds?qid=58bac317-d5e8-4a20-912a-eb938afb53ca&v=&b=&from_search=1

Reference: https://www.youtube.com/watch?v=nB9yqj-ZcAk

https://www.youtube.com/watch?v=yHkl_sAEf1g

Session 30 (Theory 1h)

Nucleophilic addition-elimination reactions with ammonia derivatives with mechanism

Youtube link: https://www.youtube.com/watch?v=15A19Ndtg5g

Session 31 (Theory 1h)

Mechanisms of Aldol and Benzoin condensation. Knoevenagel condensation, Claisen-Schmidt, Perkin, Cannizzaro reaction

Youtube link:https://www.youtube.com/watch?v=bVcHiDSvrO0

https://www.youtube.com/watch?v=JNkEm-8CN3U

https://www.youtube.com/watch?v=jjLUiw1i4eM

https://www.youtube.com/watch?v=vB_ARt2tJ4o

Reference: https://www.youtube.com/watch?v=OBT3otCRBxg

Session 32 (Theory 1h)

Wittig reaction, Beckmann and Benzil-Benzilic acid rearrangement

Youtube link: https://www.youtube.com/watch?v=jxUXIHG1zGc

https://www.youtube.com/watch?v=5TTqyVExV9Y

https://www.youtube.com/watch?v=kAmDoNcTP-o

https://www.youtube.com/watch?v=HdYIp3Y-0R4

Session 33 (Practice 2h)

Functional group test for Carbonyl compounds

Youtube link: Functional group test for Carbonyl compounds

Session 34 (Practice 2h)

Silver mirror test for carbonyl compounds

Youtube link: Silver mirror test for carbonyl compounds

Session 35 (Flip class 1h)

Draw the mechanism of all the name reactions in this module

Session 36 (Theory 1h)

Haloform reaction and Baeyer Villiger oxidation. alfa- substitution reactions, oxidations and reductions (Clemmensen, Wolff-Kishner, LiAlH₄, NaBH₄, MPV, PDC)

Youtube link: https://www.youtube.com/watch?v=mTQDrFsTGvQ

https://www.youtube.com/watch?v=Umvw5ZkFdRw

https://www.youtube.com/watch?v=Pp0LeL0SkRg