Explanations 
Textbooks 
Flashcards 
91影视 AI 
Notes 
Study Plans 
Study Sets 
Find a degree 
Magazine Chapter 9: Q25P (page 489)
Develop syntheses for the following compounds, using acetylene and compounds containing no more than four carbon atoms as your organic starting materials.
(a) 3-methylnon-4-yn-3-ol (鈥�3-ol鈥� means there is an OH group on C3.)
(b) cis-1-ethyl-2-methylcyclopropane
(c)
(d) meso-hexane-3,4-diol
Short Answer
Step by step solution
Step 1: Organic Synthesis
The organic synthesis is also known as the disconnection approach in which reactants with a particular functional group are converted to the product with different functional groups using a specific reagent.
Organic synthesis takes place with the help of the following reactions:
- Oxidation
- Reduction
- Rearrangement
Synthesis of given organic compound
(a) Organic synthesis of 3-methylon-4-yn-3-ol acetyl, alcohols are made from acetylides, the ketone triple bond comes from acetylene, and the alkyl part is made from the alkylation of acetylides.
(b) Organic synthesis of cis -1 ethyl - 2-methyl cyclopropane is made from carbene insertion into the alkene for the cis substitution around cyclopropane stereochemistry of alkene precursor must be cis, which comes from the catalytic hydrogenation of an alkyne using Lindlar鈥檚 catalyst. Cis alkene, further reacting with CH2l2 in the presence of Zn and CuCl, forms the desired product cis -1 ethyl - 2-methyl cyclopropane.
(d) Organic synthesis of (2s,3s)-2-ethyl-3propyloxirane is done by direct epoxidation of the alkene, and alkene precursor should be trans to get the trans substituted around the epoxide. Trans alkene is obtained by reducing alkyne with sodium and ammonia. Trans alkene on further reacting with mCPBA reagent desired product (2s,3s)-2-ethyl-3propyloxirane is obtained.
(d) Organic synthesis of meso-hexane-3,4-diol is done by first forming hex-3-yne by reacting ethyne NaNH2and CH3Br then treating hex-3-yne with Lindlar鈥檚 catalyst to form a cis alkene. Diols are prepared by treating it with cold, dilute KMnO4, or by treating it with OsO4syn addition happen, and the desired product meso-hexane-3,4-diol is obtained.
Over 30 million students worldwide already upgrade their learning with 91影视!
