Steric hinderance between the ortho hydrogens makes it impossible for the three phenyl rings to be...
-
Upload
denis-norton -
Category
Documents
-
view
222 -
download
2
Transcript of Steric hinderance between the ortho hydrogens makes it impossible for the three phenyl rings to be...
![Page 1: Steric hinderance between the ortho hydrogens makes it impossible for the three phenyl rings to be coplanar. Instead the triphenylmethyl.](https://reader036.fdocuments.in/reader036/viewer/2022062407/56649e845503460f94b86a8f/html5/thumbnails/1.jpg)
![Page 2: Steric hinderance between the ortho hydrogens makes it impossible for the three phenyl rings to be coplanar. Instead the triphenylmethyl.](https://reader036.fdocuments.in/reader036/viewer/2022062407/56649e845503460f94b86a8f/html5/thumbnails/2.jpg)
![Page 3: Steric hinderance between the ortho hydrogens makes it impossible for the three phenyl rings to be coplanar. Instead the triphenylmethyl.](https://reader036.fdocuments.in/reader036/viewer/2022062407/56649e845503460f94b86a8f/html5/thumbnails/3.jpg)
![Page 4: Steric hinderance between the ortho hydrogens makes it impossible for the three phenyl rings to be coplanar. Instead the triphenylmethyl.](https://reader036.fdocuments.in/reader036/viewer/2022062407/56649e845503460f94b86a8f/html5/thumbnails/4.jpg)
![Page 5: Steric hinderance between the ortho hydrogens makes it impossible for the three phenyl rings to be coplanar. Instead the triphenylmethyl.](https://reader036.fdocuments.in/reader036/viewer/2022062407/56649e845503460f94b86a8f/html5/thumbnails/5.jpg)
![Page 6: Steric hinderance between the ortho hydrogens makes it impossible for the three phenyl rings to be coplanar. Instead the triphenylmethyl.](https://reader036.fdocuments.in/reader036/viewer/2022062407/56649e845503460f94b86a8f/html5/thumbnails/6.jpg)
![Page 7: Steric hinderance between the ortho hydrogens makes it impossible for the three phenyl rings to be coplanar. Instead the triphenylmethyl.](https://reader036.fdocuments.in/reader036/viewer/2022062407/56649e845503460f94b86a8f/html5/thumbnails/7.jpg)
![Page 8: Steric hinderance between the ortho hydrogens makes it impossible for the three phenyl rings to be coplanar. Instead the triphenylmethyl.](https://reader036.fdocuments.in/reader036/viewer/2022062407/56649e845503460f94b86a8f/html5/thumbnails/8.jpg)
![Page 9: Steric hinderance between the ortho hydrogens makes it impossible for the three phenyl rings to be coplanar. Instead the triphenylmethyl.](https://reader036.fdocuments.in/reader036/viewer/2022062407/56649e845503460f94b86a8f/html5/thumbnails/9.jpg)
![Page 10: Steric hinderance between the ortho hydrogens makes it impossible for the three phenyl rings to be coplanar. Instead the triphenylmethyl.](https://reader036.fdocuments.in/reader036/viewer/2022062407/56649e845503460f94b86a8f/html5/thumbnails/10.jpg)
![Page 11: Steric hinderance between the ortho hydrogens makes it impossible for the three phenyl rings to be coplanar. Instead the triphenylmethyl.](https://reader036.fdocuments.in/reader036/viewer/2022062407/56649e845503460f94b86a8f/html5/thumbnails/11.jpg)
Steric hinderance between the ortho hydrogens makes it impossible for the three phenyl rings to be coplanar. Instead
the triphenylmethyl carbocation assumes a “propeller” conformation with the phenyl rings pitched at a 32° angle.
![Page 12: Steric hinderance between the ortho hydrogens makes it impossible for the three phenyl rings to be coplanar. Instead the triphenylmethyl.](https://reader036.fdocuments.in/reader036/viewer/2022062407/56649e845503460f94b86a8f/html5/thumbnails/12.jpg)
The triphenylmethyl cation can be prepared by reaction of a Grignard reagent with benzophenone to form triphenylmethyl
alcohol. Treatment with fluoboric acid results in the trityl carbocation.
![Page 13: Steric hinderance between the ortho hydrogens makes it impossible for the three phenyl rings to be coplanar. Instead the triphenylmethyl.](https://reader036.fdocuments.in/reader036/viewer/2022062407/56649e845503460f94b86a8f/html5/thumbnails/13.jpg)
Safety Notes for Expt. 30 – Synthesis of Triphenylmethanol and the Trityl Carbocation
![Page 14: Steric hinderance between the ortho hydrogens makes it impossible for the three phenyl rings to be coplanar. Instead the triphenylmethyl.](https://reader036.fdocuments.in/reader036/viewer/2022062407/56649e845503460f94b86a8f/html5/thumbnails/14.jpg)
Physical Properties of the Reactants and Reagents in Expt. 30
![Page 15: Steric hinderance between the ortho hydrogens makes it impossible for the three phenyl rings to be coplanar. Instead the triphenylmethyl.](https://reader036.fdocuments.in/reader036/viewer/2022062407/56649e845503460f94b86a8f/html5/thumbnails/15.jpg)
IR Spectra of bromobenzene and benzophenone
![Page 16: Steric hinderance between the ortho hydrogens makes it impossible for the three phenyl rings to be coplanar. Instead the triphenylmethyl.](https://reader036.fdocuments.in/reader036/viewer/2022062407/56649e845503460f94b86a8f/html5/thumbnails/16.jpg)
![Page 17: Steric hinderance between the ortho hydrogens makes it impossible for the three phenyl rings to be coplanar. Instead the triphenylmethyl.](https://reader036.fdocuments.in/reader036/viewer/2022062407/56649e845503460f94b86a8f/html5/thumbnails/17.jpg)
![Page 18: Steric hinderance between the ortho hydrogens makes it impossible for the three phenyl rings to be coplanar. Instead the triphenylmethyl.](https://reader036.fdocuments.in/reader036/viewer/2022062407/56649e845503460f94b86a8f/html5/thumbnails/18.jpg)
Setup of the round-bottom flask, Claisen adapter, West condenser and addition funnel
![Page 19: Steric hinderance between the ortho hydrogens makes it impossible for the three phenyl rings to be coplanar. Instead the triphenylmethyl.](https://reader036.fdocuments.in/reader036/viewer/2022062407/56649e845503460f94b86a8f/html5/thumbnails/19.jpg)
A drying tube is added to the top of the condenser
![Page 20: Steric hinderance between the ortho hydrogens makes it impossible for the three phenyl rings to be coplanar. Instead the triphenylmethyl.](https://reader036.fdocuments.in/reader036/viewer/2022062407/56649e845503460f94b86a8f/html5/thumbnails/20.jpg)
![Page 21: Steric hinderance between the ortho hydrogens makes it impossible for the three phenyl rings to be coplanar. Instead the triphenylmethyl.](https://reader036.fdocuments.in/reader036/viewer/2022062407/56649e845503460f94b86a8f/html5/thumbnails/21.jpg)
![Page 22: Steric hinderance between the ortho hydrogens makes it impossible for the three phenyl rings to be coplanar. Instead the triphenylmethyl.](https://reader036.fdocuments.in/reader036/viewer/2022062407/56649e845503460f94b86a8f/html5/thumbnails/22.jpg)
![Page 23: Steric hinderance between the ortho hydrogens makes it impossible for the three phenyl rings to be coplanar. Instead the triphenylmethyl.](https://reader036.fdocuments.in/reader036/viewer/2022062407/56649e845503460f94b86a8f/html5/thumbnails/23.jpg)
![Page 24: Steric hinderance between the ortho hydrogens makes it impossible for the three phenyl rings to be coplanar. Instead the triphenylmethyl.](https://reader036.fdocuments.in/reader036/viewer/2022062407/56649e845503460f94b86a8f/html5/thumbnails/24.jpg)
![Page 25: Steric hinderance between the ortho hydrogens makes it impossible for the three phenyl rings to be coplanar. Instead the triphenylmethyl.](https://reader036.fdocuments.in/reader036/viewer/2022062407/56649e845503460f94b86a8f/html5/thumbnails/25.jpg)
![Page 26: Steric hinderance between the ortho hydrogens makes it impossible for the three phenyl rings to be coplanar. Instead the triphenylmethyl.](https://reader036.fdocuments.in/reader036/viewer/2022062407/56649e845503460f94b86a8f/html5/thumbnails/26.jpg)
![Page 27: Steric hinderance between the ortho hydrogens makes it impossible for the three phenyl rings to be coplanar. Instead the triphenylmethyl.](https://reader036.fdocuments.in/reader036/viewer/2022062407/56649e845503460f94b86a8f/html5/thumbnails/27.jpg)
![Page 28: Steric hinderance between the ortho hydrogens makes it impossible for the three phenyl rings to be coplanar. Instead the triphenylmethyl.](https://reader036.fdocuments.in/reader036/viewer/2022062407/56649e845503460f94b86a8f/html5/thumbnails/28.jpg)
![Page 29: Steric hinderance between the ortho hydrogens makes it impossible for the three phenyl rings to be coplanar. Instead the triphenylmethyl.](https://reader036.fdocuments.in/reader036/viewer/2022062407/56649e845503460f94b86a8f/html5/thumbnails/29.jpg)
![Page 30: Steric hinderance between the ortho hydrogens makes it impossible for the three phenyl rings to be coplanar. Instead the triphenylmethyl.](https://reader036.fdocuments.in/reader036/viewer/2022062407/56649e845503460f94b86a8f/html5/thumbnails/30.jpg)
![Page 31: Steric hinderance between the ortho hydrogens makes it impossible for the three phenyl rings to be coplanar. Instead the triphenylmethyl.](https://reader036.fdocuments.in/reader036/viewer/2022062407/56649e845503460f94b86a8f/html5/thumbnails/31.jpg)
![Page 32: Steric hinderance between the ortho hydrogens makes it impossible for the three phenyl rings to be coplanar. Instead the triphenylmethyl.](https://reader036.fdocuments.in/reader036/viewer/2022062407/56649e845503460f94b86a8f/html5/thumbnails/32.jpg)