organic chemistry - Synthesis of benzophenone - …

The heat here will facilitate the reduction of benzophenone and shaking the mixture will prevent the formation of side product benzopinacolone and will also hasten up the process.

Benzophenone is a widely used building block in organic chemistry, being the parent diarylketone.

In this special synthesis, reducing the benzophenone with zinc dust was used.

Reaction:



Characterization
Benzhydrol
IUPAC : Diphenylmethanol ((C6H5)2CHOH)
In pharmaceutical manufacture it is used as a fundamental component
in antihistamines, antihypertensive agents and antiallergenic agents.
It is also used as a fixative in perfumery and as a terminating group in polymerizations
is an irritant to the eyes, skin and respiratory system.

Oxidation-reduction reactions (or redox) reactions, are a type of chemical reaction that involves
a transfer of electrons between two species.


ReductionofaKetone-benzophenone ..

50ml 둥근바닥 플라스크에 benzophenone (0.182g, 1.00mmol)과 ethanol(5ml)을 넣고 교반하여 녹였다.

The protection of OH groups as benzhydryl ethers can be catalyzed by sulfuric acid: Org. Synth. Coll., 4, 72 (1963); Angew. Chem. Int. Ed., 15, 281 (1976). See also . Thiols, e.g. in cysteine residues in peptide synthesis, can be protected as thioethers in the presence of TFA or HBr/AcOH: J. Chem. Soc. (C), 2683 (1970). The group can be cleaved by TFA in the presence of a cation scavenger, e.g. phenol or anisole (same ref.), or by Na in liquid NH3: J. Am. Chem. Soc., 84, 3887 (1962). See Appendix 6. Carboxyl groups can be protected by esterification in benzene with tosic acid catalyst. Deprotection can be effected with the same catalyst by refluxing in toluene, which undergoes electrophilic alkylation: Tetrahedron Lett., 37, 1965 (1996). Misawa, T.; Dodo, K.; Ishikawa, M.; Hashimoto, Y.; Sagawa, M.; Kizaki, M.; Aoyama, H. Structure-activity relationships of benzhydrol derivatives based on 1'-acetoxychavicol acetate (ACA) and their inhibitory activities on multiple myeloma cell growth via inactivation of the NF-κB pathway. Bioorg. Med. Chem. 2015, 23 (9), 2241-2246.Taskin, O. S.; Temel, B. A.; Tasdelen, M. A.; Yagci, Y. Synthesis of block copolymers by selective H-abstraction and radical coupling reactions using benzophenone/benzhydrol photoinitiating system. Eur. Polym. J. 2015, 62, 304-311.


Reaction of Benzophenone with Sodium Borohydride?

Temperature difference from the theoretical yield can be accounted from impurities in the apparatus and human error.

There is no need for MP Determination for starting material
Conclusion

Journal Application
The photocatalytic reduction of benzophenone is dependent upon the presence of light, concentration of benzophenone in the mixture and some catalysts.

Oct 17, 2013 · Reaction of Benzophenone with Sodium ..

Too much catalyst can give the ultimately reduced product whereas an ample amount will give the secondary alcohol.
Another factor is the concentration of benzophenone.

Why is benzophenone insoluble in water

Synthesis of Benzhydrol
-Theory
-Reduction
-Reducing Agent : NaBH4
-Benzophenone
-Benzhydrol
-Principles of TLC (Thin Layer Chromatography)

-Objective
-Lab Tools
-Materials
-Mechanism of synthesis of Benzhydrol
-Procedure
-Result Theory Outline Benzhydrol Theory - Benzhydrol Benzophenone Theory - Benzhydrol 2nd Lab 4-bromomethylbenzene Objective 4-bromomethylbenzene Result 4-bromometylbenzene Synthesis of Benzhydrol & 4-Bromomethylbenzene -Column Chromatography
-Objective
-Lab Tools
-Materials
-Allylic Bromination
-Procedure
-Result 2.

Benzophenone | Estrogen | Estradiol - Scribd



In Organic Chemistry, oxidation is the formation of C=O bonds or the like,
whereas reduction is the loss of C=O bonds or the like.

In this special synthesis, benzophenone will be reduced by zinc powder
under certain conditions to synthesize benzhydrol.
MECHANISM:


The synthesis proper
Schematic Diagram of Synthesis
Data and Results

Table 1.