1503-49-7 Usage
Description
4-Cyanobenzophenone is a benzophenone derivative characterized by its slightly yellow crystalline powder appearance. It can be synthesized by treating 4-cyanobenzoyl chloride with benzene, and its reduction under electrochemical conditions results in the formation of 4-t-butyl-benzophenone and 1-(4-cyanophenyl)-2,2-dimethyl-1-phenylpropan-1-ol. 4-CYANOBENZOPHENONE is known for its efficiency as a triplet sensitizer in the photoisomerization of norbornadiene (N) to quadricyclane (Q) and vice versa.
Uses
Used in Photochemistry:
4-Cyanobenzophenone is used as a triplet sensitizer for the photoisomerization of norbornadiene (N) to quadricyclane (Q) and Q to N. Its efficiency in this application has been assessed and found to be effective in facilitating the isomerization process.
Used in Chemical Synthesis:
In the chemical industry, 4-Cyanobenzophenone can be utilized as a starting material or intermediate for the synthesis of various compounds, taking advantage of its unique chemical properties and reactivity.
Used in Research and Development:
Due to its role in photoisomerization and its chemical properties, 4-Cyanobenzophenone may be employed in research and development settings to study the behavior of molecules under different conditions and to develop new methodologies or applications in photochemistry and related fields.
Synthesis Reference(s)
The Journal of Organic Chemistry, 41, p. 1187, 1976 DOI: 10.1021/jo00869a023Tetrahedron Letters, 26, p. 4819, 1985 DOI: 10.1016/S0040-4039(00)94960-8
Check Digit Verification of cas no
The CAS Registry Mumber 1503-49-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,5,0 and 3 respectively; the second part has 2 digits, 4 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 1503-49:
(6*1)+(5*5)+(4*0)+(3*3)+(2*4)+(1*9)=57
57 % 10 = 7
So 1503-49-7 is a valid CAS Registry Number.
InChI:InChI=1/C14H9NO/c15-10-11-6-8-13(9-7-11)14(16)12-4-2-1-3-5-12/h1-9H
1503-49-7Relevant articles and documents
-
Pinson,Saveant
, p. 1506,1507 (1978)
-
AIBN initiated functionalization of the benzylic sp3 C[sbnd]H and C[sbnd]C bonds in the presence of dioxygen
Hu, Yingying,Shao, Yu,Zhang, Shuwei,Yuan, Yuan,Sun, Zheng,Yuan, Yu,Jia, Xiaodong
supporting information, (2021/02/01)
A sp3 C[sbnd]H bond functionalization and C[sbnd]C bond cleavage were realized by AIBN/O2 catalyst system, providing a series of benzophenones under mild reaction conditions. The mechanistic study shows that a peroxide intermediate is involved in this transformation, and in the case of diphenylmethanes, the sp3 C[sbnd]C bond is cleaved through the peroxide rearrangement, which might provides a new way to cleave relatively strong C[sbnd]C bond and be applied to more general C[sbnd]C bond activation.
Recyclable and Reusable Pd(OAc)2/XPhos–SO3Na/PEG-400/H2O System for Cyanation of Aryl Chlorides with Potassium Ferrocyanide
Cai, Mingzhong,Huang, Bin,Liu, Rong,Xu, Caifeng
, (2021/12/03)
Pd(OAc)2/XPhos–SO3Na in a mixture of poly(ethylene glycol) (PEG-400) and water is shown to be a highly efficient catalyst for the cyanation of aryl chlorides with potassium ferrocyanide. The reaction proceeded smoothly at 100 or 120?oC with K2CO3 or KOAc as base, delivering a variety of aromatic nitriles in good to excellent yields. The isolation of the crude products is facilely performed by extraction with cyclohexane and more importantly, both expensive Pd(OAc)2 and XPhos–SO3Na in PEG-400/H2O system could be easily recycled and reused at least six times without any apparent loss of catalytic efficiency. Graphical Abstract: Palladium-catalyzed cyanation of aryl chlorides with potassium ferrocyanide leading to aryl nitriles by using Pd(OAc)2/XPhos–SO3Na/PEG-400/H2O as a highly efficient and recyclable catalytic system is described.[Figure not available: see fulltext.]
