3555-86-0 Usage
Description
PHLOROBENZOPHENONE, also known as benzenetriol benzophenone, is a chemical compound characterized by the presence of hydroxy groups at positions 2, 4, and 6 on one of the phenyl groups. This unique structure endows it with various properties that make it suitable for a range of applications across different industries.
Uses
Used in Chemical Synthesis:
PHLOROBENZOPHENONE is used as an intermediate in the synthesis of various organic compounds, particularly those involving benzene rings. Its unique structure allows for the formation of new chemical bonds and the creation of a diverse array of products.
Used in Pharmaceutical Industry:
PHLOROBENZOPHENONE is used as a building block for the development of pharmaceutical compounds. Its ability to form stable bonds with other molecules makes it a valuable component in the design and synthesis of new drugs with potential therapeutic applications.
Used in Material Science:
In the field of material science, PHLOROBENZOPHENONE is used as a component in the development of advanced materials with specific properties. Its unique structure can contribute to the creation of materials with enhanced stability, strength, or other desired characteristics.
Used in Analytical Chemistry:
PHLOROBENZOPHENONE serves as a reference compound or standard in analytical chemistry, particularly in techniques such as chromatography and spectroscopy. Its distinct chemical properties make it an ideal candidate for calibrating instruments and ensuring accurate measurements.
Used in Research and Development:
PHLOROBENZOPHENONE is used as a research tool in various scientific fields, including organic chemistry, biochemistry, and materials science. Its unique structure and properties make it an interesting subject for studying the effects of molecular modifications and exploring new applications.
Preparation
Preparation by Fries rearrangement of phloroglucinol tribenzoate with aluminium chloride at 160–170° for 2 h (95%).
Synthesis Reference(s)
Journal of the American Chemical Society, 89, p. 6734, 1967 DOI: 10.1021/ja01001a060Tetrahedron, 26, p. 5255, 1970 DOI: 10.1016/S0040-4020(01)98735-6
Check Digit Verification of cas no
The CAS Registry Mumber 3555-86-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,5,5 and 5 respectively; the second part has 2 digits, 8 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 3555-86:
(6*3)+(5*5)+(4*5)+(3*5)+(2*8)+(1*6)=100
100 % 10 = 0
So 3555-86-0 is a valid CAS Registry Number.
InChI:InChI=1/C13H10O4/c14-9-6-10(15)12(11(16)7-9)13(17)8-4-2-1-3-5-8/h1-7,14-16H
3555-86-0Relevant articles and documents
Synthesis of 3-geranyl- and 3-prenyl-2,4,6-trihydroxybenzophenone
Mzozoyana, Vuyisa,van Heerden, Fanie R.
, p. 599 - 603 (2017)
Biologically active phenyl[3-(3,7-dimethyl-2,6-octadienyl)-2,4,6-trihydroxyphenyl]methanone (2) and phenyl[2,4,6-trihydroxy-3-(3-methyl-2-butenyl)phenyl]methanone (3) were synthesized by an efficient and convenient synthetic sequence. The reaction steps of this synthesis included methylation, Friedel-Crafts acylation, demethylation and geranylation steps.
Synthesis of fluorine-containing prenylated benzophenones
Mzozoyana, Vuyisa,van Heerden, Fanie R.
, p. 2226 - 2235 (2020/07/09)
In this study, an effective route to synthesize fluorine-containing prenylated benzophenones was developed. Friedel–Crafts acylation and electrophilic aromatic substitution reactions were the key reactions of this synthesis to achieve these fluorinated prenylated benzophenones. The use of DBU in the prenylation step achieved only the C-prenylated benzophenones, whereas K2CO3 produced the C- and O-prenylated benzophenones.
The Natural Product Elegaphenone Potentiates Antibiotic Effects against Pseudomonas aeruginosa
Zhao, Weining,Cross, Ashley R.,Crowe-McAuliffe, Caillan,Weigert-Munoz, Angela,Csatary, Erika E.,Solinski, Amy E.,Krysiak, Joanna,Goldberg, Joanna B.,Wilson, Daniel N.,Medina, Eva,Wuest, William M.,Sieber, Stephan A.
, p. 8581 - 8584 (2019/05/28)
Natural products represent a rich source of antibiotics that address versatile cellular targets. The deconvolution of their targets via chemical proteomics is often challenged by the introduction of large photocrosslinkers. Here we applied elegaphenone, a largely uncharacterized natural product antibiotic bearing a native benzophenone core scaffold, for affinity-based protein profiling (AfBPP) in Gram-positive and Gram-negative bacteria. This study utilizes the alkynylated natural product scaffold as a probe to uncover intriguing biological interactions with the transcriptional regulator AlgP. Furthermore, proteome profiling of a Pseudomonas aeruginosa AlgP transposon mutant provided unique insights into the mode of action. Elegaphenone enhanced the elimination of intracellular P. aeruginosa in macrophages exposed to sub-inhibitory concentrations of the fluoroquinolone antibiotic norfloxacin.