611-74-5 Usage
Description
N,N-Dimethylbenzamide is a hydrotropic agent characterized by its white to slightly yellow crystalline appearance and low melting solid properties. It has been investigated for its ability to solubilize drugs with low aqueous solubility and is known to react with PhLnI complexes (Ln-Eu, Sm, Yb) to produce benzophenone in good yields. Additionally, deuterium exchange labeling experiments have been conducted on N,N-Dimethylbenzamide using [IrH2(Me2CO)2(PPh3)2]BF4 as a catalyst and deuterium gas as the source of isotope.
Uses
1. Used in Pharmaceutical Industry:
N,N-Dimethylbenzamide is used as a reagent for the deoxygenation of secondary alcohols, which is a crucial step in the synthesis of various pharmaceutical compounds. Its hydrotropic nature aids in improving the solubility of drugs with low aqueous solubility, enhancing their bioavailability and effectiveness.
2. Used in Chemical Synthesis:
N,N-Dimethylbenzamide serves as a valuable reactant in the synthesis of benzophenone through its reaction with PhLnI complexes. This reaction is significant in the production of various chemical compounds and materials.
3. Used in Research and Development:
The deuterium exchange labeling experiments conducted on N,N-Dimethylbenzamide using [IrH2(Me2CO)2(PPh3)2]BF4 as a catalyst and deuterium gas as the source of isotope contribute to the understanding of its chemical properties and potential applications in various fields, including pharmaceuticals and materials science.
Synthesis Reference(s)
The Journal of Organic Chemistry, 36, p. 2721, 1971 DOI: 10.1021/jo00817a036Journal of the American Chemical Society, 77, p. 1114, 1955 DOI: 10.1021/ja01610a010Synthetic Communications, 12, p. 989, 1982 DOI: 10.1080/00397918208061938
Check Digit Verification of cas no
The CAS Registry Mumber 611-74-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,1 and 1 respectively; the second part has 2 digits, 7 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 611-74:
(5*6)+(4*1)+(3*1)+(2*7)+(1*4)=55
55 % 10 = 5
So 611-74-5 is a valid CAS Registry Number.
InChI:InChI=1/C9H11NO/c1-10(2)9(11)8-6-4-3-5-7-8/h3-7H,1-2H3
611-74-5Relevant articles and documents
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Carlson,Drago
, p. 2320 (1962)
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A Convenient and Stable Heterogeneous Nickel Catalyst for Hydrodehalogenation of Aryl Halides Using Molecular Hydrogen
Anwar, Muhammad,Beller, Matthias,Dastgir, Sarim,Junge, Kathrin,Leonard, David K.,Ryabchuk, Pavel
, (2022/02/03)
Hydrodehalogenation is an effective strategy for transforming persistent and potentially toxic organohalides into their more benign congeners. Common methods utilize Pd/C or Raney-nickel as catalysts, which are either expensive or have safety concerns. In this study, a nickel-based catalyst supported on titania (Ni-phen@TiO2-800) is used as a safe alternative to pyrophoric Raney-nickel. The catalyst is prepared in a straightforward fashion by deposition of nickel(II)/1,10-phenanthroline on titania, followed by pyrolysis. The catalytic material, which was characterized by SEM, TEM, XRD, and XPS, consists of nickel nanoparticles covered with N-doped carbon layers. By using design of experiments (DoE), this nanostructured catalyst is found to be proficient for the facile and selective hydrodehalogenation of a diverse range of substrates bearing C?I, C?Br, or C?Cl bonds (>30 examples). The practicality of this catalyst system is demonstrated by the dehalogenation of environmentally hazardous and polyhalogenated substrates atrazine, tetrabromobisphenol A, tetrachlorobenzene, and a polybrominated diphenyl ether (PBDE).
Direct amidation of acid fluorides using germanium amides
Hayatifar, Ardalan,Elifritz, Emily A.,Bloom, Molly B.,Pixley, Kaitlyn M.,Fennell, Christopher J.,Weinert, Charles S.
, p. 4490 - 4493 (2021/04/12)
Amide functional groups are an essential linkage that are found in peptides, proteins, and pharmaceuticals and new methods are constantly being sought for their formation. Here, a new method for their preparation is presented where germanium amides Ph3GeNR2convert acid fluorides directly to amides. These germanium amides serve to abstract the fluorine atom of the acid fluoride and transfer their amide group -NR2to the carbonyl carbon, and so function as amidation reagents.