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4-Methoxy-9H-carbazole is an organic compound with the molecular formula C12H11NO and a molecular weight of 185.22 g/mol. It is a derivative of the carbazole family, characterized by a tricyclic structure with a methoxy group attached to the 4-position. 4-methoxy-9H-carbazole is known for its potential applications in the synthesis of various pharmaceuticals and organic materials due to its unique chemical properties. It is typically synthesized through various chemical reactions and can be found in research settings, particularly in the fields of organic chemistry and medicinal chemistry. The compound's structure and properties make it a valuable intermediate in the development of new drugs and other chemical products.

6933-50-2

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6933-50-2 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 6933-50-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,9,3 and 3 respectively; the second part has 2 digits, 5 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 6933-50:
(6*6)+(5*9)+(4*3)+(3*3)+(2*5)+(1*0)=112
112 % 10 = 2
So 6933-50-2 is a valid CAS Registry Number.

6933-50-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-methoxy-9H-carbazole

1.2 Other means of identification

Product number -
Other names 4-Methoxy-carbazol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:6933-50-2 SDS

6933-50-2Relevant academic research and scientific papers

Organocatalytic Enantioselective Construction of Chiral Azepine Skeleton Bearing Multiple-Stereogenic Elements

Huang, Shengli,Wen, Haojun,Tian, Yuhong,Wang, Pengfei,Qin, Wenling,Yan, Hailong

, p. 21486 - 21493 (2021)

Enantioselective construction of molecules bearing multiple stereogenic elements is increasingly related to the synthesis of enantiopure natural products, pharmaceuticals, and functional materials. However, atom-economical and enantioselective approaches

Exciplex Formation and Electromer Blocking for Highly Efficient Blue Thermally Activated Delayed Fluorescence OLEDs with All-Solution-Processed Organic Layers

Ban, Xinxin,Chen, Feng,Pan, Jie,Liu, Yan,Zhu, Aiyun,Jiang, Wei,Sun, Yueming

supporting information, p. 3090 - 3102 (2020/02/25)

Highly efficient solution-processable emitters are greatly desired to develop low-cost organic light-emitting diodes (OLEDs). The recently developed thermally activated delayed fluorescence (TADF) materials are promising candidates, but blue TADF materials compatible with the all-solution-process have still not been achieved. Here, a series of TADF materials, named X-4CzCN, are developed by introducing the bulky units through an unconjugated linker, which realizes high molecular weight to enhance the solvent resistance ability without disturbing the blue TADF feature. Meanwhile, the peripheral wrapping groups efficiently inhibit the triplet–triplet and triplet–polaron quenching by isolating the energy-transfer and charge-transporting channels. The photophysical measurements indicate that a small variation in peripheral unit will have a noticeable effect on the luminescence efficiency. The enlarged volume of peripheral units will make the electroluminescent spectra blueshift, while enhancing the energy transfer of exciplex and blocking the energy leakage of electromer can facilitate the exciton utilization. As a result, the fully solution-processed blue OLED achieves a CIE of (0.16, 0.27), a low turn on voltage of 2.9 eV, and a high external quantum efficiency of 20.6 %. As far as we known, this is the first report of all-solution-processed TADF OLEDs with blue emission, which exhibits a high efficiency even comparable to the vacuum-deposited devices.

A 4 - hydroxy-carbazole new synthesis method (by machine translation)

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Paragraph 0009-0011, (2019/05/16)

The invention belongs to the field of organic synthesis, in particular to a 4 - hydroxy-carbazole new synthesis method. The the new synthesis method to bromo nitrobenzene and neighbouring iodine anisole as raw material 3 step by the reaction of 4 - hydroxy-carbazole. The invention uses a 4 - hydroxy-carbazole new synthesis method, can significantly speed up the reaction rate and to improve the yield, not only reduces the cost, the protection of the environment, and the operation is simple, after treatment is convenient, and is suitable for industrial production. (by machine translation)

Visible-light-promoted intramolecular C-H amination in aqueous solution: Synthesis of carbazoles

Yang, Lizheng,Zhang, Yipin,Zou, Xiaodong,Lu, Hongjian,Li, Guigen

, p. 1362 - 1366 (2018/03/26)

An effective and operationally simple protocol is reported for the synthesis of versatile carbazoles. With water as a co-solvent, visible-light rather than various metals is used to facilitate the conversion of readily available 2-azidobiphenyls under mild conditions. Various functionalized bioactive natural alkaloids, such as glycoborine, clausine C, clausine L, clausine H and clauszoline K, were synthesized efficiently with nitrogen as a sole byproduct. The reaction could be performed in water, acidic or alkaline buffer solutions, showing its potential for applications in biochemistry.

Palladium-Catalyzed Intramolecular C–H Amination in Water

Yang, Lizheng,Li, Hao,Zhang, Haifei,Lu, Hongjian

, p. 5611 - 5615 (2016/12/14)

Palladium(II) catalysis was found to be effective for intramolecular C–H amination in water. With 2-azidobiphenyls as substrates, the reaction efficiently provided various carbazoles with N2as the sole byproduct. The reaction showed high functional-group tolerance and could be used in the synthesis of several natural carbazole alkaloids. The catalytic process was promoted by water, and the reaction was inefficient in the organic solvents that were investigated.

Synthesis of the Carbazole Scaffold Directly from 2-Aminobiphenyl by Means of Tandem C–H Activation and C–N Bond Formation

Bj?rsvik, Hans-René,Elumalai, Vijayaragavan

, p. 5474 - 5479 (2016/11/25)

An efficient method for the synthesis of the carbazole scaffold was designed and investigated. The method was developed to produce substituted carbazoles by an intramolecular combination of a free amine group and an arene. The steps of the method involved tandem Pd-catalyzed C–H activation and intramolecular C–N bond formation. The method showed good functional group tolerance, and substituent(s) could be on either of the two rings or on both of the two rings of the 2-aminobiphenyl substrate. After ring closure, the reduced Pd catalyst was oxidized to PdIIby hydrogen peroxide. The novel method was also demonstrated to operate excellently with the corresponding 2-N-acetylaminobiphenyls.

One-pot synthesis of carbazoles via tandem C-C cross-coupling and reductive amination

Goo, Deuk-Young,Woo, Sang Kook

supporting information, p. 122 - 130 (2015/12/30)

We have developed a highly efficient synthetic route to carbazoles that employs sequential C-C/C-N bond formation via Suzuki cross-coupling and Cadogan cyclization using commercially available or easily preparable starting materials. The developed method is compatible with electron neutral, rich or deficient substrates. The synthetic utility of this method was demonstrated by the concise syntheses of four natural products (glycozoline, glycozolicine, glycozolidine and clausenalene).

Direct synthesis of N -H carbazoles via iridium(III)-catalyzed intramolecular C-H amination

Suzuki, Chiharu,Hirano, Koji,Satoh, Tetsuya,Miura, Masahiro

, p. 1597 - 1600 (2015/03/30)

The iridium-catalyzed dehydrogenative cyclization of 2-aminobiphenyls proceeds smoothly in the presence of a copper cocatalyst under air as a terminal oxidant through intramolecular direct C-H amination to produce N-H carbazoles. A similar iridium/copper system can also catalyze the unprecedented dimerization reaction of 2-aminobiphenyl involving 2-fold C-H/N-H couplings.

COMPOUNDS AND METHODS FOR TREATING CANCERS

-

, (2014/10/04)

Provided are carbazole and carbazole-like compounds (e.g., pyridoindole and pyrrolodipyridine) compounds, that can be used to selectively kill cancer cells, specifically androgen-receptor expressing prostate cancer cells. Also provided is a method of treating AR-positive prostate cancer in a subject diagnosed with or suspected of having AR positive or negative cancer, comprising administering an effective amount of a carbazole and carbazole-like compound to said subject.

Reactions of arynes with nitrosoarenes - An approach to substituted carbazoles

Chakrabarty, Shyamal,Chatterjee, Indranil,Tebben, Ludger,Studer, Armido

, p. 2968 - 2971 (2013/03/29)

No transition metals are necessary in the reaction of in situ generated arynes with nitrosoarenes to give substituted carbazoles. Depending on the fluoride source and the solvent, either N-arylated carbazoles or NH-carbazoles are obtained (see scheme; DME=dimethoxyethane, OTf=trifluoromethanesulfonate). In these cascades a C-C and one or two C-N bonds are formed. The reactions are easy to conduct and proceed under mild conditions. Copyright

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