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1484-09-9

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1484-09-9 Usage

Chemical Properties

white to light beige crystalline powder

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 24, p. 913, 1987 DOI: 10.1002/jhet.5570240405Tetrahedron Letters, 27, p. 2131, 1986 DOI: 10.1016/S0040-4039(00)84467-6

Purification Methods

It sublimes under vacuum. It was also purified by zone refining. The picrate has m 143o after recrystallisation from EtOH. [Beilstein 20 I 164.]

Check Digit Verification of cas no

The CAS Registry Mumber 1484-09-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,4,8 and 4 respectively; the second part has 2 digits, 0 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 1484-09:
(6*1)+(5*4)+(4*8)+(3*4)+(2*0)+(1*9)=79
79 % 10 = 9
So 1484-09-9 is a valid CAS Registry Number.
InChI:InChI=1/C15H15N/c1-11(2)16-14-9-5-3-7-12(14)13-8-4-6-10-15(13)16/h3-11H,1-2H3

1484-09-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name 9-propan-2-ylcarbazole

1.2 Other means of identification

Product number -
Other names 9H-Carbazole,9-(1-methylethyl)

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:1484-09-9 SDS

1484-09-9Relevant academic research and scientific papers

THE CONVENIENT AND ONE-POT SYNTHESIS OF N-SUBSTITUTED CARBAZOLES

Kashima, Choji,Hibi, Shigeki,Maruyama, Tatsuya,Omote, Yoshimori

, p. 2131 - 2134 (1986)

In spite of the very important compounds in the material sciences, conventional syntheses of carbazoles required severe and complicated reaction conditions.We can now report the convenient and one-pot synthesis of N-substituted carbazoles under mild conditions.

Photo-induced phosphorescence and mechanoluminescence switching in a simple purely organic molecule

Huang, Qiuqin,Mei, Xiaofei,Xie, Zongliang,Wu, Duobin,Yang, Shuming,Gong, Wenjing,Chi, Zhenguo,Lin, Zhenghuan,Ling, Qidan

, p. 2530 - 2534 (2019)

A simple organic molecule, 2-(9H-carbazol-9-yl)ethanol (CZEO), displays both mechanoluminescence (ML) and photo-induced room-temperature phosphorescence (RTP). The D-A type dimer formed in the crystals was found to play a crucial role in the light-stimulated luminescent response, responsible for the turn-on RTP and turn-off ML switching of CZEO.

Synthesis of novel styryl-: N -isopropyl-9 H -carbazoles for designing trans -conjugated regular silicon hybrid materials

Majchrzak, Mariusz,Grzelak, Magdalena,Marciniec, Bogdan

, p. 9406 - 9415 (2016)

An efficient synthesis and characterization of several new, conjugated styryl-carbazole compounds functionalized by monovinylsilanes in a stereocontrolled approach is presented. All N-organic derivatives were successfully examined in silylative coupling in the presence of ruthenium-hydride complexes 4 and 5. Furthermore, a novel class of vinylene-arylene linear oligomeric materials with 1,4-bis(dimethylvinylsilyl)naphthalene in the main chain was produced. Both reactions proceed very effectively, stereo- and regioselectively, allowing one to obtain E-isomer derivatives with high isolation yields.

Design and Synthesis of Porous Nickel(II) and Cobalt(II) Cages

Gosselin, Aeri J.,Rowland, Casey A.,Balto, Krista P.,Yap, Glenn P. A.,Bloch, Eric D.

supporting information, p. 11847 - 11850 (2018/10/15)

Coordination assemblies containing transition-metal cations with coordinatively unsaturated sites remain a challenging target in the synthesis of porous molecules. Herein, we report the design, synthesis, and characterization of three porous hybrid inorganic/organic porous molecular assemblies based on cobalt(II) and nickel(II). Precise tuning of ligand functionalization allows for the isolation of molecular species in addition to two- and three-dimensional metal-organic frameworks. The cobaltous and nickelous cage compounds display excellent thermal stabilities in excess of 473 K and Brunauer-Emmett-Teller surface areas on the order of 200 m2/g. The precise ligand functionalization utilized here to control phases between discrete molecules and higher-dimensional solids can potentially further be tuned to optimize the porosity and solubility in future molecular systems.

Photoinduced Cross-Coupling of Amines with 1,2-Diiodobenzene and Its Application in the Synthesis of Carbazoles

Zhao, Xinxin,Chen, Ming,Huang, Binbin,Yang, Chao,Gao, Yuan,Xia, Wujiong

, p. 2981 - 2989 (2018/05/15)

A facile and efficient process for the preparation of various tertiary aminobenzenes and carbazole derivatives via photoinduced cross-coupling of amines with 1,2-diiodobenzene is reported. Mechanistic investigations indicate that the transformation proceeds via nucleo-philic addition of an amine to the benzyne intermediate accompanied with a proton transfer process, followed by an oxidative cyclization of the generated diphenylamine to furnish the corresponding carbazole products.

A highly stereoselective and efficient catalytic approach for the synthesis of trans-stilbene–arenes as π-conjugated materials

Majchrzak, Mariusz,Wilkowski, Grzegorz,Kubicki, Maciej

supporting information, p. 4291 - 4299 (2018/10/05)

The potential expansion of the variety of catalytic methods for carbon–carbon bond formation is explored in many research centers all over the world. In this work, we describe very precise and controlled catalytic transformations as useful tools for the synthesis of new trans-π-conjugated molecular organic compounds. The combination of Suzuki–Miyaura coupling and cross-metathesis reactions is established as a simple and efficient method for the design of new (E)-stilbenes in the presence of well-defined transition-metal catalysts at 0.0001–1 % loadings. All of the desired products are isolated in good-to-excellent yields (up to 96 % isolated yield) with high purity.

Stereoselective synthesis and luminescence properties of novel trans-regular N-alkylcarbazolylene-silylene-vinylene polymers

Ludwiczak, Monika,Majchrzak, Mariusz,Bayda, Ma?gorzata,Marciniak, Bronis?aw,Kubicki, Maciej,Marciniec, Bogdan

, p. 150 - 161 (2014/01/06)

Novel trans-stereoregular silylene-carbazolylene-vinylene derivatives (13-15) were synthesized via silylative coupling reaction of 3,6-bis(dimethylvinylsilyl)-N-alkylcarbazole (7-9) catalyzed by ruthenium-hydride complex RuHCl(CO)(PCy3)2 (1). All products were isolated, fully characterized by spectroscopic methods and GPC analyses and their absorption and fluorescence properties were determined.

A visible-light-mediated synthesis of carbazoles

Hernandez-Perez, Augusto C.,Collins, Shawn K.

, p. 12696 - 12700 (2013/12/04)

The photosynthetic preparation of N-aryl- and N-alkyl-bearing carbazoles utilizes continuous flow, visible light, and an in situ formed Cu-based sensitizer (see picture). The method is mild and efficient, and allows the straightforward synthesis of a variety of carbazoles with different substituents, heterocycles, and complex carbon architectures. Copyright

Oxidative Pd(II)-catalyzed C-H bond amination to carbazole at ambient temperature

Jordan-Hore, James A.,Johansson, Carin C. C.,Gulias, Moises,Beck, Elizabeth M.,Gaunt, Matthew J.

supporting information; experimental part, p. 16184 - 16186 (2009/05/08)

We report a new Pd(II)-catalyzed C-H bond amination reaction to form carbazoles, an important motif that is prevalent in a range of systems. The catalytic amination process operates under extremely mild conditions and produces carbazole products in good to excellent yields. Carbazoles possessing complex molecular architecture can also be formed using this reaction, highlighting its potential in natural product synthesis applications. Preliminary mechanistic investigations reveal the reaction proceeds through a Pd(II)/Pd(IV) manifold and that reductive elimination from a high oxidation state Pd(IV) complex facilitates the mild conditions of this transformation. Copyright

3-Aminocarbazole Compounds, Pharmaceutical Composition Containing the Same and Method for the Preparation Thereof

-

Page/Page column 4, (2008/12/08)

A compound of formula (I), in which R1, R2, R3, R4, R5, R6, X and Y have the meanings indicated in the description, and the pharmaceutically acceptable salts thereof. A pharmaceutical composition containing a compound of formula (I) or a pharmaceutically acceptable salt thereof. A method for preparing the abovementioned compound of formula (I) and the pharmaceutically acceptable salts thereof.

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