3652-88-8

Basic information

• Product Name: 4-chloro-9H-carbazole
• Synonyms: 4-chloro-9H-carbazole
• CAS NO: 3652-88-8
• Molecular Formula: C₁₂H₈ClN
• Molecular Weight: 201.65162
• Mol File: 3652-88-8.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-chloro-9H-carbazole(CAS DataBase Reference)
• NIST Chemistry Reference: 4-chloro-9H-carbazole(3652-88-8)
• EPA Substance Registry System: 4-chloro-9H-carbazole(3652-88-8)

Safety Data

• Hazardous Substances Data: 3652-88-8(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
4-chloro-9H-carbazole is used as a chemical intermediate for the synthesis of various other chemicals. Its unique structure allows it to be a key component in the production of a range of compounds.
Used in Pharmaceutical Research:
4-chloro-9H-carbazole is used as a research compound for exploring its potential biological activities. Studies suggest that it may exhibit properties such as antimicrobial, anticancer, anti-inflammatory, and antiviral effects, making it a promising candidate for further investigation in the development of new drugs.
Used in Material Science:
4-chloro-9H-carbazole is used as a component in the development of new materials. Its chemical properties may contribute to the creation of advanced materials with specific characteristics, such as improved stability or enhanced performance in certain applications.

Upstream product

• 10336-17-1 9-acetyl-4-chloro-carbazole 
• 56-23-5 tetrachloromethane 
• 86-74-8 9H-carbazole 
• 262606-98-4 2-[(3-chloro-phenyl)-phenyl-amino]-isoindole-1,3-dione 
• 873416-60-5 9-acetyl-5-chloro-1,2,3,4-tetrahydro-carbazole 
• 1140969-80-7 C₁₂H₈ClN₃ 
• 2312-23-4 m-chlorophenylhydrazine hydrochloride 
• 108-94-1 cyclohexanone 
• 3209-22-1 1,2-Dichloro-3-nitrobenzene 
• 14498-97-6 2-chloro-2'-iodobiphenyl 
• 1203-43-6 2'-chloro-[1,1'-biphenyl]-2-amine 
• 615-43-0 2-iodophenylamine 
• 3900-89-8 2-Chlorobenzeneboronic acid 
• 98-80-6 phenylboronic acid 

Downstream Products

• 1431879-05-8 4-chloro-6-phenyl-9-(4-biphenylyl)carbazole 
• 1431878-98-6 4-chloro-9-(4-biphenylyl)carbazole 
• 1431879-01-4 4-chloro-9-[4-(2-pyridyl)phenyl]carbazole 

Relevant articles and documents

Nitrogen-Iodine Exchange of Diaryliodonium Salts: Access to Acridine and Carbazole

A nitrogen-iodine exchange protocol of diaryliodonium salts with sodium azide salt is developed for general construction of significant functional acridines and carbazoles, in which introduction of nitrogen at a late stage was successfully established avoiding heteroatom incompatibility. Inorganic sodium azide served as the sole nitrogen atom source in this transformation. The diversiform functional acridines and carbazoles were comprehensively achieved through annulated diaryliodonium salts, respectively. Notably, Acridine orange (a fluorescent indicator for cell lysosomal dye) and Carprofen (a nonsteroidal anti-inflammatory drug) were efficiently established through this protocol.

Carbazole compound, and synthesis method and application of compound

The invention discloses a carbazole compound represented by a formula (2) and a synthesis method of the compound. A high-iodine salt is taken as a reaction raw material, and under the action of an inorganic nitrogen reagent, an additive, a base and a metal catalyst, a reaction is carried out in a solvent under a condition of 80-150 DEG C to obtain various carbazole compounds. According to the method provided by the invention, nitrogen atoms are introduced in a later period, so that the non-compatibility of nitrogen heterocyclic rings to the reaction conditions such as the metal catalyst and the like in an early reaction period is avoided. In addition, two aryl groups in the high-iodine salt are fully utilized, so that the atomic economic efficiency of the method provided by the present invention is fully exhibited. The carbazole compound prepared by the method provided by the invention can be further applied to the synthesis of non-steroidal anti-inflammatory drug carprofen.

4 - nitrocarbazoles compound and use thereof

PROBLEM TO BE SOLVED: To provide a compound for an organic EL element which has high luminous efficiency and excellent durability.SOLUTION: A 4-aminocarbazole compound is represented by general formula (1) [where Arto Areach independently represent a C6-C20 aromatic hydrocarbon group, a C3-C20 heteroaromatic group containing at least one oxygen, nitrogen, or sulfur atom, or the like; Arrepresents a C6-C17 aromatic hydrocarbon group or the like; X represents a C6-C20 divalent aromatic hydrocarbon group or the like; and Rto Reach independently represent a C6-C20 aromatic hydrocarbon group or the like].

Polycarbazole compd., manufacturing method thereof, and use thereof

PROBLEM TO BE SOLVED: To provide a novel carbazole compound with a high T1, a production method thereof and a use thereof.SOLUTION: A carbazole compound represented by general formula (1) is used for any one or more layer of a light emitting layer, a hole transport layer and a hole injection layer of an organic EL element, where Arand Arindependently represent a 6-40C aryl group or a 3-40C heteroaryl group or the like.

Rh(I)-catalyzed decarbonylation synthesis of carbazoles via C-N cleavage

A one-pot Rh(I)-catalyzed synthesis of 9-H carbazoles via C-N bond cleavage by activation of aldehyde C-H bonds is reported. This protocol offers good yields and tolerates a broad range of functional groups. Based on the extensive control experiments, we propose a plausible decarbonylation mechanism.

4-AMINOCARBAZOLE COMPOUND AND USE OF SAME

A 4-aminocarbazole compound represented by formula (1): wherein Ar1-Ar4 represent substituted or unsubstituted aryl, thienyl, pyridyl, benzothienyl, dibenzothienyl, dibenzofuranyl, 4-carbazolyl, dibenzothienylphenyl, dibenzofuranylphenyl or 9-carbazolylphenyl group; R1-R7 represent substituted or unsubstituted aryl, heteroaryl or heteroarylphenyl group, or alkyl, alkoxy, cyano group, or hydrogen or halogen atom; n is integer of 0-2; and X represents substituted or unsubstituted (n+1)-valent aromatic hydrocarbon, heteroaromatic or heteroarylphenyl group. The 4-aminocarbazole compound provides an organic EL device exhibiting enhanced emitting efficiency and durability.

One-pot synthesis of carbazoles from cyclohexanones and arylhydrazine hydrochlorides under metal-free conditions

One-pot synthesis of carbazoles from cyclohexanones and arylhydrazine hydrochlorides is disclosed. Various substituted carbazoles were obtained in moderate to good yields via a sequence of condensation, cyclization and dehydrogenation under metal free conditions using molecular oxygen as an oxidant.

Intramolecular Ir(I)-catalyzed benzylic C-H bond amination of ortho-substituted aryl azides

Image Persented Iridium(I) catalyzes the intramolecular benzylic C-H bond amination of ortho-homobenzyl-substituted aryl azides to produce indolines at 25 °C.

Rh2(II)-catalyzed synthesis of carbazoles from biaryl azides

An array of carbazoles (23 examples) can be synthesized from substituted biaryl azides at 60 °C using substoichio-metric quantities of Rh 2(O2CC3F7)4 or Rh 2(O2CC7H15)4.

Synthesis of carbazoles from N-(N,N-diarylamino)phthalimides with aluminum chloride via diarylnitrenium ions

Generation of diarylnitrenium ions from N-(N,N-diarylamino)phthalimides by treatment with AlCl3 in benzene or in 1,2-dichloroethane leads to formation of carbazoles by intramolecular C-C bond formation. The reaction proceeds in synthetically useful yields.