9-Ethyl-3-nitrocarbazole

Base Information

• Chemical Name: 9-Ethyl-3-nitrocarbazole
• CAS No.: 86-20-4
• Molecular Formula: C14H12N2O2
• Molecular Weight: 240.261
• Hs Code.: 2933990090
• European Community (EC) Number: 201-655-7
• NSC Number: 17817
• UNII: 00X39KP0AS
• DSSTox Substance ID: DTXSID0044995
• Nikkaji Number: J36.856C
• Wikidata: Q27231385
• ChEMBL ID: CHEMBL1366879
• Mol file: 86-20-4.mol

Synonyms:9-Ethyl-3-nitrocarbazole;86-20-4;9-Ethyl-3-nitro-9H-carbazole;3-Nitro-N-Ethyl carbazole;3-Nitro-N-ethylcarbazole;9H-Carbazole, 9-ethyl-3-nitro-;3-Nitro-9-ethylcarbazole;Carbazole, 9-ethyl-3-nitro-;n-Ethyl-3-Nitrocarbazole;UNII-00X39KP0AS;9-ethyl-3-nitro-9H-carbazol;00X39KP0AS;DTXSID0044995;EINECS 201-655-7;NSC 17817;NSC-17817;NSC17817;Piperilatehydrochloride;Oprea1_271225;MLS001018110;SCHEMBL149167;3-Nitro-9-ethyl-9H-carbazole;CHEMBL1366879;DTXCID8024995;6-NITRO-9-ETHYLCARBAZOLE;9-Ethyl-3-nitrocarbazole, 98%;HMS2640P13;9-Ethyl-3-nitro-9H-carbazole #;Tox21_301272;MFCD00022215;AKOS001030159;AKOS015916654;CCG-253850;CAS-86-20-4;NCGC00246000-01;NCGC00256185-01;AC-18965;AS-14545;SMR000354314;CS-0204377;FT-0631405;E85384;A841576;W-109312;Q27231385;Z56759381

Chemical Property of 9-Ethyl-3-nitrocarbazole

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 1.95E-05mmHg at 25°C
• Melting Point: 128-130 °C(lit.)
• Refractive Index: 1.654
• Boiling Point: 362.3 °C at 760 mmHg
• Flash Point: 172.9 °C
• PSA: 50.75000
• Density: 1.27 g/cm³
• LogP: 4.24580
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 240.089877630
• Heavy Atom Count: 18
• Complexity: 328

Purity/Quality:

97% ^*data from raw suppliers

3-Nitro-N-ethylcarbazole 98% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCN1C2=C(C=C(C=C2)[N+](=O)[O-])C3=CC=CC=C31

Technology Process of 9-Ethyl-3-nitrocarbazole

There total 15 articles about 9-Ethyl-3-nitrocarbazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

ethyl bromide (74-96-4) + 3-Nitro-carbazol (3077-85-8) → 9-ethyl-3-nitro-carbazole (86-20-4)

Guidance literature:

3-Nitro-carbazol; With tetrabutylammomium bromide; sodium hydride; In tetrahydrofuran; for 0.166667h;

ethyl bromide; In tetrahydrofuran; for 0.166667h;

DOI:10.1016/j.tet.2013.07.040

Reference yield: 89.0%

N-ethylcarbazole (86-28-2) → 9-ethyl-3-nitro-carbazole (86-20-4)

Guidance literature:

With nitric acid; In acetic acid; at 23 ℃; for 6h;

Reference yield: 42.0%

acetamido-3 ethyl-9 nitro-6 carbazole (80776-24-5) → 9-ethyl-3-nitro-carbazole (86-20-4)

Guidance literature:

With hydrogenchloride; In ethanol; for 1.5h; Heating;

upstream raw materials:

ethyl bromide

3-Nitro-carbazol

diethyl sulfate

ethyl iodide

Downstream raw materials:

9-ethyl-9H-carbazol-3-ylamine

N-(9-ethyl-9H-carbazol-3-yl)benzamide

N,N'-dibenzoyl-N,N'-bis(9-ethylcarbazoyl-3)-hydrazine

3-amino-9-ethylcarbazole hydrochloride

Refernces

Epoxidation of cyclohexene with O₂ over the composite catalysts of Mn-montmorillonite coordinated with novel Schiff-base ligands

10.1039/c3ra42749h

The research focuses on the development and characterization of heterogeneous catalysts composed of Mn-montmorillonite coordinated with novel Schiff-base ligands for the epoxidation of cyclohexene using molecular oxygen under Mukaiyama conditions. The catalysts were synthesized and characterized using various analytical techniques including IR, UV-vis DRS, XRD, SEM, and ICP. The study optimized reaction conditions to achieve high conversion rates and selectivity for the production of epoxycyclohexane, with the best results showing 100% conversion and 90.0% selectivity at 40°C in 5 hours using molecular oxygen as the oxidant in acetonitrile. The catalysts demonstrated stability over at least three cycles, indicating their potential as environmentally friendly and economical options for industrial epoxidation processes. The reactants involved in the catalytic epoxidation reaction included cyclohexene, isobutylaldehyde, and the Mn-montmorillonite composite catalysts. The analysis of the reaction involved the use of GC-MS and GC equipped with specific columns to determine the conversion and selectivity of the epoxide product.

TiCl₄ and Grignard reagent-promoted ring-opening reactions of various epoxides: synthesis of γ-hydroxy-α,α-difluoromethylenephosphonates

10.1016/j.tetlet.2008.07.146

The study investigates the synthesis of diethyl c-hydroxy-a,a-difluoromethylenephosphonates through the ring-opening reactions of epoxides. Key chemicals involved include titanium tetrachloride (TiCl4), which acts as a Lewis acid to promote the ring-opening of epoxides, and lithium diethyl difluoromethylenephosphonate, which serves as a nucleophile. The study explores the reactivity of various epoxides, such as propylene oxide, 1,2-butene oxide, styrene oxide, and cyclohexene oxide, with these reagents. The reactions are regioselective, favoring attack at the less hindered site of the epoxide ring. The study also examines the use of Grignard reagents, which act as both nucleophiles and Lewis acids, leading to the formation of halohydrins. The synthesized compounds have potential applications in the design of non-hydrolyzable analogues of biologically active phosphate esters and as substrates for certain enzymes.