3-Amino-9-ethylcarbazole

Base Information

• Chemical Name: 3-Amino-9-ethylcarbazole
• CAS No.: 132-32-1
• Molecular Formula: C14H14N2
• Molecular Weight: 210.279
• Hs Code.: 2933.90
• European Community (EC) Number: 205-057-7
• NSC Number: 96640,67709
• UN Number: 2811
• UNII: 8Q2BG27JBU
• DSSTox Substance ID: DTXSID1030319
• Nikkaji Number: J36.857A
• Wikipedia: 3-Amino-9-ethylcarbazole
• Wikidata: Q21099619
• ChEMBL ID: CHEMBL327035
• Mol file: 132-32-1.mol

Synonyms:Carbazole,3-amino-9-ethyl- (6CI,7CI,8CI);3-Amino-N-ethylcarbazole;9-Ethyl-3-carbazolamine;9-Ethyl-9H-carbazol-3-ylamine;NSC 67709;NSC 96640;

Chemical Property of 3-Amino-9-ethylcarbazole

Chemical Property:

• Appearance/Colour: brown fine crystalline powder and chunks
• Vapor Pressure: 2.72E-07mmHg at 25°C
• Melting Point: 85-88 °C(lit.)
• Refractive Index: 1.647
• Boiling Point: 420.9 °C at 760 mmHg
• PKA: 4.99±0.30(Predicted)
• Flash Point: 208.4 °C
• PSA: 30.95000
• Density: 1.17 g/cm³
• LogP: 3.97780
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• Water Solubility.: <0.1 g/100 mL at 20 C
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 210.115698455
• Heavy Atom Count: 16
• Complexity: 253
• Transport DOT Label: Poison

Purity/Quality:

98% ^*data from raw suppliers

AEC,50X ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25-36/37/38-40-23/24/25-45
• Safety Statements: 45-36/37/39-26-22-53

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Polyaromatic
• Canonical SMILES: CCN1C2=C(C=C(C=C2)N)C3=CC=CC=C31
• Uses: 3-Amino-9-ethylcarbazole (AEC) has been used as a chromogen in immunohistochemistry to visualize the cells. It has also been used as a substrate in enzyme-linked immune absorbent spot (ELISpot). 3-Amino-9-ethylcarbazole has been used to visualize the bound primary antibody by using a streptavidin method. It has also been used in visualizing tissue sections from tumour samples.

Technology Process of 3-Amino-9-ethylcarbazole

There total 140 articles about 3-Amino-9-ethylcarbazole 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: 87.0%

3-bromo-9-ethyl-9H-carbazole (57102-97-3) → 9-ethyl-9H-carbazol-3-ylamine (132-32-1)

Guidance literature:

With dicyclohexyl(2',4',6'-triisopropyl-5-methoxy-3,4,6-trimethyl-[1,1'-biphenyl]-2-yl)phosphine; C₅₀H₇₀NO₄PPdS; C₅₀H₇₀NO₄PPdS; dicyclohexyl(2',4',6'-triisopropyl-4-methoxy-3,5,6-trimethyl-[1,1'-biphenyl]-2-yl)phosphine; ammonia; sodium t-butanolate; In 1,4-dioxane; at 100 ℃; for 24h; Inert atmosphere;

DOI:10.1021/ol401612c

Reference yield: 86.0%

9-ethyl-3-nitro-carbazole (86-20-4) → 9-ethyl-9H-carbazol-3-ylamine (132-32-1)

Guidance literature:

With tin(II) chloride dihdyrate; In ethanol; Reflux;

DOI:10.1071/CH16169

Reference yield: 65.0%

9-ethyl-3-nitro-carbazole (86-20-4) → 9-ethyl-9H-carbazol-3-ylamine (132-32-1) + 3-azoxy-9-ethylcarbazole (104563-32-8) + 3-Amino-4-ethoxy-9-ethylcarbazol

Guidance literature:

With sodium hydroxide; Raney-alloy; In ethanol; for 1h; Heating;

upstream raw materials:

9-ethyl-3-nitro-carbazole

methanol

ethanol

9-(3-Methyl-butyl)-3-nitro-9H-carbazole

Downstream raw materials:

(9-Ethyl-9H-carbazol-3-yl)-[1-(9-ethyl-9H-carbazol-3-yl)-meth-(E)-ylidene]-amine

(9-Ethyl-9H-carbazol-3-yl)-[1-p-tolyl-meth-(E)-ylidene]-amine

[1-(4-Chloro-phenyl)-meth-(E)-ylidene]-(9-ethyl-9H-carbazol-3-yl)-amine

(9-Ethyl-9H-carbazol-3-yl)-[1-(4-nitro-phenyl)-meth-(E)-ylidene]-amine

Refernces

Synthesis and electronic spectra of new low-molecular weight compounds with possible application in electroluminescent layers

10.2478/s11532-011-0098-3

The study focuses on the synthesis and investigation of two new low-molecular weight compounds, (Z)-4-(4-(dimethylamino)benzylidene)-1-(9-ethyl-9H-carbazol-3-yl)-2-phenyl-1H-imidazol-5(4H)-one (5) and 2-(6-hydroxyhexyl)-6-(pyrrolidin-1-yl)-1H-benzo[de]isoquinoline-1,3(2H)-dione (10), for potential application in organic light-emitting devices. Compound 5 was synthesized through a two-step process involving Erlenmeyer condensation and subsequent reaction with 9-ethyl-9H-carbazol-3-amine, while compound 10 was obtained via a known procedure followed by non-catalytic N-arylation with pyrrolidine. Their photophysical properties were examined in solution and in poly(methyl methacrylate) films, revealing fluorescence quantum yields of around 0.10 and 1.00 for compounds 5 and 10 in films, respectively. Experimental electroluminescent structures were prepared with compound 5, demonstrating stable light emission at 600-630 nm for 8 hours under 40 V AC with 1-3 KHz frequency, while compound 10 showed promising but short-lived electroluminescence.