3-Nitrocarbazole

Base Information

• Chemical Name: 3-Nitrocarbazole
• CAS No.: 3077-85-8
• Molecular Formula: C12H8 N2 O2
• Molecular Weight: 212.208
• Hs Code.: 2933990090
• European Community (EC) Number: 221-367-5
• NSC Number: 67708
• UNII: 13QQ7XQ10F
• DSSTox Substance ID: DTXSID90184787
• Nikkaji Number: J45.206H
• Wikidata: Q27894357
• ChEMBL ID: CHEMBL164388
• Mol file: 3077-85-8.mol

Synonyms:3-Nitro-9H-carbazole;3-Nitrocarbazole;3077-85-8;9H-Carbazole, 3-nitro-;NSC 67708;CCRIS 6501;EINECS 221-367-5;BRN 0185812;13QQ7XQ10F;NSC-67708;NSC67708;3-Nitro-9H-carbazole #;Cambridge id 5105625;UNII-13QQ7XQ10F;Oprea1_273349;CARBAZOLE, 3-NITRO-;CBDivE_001994;SCHEMBL151534;CHEMBL164388;INF-51;DTXSID90184787;BCP10361;MFCD00034691;STK083854;AKOS003653948;NCGC00320554-01;AS-57772;LS-51822;SY094029;CS-0060589;FT-0672760;AB01315868-02;A856600;SR-01000195341;J-018134;SR-01000195341-1;Q27894357

Chemical Property of 3-Nitrocarbazole

Chemical Property:

• Vapor Pressure: 8.12E-08mmHg at 25°C
• Melting Point: 216-217℃
• Boiling Point: 448.6°Cat760mmHg
• PKA: 15.19±0.30(Predicted)
• Flash Point: 225.1°C
• PSA: 61.61000
• Density: 1.435g/cm³
• LogP: 3.75250
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: DMSO (Slightly), Ethanol (Slightly, Heated), Methanol (Very Slightly, Heated)
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 212.058577502
• Heavy Atom Count: 16
• Complexity: 289

Purity/Quality:

99% ^*data from raw suppliers

3-Nitrocarbazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C3=C(N2)C=CC(=C3)[N+](=O)[O-]
• Uses: 3-Nitrocarbazole is a nitrated polycyclic aromatic hydrocarbon (PAH) with mutagenic activity.

Technology Process of 3-Nitrocarbazole

There total 59 articles about 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: 98.0%

2-azido-5-nitrobiphenyl (91330-60-8) → 3-Nitro-carbazol (3077-85-8) + 2-amino-5-nitro-biphenyl (29608-75-1)

Guidance literature:

With aluminium trichloride; In dichloromethane; Ambient temperature;

DOI:10.1039/P19870000057

Reference yield: 95.0%

C14H16N2O2 → 3-Nitro-carbazol (3077-85-8)

Guidance literature:

C₁₄H₁₆N₂O₂; With dichloro[1,3-bis(2-methylphenyl)-2-imidazolidinylidene](benzylidene) (tricyclohexylphosphine) ruthenium(II); In ethyl acetate; at 70 ℃; for 2h; under 760.051 Torr; Sealed tube; Inert atmosphere;

With oxygen; In ethyl acetate; at 70 ℃; for 24h; under 760.051 Torr; Sealed tube;

DOI:10.1002/chem.202001961

Reference yield: 90.0%

6-nitro-2,3,4,9-tetrahydro-1H-carbazole (50823-86-4) → 3-Nitro-carbazol (3077-85-8)

Guidance literature:

With copper(II) choride dihydrate; In dimethyl sulfoxide; at 100 ℃; for 24h;

DOI:10.1016/j.tetlet.2018.01.061

upstream raw materials:

tetrachloromethane

9-nitroso-9H-carbazole

6-nitro-2,3,4,9-tetrahydro-1H-carbazole

3-nitro-9-nitroso-carbazole

Downstream raw materials:

9-ethyl-3-nitro-carbazole

3-nitro-9-phenyl-9H-carbazole

9-benzyl-3-nitro-9H-carbazole

9-benzoyl-3-nitro-carbazole

Refernces

• 1、 Schildcrout, Steven M.,Krafcik, Randolph B.,Masnovi, John. "Gas-Phase Reactivities and Interchromophoric Effects in 1,n-Dicarbazolylalkane Cations and Related Species". . p. 7026 - 7034. Retrieved 1991.
• 2、 Steingruber, H. Sebastián,Mendioroz, Pamela,Volpe, María A.,Gerbino, Darío C.. "Convenient One-Pot Synthesis of 9 H -Carbazoles by Microwave Irradiation Employing a Green Palladium-Based Nanocatalyst". . p. 4048 - 4058. Retrieved 2021/08/03.
• 3、 Kawauchi, Daichi,Noda, Kenta,Komatsu, Yoshiyuki,Yoshida, Kei,Ueda, Hirofumi,Tokuyama, Hidetoshi. "Aerobic Dehydrogenation of N-Heterocycles with Grubbs Catalyst: Its Application to Assisted-Tandem Catalysis to Construct N-Containing Fused Heteroarenes". supporting information. p. 15793 - 15798. Retrieved 2020/10/12.