9-METHYL-3-NITRO-9H-CARBAZOLE

Base Information

• Chemical Name: 9-METHYL-3-NITRO-9H-CARBAZOLE
• CAS No.: 61166-05-0
• Molecular Formula: C13H10 N2 O2
• Molecular Weight: 226.25
• Hs Code.: 2933990090
• UNII: 92NY5E84ZQ
• DSSTox Substance ID: DTXSID70210058
• Nikkaji Number: J570.225I
• Wikidata: Q83084614
• ChEMBL ID: CHEMBL1480477
• Mol file: 61166-05-0.mol

Synonyms:Carbazole,9-methyl-3-nitro- (6CI); 3-Nitro-9-methylcarbazole;9-Methyl-3-nitro-9H-carbazole; 9-Methyl-3-nitrocarbazole

Chemical Property of 9-METHYL-3-NITRO-9H-CARBAZOLE

Chemical Property:

• Vapor Pressure: 4.8E-05mmHg at 25°C
• Melting Point: 172 °C
• Boiling Point: 349.1°C at 760 mmHg
• Flash Point: 164.9°C
• PSA: 50.75000
• Density: 1.31g/cm³
• LogP: 3.76290
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 226.074227566
• Heavy Atom Count: 17
• Complexity: 315

Purity/Quality:

98%min ^*data from raw suppliers

9-METHYL-3-NITRO-9H-CARBAZOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2=C(C=C(C=C2)[N+](=O)[O-])C3=CC=CC=C31

Technology Process of 9-METHYL-3-NITRO-9H-CARBAZOLE

There total 4 articles about 9-METHYL-3-NITRO-9H-CARBAZOLE 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: 85.0%

N-methylcarbazole (1484-12-4) → 9-methyl-3-nitro-9H-carbazole (61166-05-0) + 9-methyl-1-nitro-9H-carbazole (66243-81-0) + 9-methyl-3,6-dinitro-9H-carbazole

Guidance literature:

With Iron(III) nitrate nonahydrate; In 1,2-dichloro-ethane; at 60 ℃; for 5h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.joc.9b00598

Reference yield: 84.0%

N-methylcarbazole (1484-12-4) → 3,6-dibromo-9-methyl-9H-carbazole (58246-82-5) + 9-methyl-3-nitro-9H-carbazole (61166-05-0) + 9-methyl-3,6-dinitro-9H-carbazole

Guidance literature:

With sodium nitrate; potassium bromide; In acetic acid; at 20 ℃; for 30h;

DOI:10.1023/B:RUJO.0000045178.33131.c2

Reference yield: 7.8%

N-methylcarbazole (1484-12-4) → 9-methyl-3-nitro-9H-carbazole (61166-05-0) + 9-methyl-1-nitro-9H-carbazole (66243-81-0) + 1,6-dinitro-9-methylcarbazole (111199-62-3) + 9-methyl-3,6-dinitro-9H-carbazole

Guidance literature:

With nitric acid; In acetic anhydride; Product distribution; Heating;

DOI:10.1002/oms.1210220110

upstream raw materials:

N-methylcarbazole

Refernces

• 1、 Murai, Masahito,Nishinaka, Naoki,Kimura, Mizuki,Takai, Kazuhiko. "Regioselective Functionalization of 9,9-Dimethyl-9-silafluorenes by Borylation, Bromination, and Nitration". . p. 5667 - 5676. Retrieved 2019/05/10.
• 2、 Chakrabarty,Batabyal. "A new method of nitration of carbazoles using ceric ammonium nitrate (CAN)". . p. 1 - 10. Retrieved 2007/10/02.