6-Nitro-1H-indole

Base Information

• Chemical Name: 6-Nitro-1H-indole
• CAS No.: 4769-96-4
• Molecular Formula: C8H6N2O2
• Molecular Weight: 162.148
• Hs Code.: 29339900
• European Community (EC) Number: 225-311-0
• NSC Number: 89285
• DSSTox Substance ID: DTXSID00197242
• Nikkaji Number: J208.785E
• Wikidata: Q72494835
• ChEMBL ID: CHEMBL325066
• Mol file: 4769-96-4.mol

Synonyms:6-Nitroindole;6-Nitro-1H-indole;4769-96-4;1H-Indole, 6-nitro-;MFCD00051497;MLS002694917;EINECS 225-311-0;6-nitro-indole;NSC89285;6-nitro-IH-indole;6-Nitro-1H-indole #;6-nitroindole, AldrichCPR;Oprea1_036961;SCHEMBL30011;CHEMBL325066;DTXSID00197242;HMS3092O15;6-nitroindole;6-nitro-1h-indole;STR04374;AM1023;NSC 89285;NSC-89285;AKOS005254326;AC-3097;CS-W001576;PB27405;PS-3278;7-Chloro-4-fluoroindole-3-acetonitrile;SMR001560831;SY003824;EU-0033530;FT-0621275;N0402;EN300-40528;N-3020;SR-01000390562;SR-01000390562-1;BRD-K64125621-001-06-9;Z414314666;7-FLUORO-4-METHOXY-BENZO[B]THIOPHENE-2-CARBOXYLICACIDMETHYLESTER;1227572-22-6

Chemical Property of 6-Nitro-1H-indole

Chemical Property:

• Appearance/Colour: yellow to brown-yellow powder
• Vapor Pressure: 3.98E-05mmHg at 25°C
• Melting Point: 137-143 °C
• Refractive Index: 1.723
• Boiling Point: 362.6 °C at 760 mmHg
• PKA: 14.76±0.30(Predicted)
• Flash Point: 173.1 °C
• PSA: 61.61000
• Density: 1.425 g/cm³
• LogP: 2.59930
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 162.042927438
• Heavy Atom Count: 12
• Complexity: 190

Purity/Quality:

99% ^*data from raw suppliers

6-Nitroindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,Xi
• Statements: 68-36/37/38-22
• Safety Statements: 45-36/37-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC2=C1C=CN2)[N+](=O)[O-]

Technology Process of 6-Nitro-1H-indole

There total 21 articles about 6-Nitro-1H-indole 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: 92.0%

6-nitroindoline (19727-83-4) → 6-nitroindole (4769-96-4)

Guidance literature:

With oxygen; salcomine; In methanol; at 25 ℃; for 5h;

DOI:10.1246/cl.1980.1287

Reference yield: 92.0%

2-ethynyl-5-nitroaniline (1245255-75-7) → 6-nitroindole (4769-96-4)

Guidance literature:

With [cyclopentadienylruthenium(II) bis-(2-diphenylphosphino-6-t-butylpyridine)(acetonitrile)]hexafluorophosphate; In tetrahydrofuran-d8; at 70 ℃; for 2h; Sealed tube;

DOI:10.1002/chem.201001075

Reference yield: 92.0%

C18H20N2O4 → 6-nitroindole (4769-96-4)

Guidance literature:

In ethylene glycol; at 170 ℃; Inert atmosphere;

DOI:10.1021/jo802604g

upstream raw materials:

6-nitroindoline

6-Nitro-1H-indole-2-carboxylic Acid

6-nitro-1H-indole-3-carboxylic acid

N-chloromethylsulfonyl-6-nitroindoline

Downstream raw materials:

6-amino-1H-indole

C₂₉H₂₆N₂O₇

C₂₉H₂₆N₂O₇

3-((3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-6-nitro-1H-indole

Refernces

• 1、 Vorob'eva, S. L.,Buyanov, V. N.,Suvorov, N. N.. "DEHYDROGENATION OF CERTAIN INDOLINE DERIVATIVES INTO INDOLES". . p. 506 - 507. Retrieved 1991.
• 2、 Hu, Rong-Bin,Lam, Ying-Pong,Ng, Wing-Hin,Wong, Chun-Yuen,Yeung, Ying-Yeung. "Zwitterion-induced organic-metal hybrid catalysis in aerobic oxidation". . p. 3498 - 3506. Retrieved 2021/04/07.
• 3、 Prasad, Bagineni,Das, Rabindra Nath,Jamroskovic, Jan,Kumar, Rajendra,Hedenstr?m, Mattias,Sabouri, Nasim,Chorell, Erik. "The Relation Between Position and Chemical Composition of Bis-Indole Substituents Determines Their Interactions with G-Quadruplex DNA". supporting information. p. 9561 - 9572. Retrieved 2020/07/09.