5-Bromo-7-nitroindoline

Base Information

• Chemical Name: 5-Bromo-7-nitroindoline
• CAS No.: 80166-90-1
• Molecular Formula: C8H7BrN2O2
• Molecular Weight: 243.06
• Hs Code.: 2933990090
• European Community (EC) Number: 279-411-4
• DSSTox Substance ID: DTXSID701001044
• Nikkaji Number: J267.454H
• Wikidata: Q70000037
• Mol file: 80166-90-1.mol

Synonyms:5-Bromo-7-nitroindoline;80166-90-1;5-bromo-7-nitro-2,3-dihydro-1H-indole;1H-INDOLE, 5-BROMO-2,3-DIHYDRO-7-NITRO-;EINECS 279-411-4;5-bromo-7nitroindoline;SCHEMBL768764;VXKXMHDXFLFIFI-UHFFFAOYSA-N;DTXSID701001044;MFCD00005708;5-Bromo-7-nitroindoline, AldrichCPR;AKOS015834750;CS-W008381;MB00171;AC-27810;DS-18246;A9946;FT-0620152;B-8956;F10386

Chemical Property of 5-Bromo-7-nitroindoline

Chemical Property:

• Appearance/Colour: Orange to brown solid
• Vapor Pressure: 6.67E-05mmHg at 25°C
• Melting Point: 133-136 °C
• Refractive Index: 1.64
• Boiling Point: 344.2 °C at 760 mmHg
• PKA: -1.87±0.20(Predicted)
• Flash Point: 162 °C
• PSA: 57.85000
• Density: 1.704 g/cm³
• LogP: 2.98650
• Storage Temp.: 2-8°C
• Water Solubility.: Insoluble in water.
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 241.96909
• Heavy Atom Count: 13
• Complexity: 219

Purity/Quality:

99% ^*data from raw suppliers

5-Bromo-7-nitroindoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNC2=C1C=C(C=C2[N+](=O)[O-])Br
• Uses: 5-Bromo-7-nitroindoline is used as pharmaceuticals and intermediates.

Technology Process of 5-Bromo-7-nitroindoline

There total 12 articles about 5-Bromo-7-nitroindoline 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%

C22H27BrN2O5Si → 5-Bromo-7-nitroindoline (80166-90-1) + 2-(((tert-butyldimethylsilyl)oxy)methyl)phenol (96013-80-8)

Guidance literature:

With water; In 1,4-dioxane; dichloromethane; at 20 ℃; for 7h; UV-irradiation;

DOI:10.1055/s-2007-985580

Reference yield: 90.0%

C17H15BrN2O4 → 5-Bromo-7-nitroindoline (80166-90-1) + 4-Methylbenzyl alcohol (589-18-4)

Guidance literature:

With water; In 1,4-dioxane; dichloromethane; at 20 ℃; for 9h; UV-irradiation;

DOI:10.1055/s-2007-985580

Reference yield: 88.0%

C19H20BrN3O3 → 5-Bromo-7-nitroindoline (80166-90-1) + 4-tert-Butylaniline (769-92-6)

Guidance literature:

With water; In 1,4-dioxane; dichloromethane; at 20 ℃; for 14h; UV-irradiation;

DOI:10.1055/s-2007-985580

upstream raw materials:

L-Leucine benzyl ester

Boc-(OBzl)Tyr-Gly-Gly-Phe-Bni

H-Gly-Phe-Leu-NH₂

Boc-(OBzl)Tyr-D-Ala-Bni

Downstream raw materials:

N-[1-(4-methoxy-benzenesulfonyl)-2,3-dihydro-1H-indol-7-yl]-4-isonicotinamide

Refernces

• 1、 -. "PHOTOREACTIVE COLLAGEN-LIKE PEPTIDES". Paragraph 0092. . Retrieved 2019/04/30.
• 2、 Mifune, Yuto,Nakamura, Hiroyuki,Fuse, Shinichiro. "A rapid and clean synthetic approach to cyclic peptides: Via micro-flow peptide chain elongation and photochemical cyclization: Synthesis of a cyclic RGD peptide". . p. 11244 - 11249. Retrieved 2016/12/09.