7-Bromoindole

Base Information

• Chemical Name: 7-Bromoindole
• CAS No.: 51417-51-7
• Molecular Formula: C8H6BrN
• Molecular Weight: 196.046
• Hs Code.: 29339990
• European Community (EC) Number: 625-873-0
• DSSTox Substance ID: DTXSID30373698
• Nikkaji Number: J380.937D
• Wikidata: Q72457309
• Mol file: 51417-51-7.mol

Synonyms:7-Bromoindole;7-bromo-1H-indole;51417-51-7;1H-INDOLE, 7-BROMO-;MFCD00799492;7-bromoindol;7-bromo-indole;7-brom-1H-indole;7-Bromoindole, 96%;BIDD:GT0121;SCHEMBL445281;DTXSID30373698;RDSVSEFWZUWZHW-UHFFFAOYSA-N;BCP00953;AKOS005206885;AC-5107;CS-W002687;MS-1993;PB29115;SY013868;A7581;AM20060208;B2873;FT-0601377;EN300-98387;B-8450;F1905-7199

Chemical Property of 7-Bromoindole

Chemical Property:

• Appearance/Colour: Beige-yellowish or brownish crystalline powder
• Vapor Pressure: 0.000738mmHg at 25°C
• Melting Point: 41-44 °C(lit.)
• Refractive Index: 1.711
• Boiling Point: 316.9 °C at 760 mmHg
• PKA: 15.33±0.30(Predicted)
• Flash Point: 145.5 °C
• PSA: 15.79000
• Density: 1.66 g/cm³
• LogP: 2.93040
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Sensitive.: Light Sensitive
• Solubility.: soluble in Methanol
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 194.96836
• Heavy Atom Count: 10
• Complexity: 126

Purity/Quality:

99% ^*data from raw suppliers

7-Bromoindole ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)Br)NC=C2
• Uses: 7-Bromoindole may be used in the synthesis of the following:indoledyestuffs8-bromocarboline

Technology Process of 7-Bromoindole

There total 37 articles about 7-Bromoindole 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%

7-bromo-N-(4-toluenesulfonyl)-1H-indole (189266-03-3) → 7-bromo-1H-indole (51417-51-7)

Guidance literature:

With formic acid; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 24h; Inert atmosphere; Sealed tube; Irradiation;

DOI:10.1002/adsc.202000578

Reference yield: 84.0%

1-(2-amino-3-bromophenyl)-2-chloroethan-1-one (74798-64-4) → 7-bromo-1H-indole (51417-51-7)

Guidance literature:

With sodium tetrahydroborate; In 1,4-dioxane; water; for 1h; Heating;

DOI:10.1021/jm00185a014

Reference yield: 82.0%

7-bromo-1-(pyrimidin-2-yl)-1H-indole → 7-bromo-1H-indole (51417-51-7)

Guidance literature:

With sodium t-butanolate; In dimethyl sulfoxide; at 90 ℃; for 12h; Inert atmosphere;

DOI:10.1002/ejoc.202100964

upstream raw materials:

7-bromo-1H-indole-2-carboxylic acid

2-nitrophenyl bromide

vinyl magnesium bromide

2,6-dibromoaniline

Downstream raw materials:

1H-indole-7-carbaldehyde

7-bromo-3-chloro-1H-indole

3,7-dibromoindole

7-bromo-1 H-indole-3-carbaldehyde

Refernces

• 1、 Harrowven, David C.,Lai, Darren,Lucas, Matthew C.. "A short synthesis of hippadine". . p. 1300 - 1302. Retrieved 1999.
• 2、 Liu, Shuyang,Tian, Miao,Bu, Xiubin,Tian, Hua,Yang, Xiaobo. "Covalent Organic Frameworks toward Diverse Photocatalytic Aerobic Oxidations". supporting information. p. 7738 - 7744. Retrieved 2021/05/07.
• 3、 Schnepel, Christian,Dodero, Veronica I.,Sewald, Norbert. "Novel Arylindigoids by Late-Stage Derivatization of Biocatalytically Synthesized Dibromoindigo". . p. 5404 - 5411. Retrieved 2021/03/03.