4-Bromoindole

Base Information

• Chemical Name: 4-Bromoindole
• CAS No.: 52488-36-5
• Molecular Formula: C8H6BrN
• Molecular Weight: 196.046
• Hs Code.: 29339990
• DSSTox Substance ID: DTXSID50350300
• Nikkaji Number: J606.039K
• Wikidata: Q72457316
• ChEMBL ID: CHEMBL1922275
• Mol file: 52488-36-5.mol

Synonyms:4-Bromoindole;4-bromo-1H-indole;52488-36-5;1H-INDOLE, 4-BROMO-;MFCD00671502;CHEMBL1922275;4-bromo-indole;4-Bromoindole, 96%;SCHEMBL147290;GRJZJFUBQYULKL-UHFFFAOYSA-;DTXSID50350300;BCP00057;CS-D1365;BBL100638;BDBM50358748;GEO-00479;STL554432;AKOS005146230;AC-1029;AC-6685;MS-1992;PB10160;BP-10280;SY008903;AM20040627;B1797;FT-0601205;FT-0630305;A15618;B-8400;B-8404;EN300-102700;Z1255488032

Chemical Property of 4-Bromoindole

Chemical Property:

• Appearance/Colour: Clear yellowish-green or dark brown liquid
• Vapor Pressure: 0.000219mmHg at 25°C
• Melting Point: 17 °C
• Refractive Index: n20/D 1.655(lit.)
• Boiling Point: 316.9 °C at 760 mmHg
• PKA: 16.07±0.30(Predicted)
• Flash Point: 145.5 °C
• PSA: 15.79000
• Density: 1.66 g/cm³
• LogP: 2.93040
• Storage Temp.: 0-6°C
• Solubility.: Chloroform (Sparingly), DMSO (Slightly) Ethyl Acetate
• Water Solubility.: Not miscible in water.
• XLogP3: 3.4
• 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:

98%min. ^*data from raw suppliers

4-Bromoindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:
• Safety Statements: S26:; S36:

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CN2)C(=C1)Br
• Uses: 4-Bromoindole is a potential inhibitor of GSK-3. It is also used as pharmaceutical intermediates. 4-Bromoindole may be used to synthesize:clavicipitic acid, an ergot alkaloid4-bromodehydrotryptophan3-indolylacetonitrile derivativemarine alkaloid dictyodendrin B

Technology Process of 4-Bromoindole

There total 42 articles about 4-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: 98.0%

4-bromo-1-[(4-methylphenyl)sulfonyl]-1H-indole (90481-72-4) → 4-bromo-1H-indole (52488-36-5)

Guidance literature:

With sodium hydroxide; In methanol; for 12h; Heating;

Reference yield: 96.0%

4-bromo-1-(trifluoromethylsulfonyl)indole (1180007-97-9) → 4-bromo-1H-indole (52488-36-5)

Guidance literature:

With sodium hydroxide; In methanol; water; at 100 ℃; for 12h;

DOI:10.1021/ja904709b

Reference yield: 95.0%

4-bromo-2,3-dihydro-1H-indole (86626-38-2) → 4-bromo-1H-indole (52488-36-5)

Guidance literature:

With sodium carbonate; In ethyl acetate; at 120 ℃; for 24h; Sealed tube; Green chemistry;

DOI:10.1002/adsc.201700178

upstream raw materials:

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

2-(2-amino-6-bromophenyl)ethan-1-ol

4-bromo-1-[(4-methylphenyl)sulfonyl]-1H-indole

3-bromo-2-ethenylaniline

Downstream raw materials:

1‐benzyl‐4‐bromo‐1H‐indole

1-(4-bromo-1H-indol-3-yl)-N,N-dimethylmethanamine

4-formyl indole

4-bromo-1-[(4-methylphenyl)sulfonyl]-1H-indole

Refernces

• 1、 Cai, Hu,Tan, Wei,Xie, Yongfa,Yang, Ruchun,Yue, Shusheng. "DMSO/t-BuONa/O2-Mediated Aerobic Dehydrogenation of Saturated N-Heterocycles". . p. 7501 - 7509. Retrieved 2020/07/07.
• 2、 -. "A indole compound and its preparation method and application (by machine translation)". Paragraph 0131; 0138; 0139. . Retrieved 2018/10/02.