4-Chloroindole

Base Information

• Chemical Name: 4-Chloroindole
• CAS No.: 25235-85-2
• Molecular Formula: C8H6ClN
• Molecular Weight: 151.595
• Hs Code.: 29339990
• European Community (EC) Number: 246-747-8,672-945-2
• NSC Number: 88141
• DSSTox Substance ID: DTXSID30179894
• Nikkaji Number: J236.099C
• Wikipedia: 4-chloroindole
• Wikidata: Q72452244
• Mol file: 25235-85-2.mol

Synonyms:4-chloroindole

Chemical Property of 4-Chloroindole

Chemical Property:

• Appearance/Colour: Light-yellow liquid
• Vapor Pressure: 0.00309mmHg at 25°C
• Refractive Index: n20/D 1.628(lit.)
• Boiling Point: 293 °C at 760 mmHg
• PKA: 16.10±0.30(Predicted)
• Flash Point: 158.9 °C
• PSA: 15.79000
• Density: 1.331 g/cm³
• LogP: 2.82130
• Storage Temp.: 2-8°C
• Solubility.: ethanol: soluble50mg/mL, clear, colorless
• Water Solubility.: insoluble
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 151.0188769
• Heavy Atom Count: 10
• Complexity: 126

Purity/Quality:

99% ^*data from raw suppliers

4-Chloroindole ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C(C=CN2)C(=C1)Cl
• Uses: Indole derivative. Inhibitor

Technology Process of 4-Chloroindole

There total 43 articles about 4-Chloroindole 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: 99.0%

methyl 4-chloro-indole-1-carboxylate (81038-36-0) → 4-chloro-1H-indole (25235-85-2)

Guidance literature:

With potassium hydroxide; In methanol; for 1h; Reflux;

DOI:10.1002/adsc.201701512

Reference yield: 92.0%

2-(2-amino-6-chlorophenyl)ethyl alcohol (100376-53-2) → 4-chloro-1H-indole (25235-85-2)

Guidance literature:

tris(triphenylphosphine)ruthenium(II) chloride; In toluene; for 6h; Heating;

DOI:10.1021/jo00289a036 DOI:10.1039/c39860001575

Reference yield: 75.0%

2-(2-chloro-6-nitrophenyl)-ethanol (102493-68-5) → 4-chloro-1H-indole (25235-85-2)

Guidance literature:

With hydrogen; In o-xylene; for 12h; under 760.051 Torr; Reflux;

DOI:10.1039/c4ra11893f

upstream raw materials:

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

3-Nitrochlorobenzene

vinyl magnesium bromide

2-(2-amino-6-chlorophenyl)ethyl alcohol

Downstream raw materials:

4-chloro-3-dimethylaminomethylindole

4-chloroindole-3-carboxaldehyde

4-phenyl-1H-indole

4-chloroindoline

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、 Ning, Xiao-Shan,Liang, Xin,Hu, Kang-Fei,Yao, Chuan-Zhi,Qu, Jian-Ping,Kang, Yan-Biao. "Pd-tBuONO Cocatalyzed Aerobic Indole Synthesis". supporting information. p. 1590 - 1594. Retrieved 2018/04/30.