2-CHLOROINDOLE

Base Information

• Chemical Name: 2-CHLOROINDOLE
• CAS No.: 16863-96-0
• Molecular Formula: C8H6 Cl N
• Molecular Weight: 151.595
• Hs Code.: 2933990090
• Mol file: 16863-96-0.mol

Synonyms:Indole,3-chloro- (6CI,8CI);3-Chloroindole;3-Chloro-1H-indole;

Chemical Property of 2-CHLOROINDOLE

Chemical Property:

• Vapor Pressure: 0.00309mmHg at 25°C
• Melting Point: 94-95 °C(Solv: hexane (110-54-3))
• Refractive Index: 1.688
• Boiling Point: 293 °C at 760 mmHg
• PKA: 15.42±0.30(Predicted)
• Flash Point: 158.9 °C
• PSA: 15.79000
• Density: 1.331 g/cm³
• LogP: 2.82130
• Storage Temp.: Sealed in dry,under -80°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Chloro-1H-indole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Chloroindole is used to prepare 2-pyrrolidinone derivatives as anticonvulsants.

Technology Process of 2-CHLOROINDOLE

There total 18 articles about 2-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: 100.0%

indole (120-72-9) → 3-chloro-1H-indole (16863-96-0)

Guidance literature:

indole; With N,N'-dimethylpiperazine; N-chloro-succinimide; In dichloromethane; at 0 ℃; for 2h; Inert atmosphere;

With 3-methyl-2-buten-1-ol; trichloroacetic acid; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.tetlet.2011.01.020

Reference yield: 95.0%

3-Iodo-1H-indole (26340-47-6) → 2,3-dichloro-1H-indole (101495-59-4) + 3-chloro-1H-indole (16863-96-0)

Guidance literature:

With sulfuryl dichloride; In diethyl ether; at 0 ℃; for 1h; Product distribution;

Reference yield: 91.6%

indole (120-72-9) + N-chloro-succinamide → 3-chloro-1H-indole (16863-96-0)

Guidance literature:

With sodium hydrogensulfite; In N-methyl-acetamide; water;

upstream raw materials:

indole

1-benzoyl-3-chloro-indole

benzenesulfonyl chloride

1-indoline

Downstream raw materials:

2-oxoindole

methyl 9-benzyl-9H-carbazole-3-carboxylate

3-chloro-1-tosyl-1H-indole

3-chloro-1-(phenylsulfonyl)-1H-indole

Refernces

• 1、 De Rosa. "-". . p. 482. Retrieved 1975.
• 2、 De Rosa,Alonso. "-". . p. 2639,2642. Retrieved 1978.
• 3、 Liang, Peng,Zhao, Hang,Zhou, Tingting,Zeng, Kaiyun,Jiao, Wei,Pan, Yang,Liu, Yazhou,Fang, Dongmei,Ma, Xiaofeng,Shao, Huawu. "Rapid Oxidation Indoles into 2-Oxindoles Mediated by PIFA in Combination with n-Bu4NCl ? H2O". . p. 3532 - 3538. Retrieved 2021/06/09.
• 4、 Rogers, David A.,Gallegos, Jillian M.,Hopkins, Megan D.,Lignieres, Austin A.,Pitzel, Amy K.,Lamar, Angus A.. "Visible-light photocatalytic activation of N-chlorosuccinimide by organic dyes for the chlorination of arenes and heteroarenes". . . Retrieved 2019/08/12.