5-Chloroindoline

Base Information

• Chemical Name: 5-Chloroindoline
• CAS No.: 25658-80-4
• Molecular Formula: C8H8ClN
• Molecular Weight: 153.611
• Hs Code.: 2933990090
• European Community (EC) Number: 247-167-8
• DSSTox Substance ID: DTXSID40180355
• Nikkaji Number: J40.154D
• Wikidata: Q72452315
• Mol file: 25658-80-4.mol

Synonyms:5-Chloroindoline;25658-80-4;5-Chloro-2,3-dihydro-1H-indole;5-chloro-2,3-dihydro-(1h)-indole;EINECS 247-167-8;1H-Indole, 5-chloro-2,3-dihydro-;diisooctylmaleate;5-chloro-indoline;5-Chloroindoline, AldrichCPR;SCHEMBL154428;DTXSID40180355;HMS1704C15;MFCD01941330;AKOS000303162;FS-1730;SB36222;A5158;AM20050280;CS-0141300;FT-0638543;EN300-206400;Q-102586;Z235537274

Chemical Property of 5-Chloroindoline

Chemical Property:

• Appearance/Colour: Light yellow to brown liquid
• Vapor Pressure: 0.00847mmHg at 25°C
• Refractive Index: 1.579
• Boiling Point: 266.787 °C at 760 mmHg
• PKA: 4.48±0.20(Predicted)
• Flash Point: 115.149 °C
• PSA: 12.03000
• Density: 1.214 g/cm³
• LogP: 2.44600
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 153.0345270
• Heavy Atom Count: 10
• Complexity: 126

Purity/Quality:

99% ^*data from raw suppliers

5-chloroindoline 95-98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,T
• Statements: 25-51
• Safety Statements: 24/25-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNC2=C1C=C(C=C2)Cl

Technology Process of 5-Chloroindoline

There total 12 articles about 5-Chloroindoline 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%

5-chloro-1H-indole (17422-32-1) → 5-chloro-2,3-dihydroindole (25658-80-4)

Guidance literature:

With sodium cyanoborohydride; In acetic acid;

DOI:10.3987/COM-92-5993

Reference yield: 81.2%

→ 5-chloro-2,3-dihydroindole (25658-80-4)

Guidance literature:

With sodium cyanoborohydride; acetic acid; at 25 ℃; for 1h;

Reference yield: 81.0%

5-Chloro-2,3-dihydro-1H-indole-2-carboxylic acid (10241-98-2) → 5-chloro-2,3-dihydroindole (25658-80-4)

Guidance literature:

With 2C₁₆H₃₅N*I₄Pb^(2-)*2H⁽¹⁺⁾; In dichloromethane; for 14h; Inert atmosphere; Sealed tube; Irradiation;

DOI:10.1002/anie.201812225

upstream raw materials:

1-acetyl-5-chloro-indoline

5-chloro-1H-indole

1-Acetyl-2,3-dihydro-1H-indole

1-indoline

Downstream raw materials:

3-(5-chloro-1-indolinyl)benzonitrile

1-(tert-butoxycarbonyl)-5-chloroindoline

2-(5-chloro-2,3-dihydro-1H-indol-1-yl)benzamide

1-benzyl-5-methoxyindoline

Refernces

• 1、 Zhang, Sai,Gan, Jie,Xia, Zhaoming,Chen, Xiao,Zou, Yong,Duan, Xuezhi,Qu, Yongquan. "Dual-Active-Sites Design of Co@C Catalysts for Ultrahigh Selective Hydrogenation of N-Heteroarenes". supporting information. p. 2994 - 3006. Retrieved 2020/09/04.
• 2、 Li, Jinyu,Nie, Cunbin,Qiao, Yue,Hu, Jing,Li, Qifei,Wang, Qiang,Pu, Xiaohui,Yan, Lin,Qian, Hai. "Design, synthesis and biological evaluation of novel 2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole triazole derivatives as potent TRPV1 antagonists". . p. 433 - 445. Retrieved 2019/06/18.