3-Methylindoline

Base Information

• Chemical Name: 3-Methylindoline
• CAS No.: 4375-15-9
• Molecular Formula: C9H11N
• Molecular Weight: 133.193
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID50335319
• Nikkaji Number: J80.812A
• Mol file: 4375-15-9.mol

Synonyms:3-methylindoline;4375-15-9;3-methyl-2,3-dihydro-1H-indole;3-Methyl Indoline;3-methyl-dihydroindole;1H-Indole, 2,3-dihydro-3-methyl-;MFCD07772115;2,3-dihydroskatole;SCHEMBL548964;SCHEMBL13372443;DTXSID50335319;2,3-Dihydro-3-methyl-1H-indole;3-methyl-2,3-di-hydro-1H-indole;AKOS000282650;AKOS022206115;SB64212;AS-82053;BS-13274;SY178552;CS-0199425;FT-0656676;EN300-41296;W18948

Chemical Property of 3-Methylindoline

Chemical Property:

• Vapor Pressure: 0.233mmHg at 25°C
• Melting Point: 124.5 °C
• Refractive Index: 1.534
• Boiling Point: 206.8 °C at 760 mmHg
• PKA: 5.24±0.40(Predicted)
• Flash Point: 78.2 °C
• PSA: 12.03000
• Density: 0.989 g/cm³
• LogP: 2.35360
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 133.089149355
• Heavy Atom Count: 10
• Complexity: 122

Purity/Quality:

98%Min ^*data from raw suppliers

3-Methyl-2,3-dihydroindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CNC2=CC=CC=C12

Technology Process of 3-Methylindoline

There total 26 articles about 3-Methylindoline 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: 97.3%

3-Methylindole (83-34-1) → 3-methyl-2,3-dihydro-1H-indole (4375-15-9)

Guidance literature:

With sodium cyanoborohydride; acetic acid; at 15 ℃; for 2h;

Reference yield: 79.8%

4-methyl-3,4-dihydro-2,1-benothiazine 2,2-oxide (76653-05-9) → 3-methyl-2,3-dihydro-1H-indole (4375-15-9)

Guidance literature:

at 650 ℃; Product distribution;

DOI:10.1021/ja00396a039

Reference yield: 71.0%

2-bromo-N-(prop-2-enyl)aniline (73396-91-5) → 3-methyl-2,3-dihydro-1H-indole (4375-15-9)

Guidance literature:

2-bromo-N-(prop-2-enyl)aniline; With tert.-butyl lithium; In diethyl ether; n-heptane; at -78 ℃; for 1h;

With N,N,N,N,-tetramethylethylenediamine; In diethyl ether; n-heptane; at 5 ℃; for 2h;

With methanol; In diethyl ether; n-heptane; at 20 ℃; for 1h;

DOI:10.1016/S0040-4039(03)01204-8

upstream raw materials:

3-Methylindole

3-methylindoline-2-thione

3-methyl-3-methylthioindol-2-one

2-bromo-N-(prop-2-enyl)aniline

Downstream raw materials:

3-methyl-octahydro-indole

2-isopropylaniline

1-[(4-chlorophenyl)methyl]-1H-indole-3-methane

2,3-dihydro-1,3-dimethylindole

Refernces

• 1、 Xie, Guilin,Zhao, Yuhan,Cai, Changqun,Deng, Guo-Jun,Gong, Hang. "Palladium-Catalyzed Direct and Specific C-7 Acylation of Indolines with 1,2-Diketones". supporting information. p. 410 - 415. Retrieved 2021/01/26.
• 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.