2,2-Dimethyl-1,2-dihydroquinoline

Base Information

• Chemical Name: 2,2-Dimethyl-1,2-dihydroquinoline
• CAS No.: 14465-61-3
• Molecular Formula: C11H13N
• Molecular Weight: 159.231
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID20498243
• Nikkaji Number: J2.121.133H
• Wikidata: Q82348172
• Mol file: 14465-61-3.mol

Synonyms:2,2-dimethyl-1,2-dihydroquinoline;14465-61-3;2,2-dimethyl-1H-quinoline;2,2-dimethyl-1,2-dihydro-quinoline;Quinoline, 1,2-dihydro-2,2-dimethyl-;2-methylquinaldine;1,2-Dihydro-2,2-dimethylquinoline;Dimethyldihydrochinolin;Quinoline,1,2-dihydro-2,2-dimethyl-;SCHEMBL2255782;AMY2368;DTXSID20498243;JWSUYSBONRNZRW-UHFFFAOYSA-N;AKOS006291602;SB67432;AC-22538;FT-0755040;EN300-214864;A808255

Chemical Property of 2,2-Dimethyl-1,2-dihydroquinoline

Chemical Property:

• Appearance/Colour: liquid
• Vapor Pressure: 0.016mmHg at 25°C
• Refractive Index: 1.53
• Boiling Point: 256.286 °C at 760 mmHg
• Flash Point: 111.057 °C
• PSA: 12.03000
• Density: 0.971 g/cm³
• LogP: 3.04190
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 159.104799419
• Heavy Atom Count: 12
• Complexity: 193

Purity/Quality:

97% ^*data from raw suppliers

2,2-DIMETHYL-1,2-DIHYDRO-QUINOLINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C=CC2=CC=CC=C2N1)C

Technology Process of 2,2-Dimethyl-1,2-dihydroquinoline

There total 11 articles about 2,2-Dimethyl-1,2-dihydroquinoline 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: 74.0%

3-methyl-3-phenylamino-1-butyne (7471-09-2) → 2,2-dimethyl-1,2-dihydroquinoline (14465-61-3)

Guidance literature:

With copper(l) chloride; In tetrahydrofuran; for 14h; Heating;

DOI:10.1021/jm970699s

Reference yield: 42.0%

(E)-4-(2-aminophenyl)-2-methylbut-3-en-2-ol (1002109-61-6) → 2,2-dimethyl-1,2-dihydroquinoline (14465-61-3)

Guidance literature:

With 3,3',3''-phosphinidynetris-benzenesulfonic acid tri-Na salt; palladium diacetate; In ethanol; water; at 80 ℃; for 1.5h;

DOI:10.1002/adsc.200600584

Reference yield: 30.0%

(1,1-Dimethyl-prop-2-ynyl)-(4-trimethylsilanyl-phenyl)-amine → 2,2-dimethyl-1,2-dihydroquinoline (14465-61-3) + 2,2-dimethyl-6-trimethylsilyl-1,2-dihydroquinoline (171898-79-6)

Guidance literature:

With copper(l) chloride; In toluene; Heating;

DOI:10.1016/j.tet.2004.10.035

upstream raw materials:

3-methyl-3-phenylamino-1-butyne

(E)-4-(2-aminophenyl)-2-methylbut-3-en-2-ol

2-methyl-3-buten-2-ol

2-iodophenylamine

Downstream raw materials:

2,2-dimethyl-1,2,3,4-tetrahydroquinoline

1-tert-butoxycarbonyl-1,2-dihydro-2,2-dimethylquinoline

1,2,3,4-tetrahydro-2,2,3-trimethylquinoline

(R/S)-3-ethyl-1,2,3,4-tetrahydro-2,2-dimethylquinoline