3-Ethenylquinoline

Base Information

• Chemical Name: 3-Ethenylquinoline
• CAS No.: 67752-31-2
• Molecular Formula: C11H9N
• Molecular Weight: 155.199
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID60465696
• Nikkaji Number: J2.055.171B
• Wikidata: Q82291857
• Mol file: 67752-31-2.mol

Synonyms:3-ethenylquinoline;3-VINYL-QUINOLINE;67752-31-2;3-vinylquinoline;SCHEMBL486937;DTXSID60465696;AIOYYTCXZWWCOP-UHFFFAOYSA-N;AKOS006330938;EN300-387525;A1-39505

Chemical Property of 3-Ethenylquinoline

Chemical Property:

• PSA: 12.89000
• LogP: 2.87780
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 155.073499291
• Heavy Atom Count: 12
• Complexity: 164

Purity/Quality:

99%min ^*data from raw suppliers

3-VINYL-QUINOLINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC1=CC2=CC=CC=C2N=C1

Technology Process of 3-Ethenylquinoline

There total 1 articles about 3-Ethenylquinoline 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%

3-bromoquinoline (5332-24-1) + vinylboronic acid (4363-34-2) → 3-ethenylquinoline (67752-31-2)

Guidance literature:

With cis,cis,cis-tetrakis[(diphenylphosphanyl)methyl]cyclopentane; potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)); In xylene; at 130 ℃; for 20h;

DOI:10.1002/ejoc.200300627

Reference yield: 98.0%

3-ethenylquinoline (67752-31-2) + benzaldehyde, hydrazone (5281-18-5) → C18H17N

Guidance literature:

With [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; 1,2-bis(dimethylphosphanyl)ethane; lithium tert-butoxide; In tetrahydrofuran; at 80 ℃; for 12h; regioselective reaction; Inert atmosphere;

DOI:10.1039/d0sc06586b

Reference yield: 91.0%

3-ethenylquinoline (67752-31-2) + 2-(3-methoxyphenyl)allyl diphenyl phosphate → (R)-3-(4-(3-methoxyphenyl)pent-4-en-2-yl)quinoline

Guidance literature:

With (dimethoxy)methylsilane; C₃₄H₃₆P₂*CuCl; lithium tert-butoxide; In tetrahydrofuran; at 20 ℃; for 16h; enantioselective reaction; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1021/jacs.6b02527

upstream raw materials:

3-bromoquinoline

vinylboronic acid

Downstream raw materials:

4-octene

Refernces