1-(3-Bromoprop-1-ynyl)-2-fluorobenzene

Base Information

• Chemical Name: 1-(3-Bromoprop-1-ynyl)-2-fluorobenzene
• CAS No.: 1020153-63-2
• Molecular Formula: C₉H₆BrF
• Molecular Weight: 213.049
• European Community (EC) Number: 848-785-6
• Mol file: 1020153-63-2.mol

Synonyms:1020153-63-2;1-(3-BROMOPROP-1-YN-1-YL)-2-FLUOROBENZENE;1-(3-bromoprop-1-ynyl)-2-fluorobenzene;1-(3-Bromoprop-1-ynyl)-2-fluoro-benzene;SCHEMBL436732;QTIFDCKVZYPQKD-UHFFFAOYSA-N;MFCD22482443;CS-0228676;EN300-319767;F86392

Chemical Property of 1-(3-Bromoprop-1-ynyl)-2-fluorobenzene

Chemical Property:

• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 211.96369
• Heavy Atom Count: 11
• Complexity: 177

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C#CCBr)F

Technology Process of 1-(3-Bromoprop-1-ynyl)-2-fluorobenzene

There total 3 articles about 1-(3-Bromoprop-1-ynyl)-2-fluorobenzene 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: 49.0%

3-(2-fluorophenyl)-prop-2-yn-1-ol (208183-93-1) → 1-(3-bromoprop-1-yn-1-yl)-2-fluorobenzene (1020153-63-2)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 0 - 20 ℃; for 16h; Inert atmosphere;

DOI:10.1002/chem.201403560

Reference yield: 27.0%

→ 1-(3-bromoprop-1-yn-1-yl)-2-fluorobenzene (1020153-63-2)

Guidance literature:

Reference yield:

1-Fluoro-2-iodobenzene (348-52-7) → 1-(3-bromoprop-1-yn-1-yl)-2-fluorobenzene (1020153-63-2)

Guidance literature:

Multi-step reaction with 2 steps

1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diethylamine / 5 h / 20 °C / Inert atmosphere

2: carbon tetrabromide; triphenylphosphine / dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; carbon tetrabromide; diethylamine; triphenylphosphine; In dichloromethane; 1: |Sonogashira Cross-Coupling;

DOI:10.1002/chem.201403560

upstream raw materials:

3-(2-fluorophenyl)-prop-2-yn-1-ol

1-Fluoro-2-iodobenzene

Refernces

• 1、 Cobb, Alexander J. A.,Dell'Isola, Antonio,Abdulsattar, Ban O.,McLachlan, Matthew M. W.,Neuman, Benjamin W.,Müller, Christin,Shankland, Kenneth,Al-Mulla, Hawaa M. N.,Binks, Alexander W. D.,Elvidge, Warren. "Synthesis and antiviral activity of novel spirocyclic nucleosides". . p. 18363 - 18380. Retrieved 2018/11/23.
• 2、 Dell'Isola, Antonio,McLachlan, Matthew M. W.,Neuman, Benjamin W.,Al-Mullah, Hawaa M. N.,Binks, Alexander W. D.,Elvidge, Warren,Shankland, Kenneth,Cobb, Alexander J. A.. "Synthesis and antiviral properties of spirocyclic [1,2,3]-Triazolooxazine nucleosides". supporting information. p. 11685 - 11689. Retrieved 2014/10/15.