5-bromo-3,4-dihydro-2H-pyran

Base Information

• Chemical Name: 5-bromo-3,4-dihydro-2H-pyran
• CAS No.: 26274-19-1
• Molecular Formula: C5H7BrO
• Molecular Weight: 163.014
• DSSTox Substance ID: DTXSID40416060
• Nikkaji Number: J1.487.578F
• Wikidata: Q82225203
• Mol file: 26274-19-1.mol

Synonyms:5-bromo-3,4-dihydro-2H-pyran;26274-19-1;3-bromo-5,6-dihydro-4H-pyran;2H-Pyran, 5-bromo-3,4-dihydro-;SCHEMBL3875466;DTXSID40416060;BOKLDMFBZUFZGT-UHFFFAOYSA-N;BBA27419;AKOS024052319;FT-0715227;EN300-117838;InChI=1/C5H7BrO/c6-5-2-1-3-7-4-5/h4H,1-3H

Chemical Property of 5-bromo-3,4-dihydro-2H-pyran

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 161.96803
• Heavy Atom Count: 7
• Complexity: 88.1

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC(=COC1)Br

Technology Process of 5-bromo-3,4-dihydro-2H-pyran

There total 1 articles about 5-bromo-3,4-dihydro-2H-pyran 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:

3,4-dihydro-2H-pyran (110-87-2) + tetrachloromethane (56-23-5) + N-Bromosuccinimide (128-08-5) → 2,3-dibromotetrahydropyran (56660-59-4) + 5-bromo-3,4-dihydro-2H-pyran (26274-19-1) + N-(3-bromo-tetrahydro-pyran-2-yl)-succinimide (98949-99-6)

Guidance literature:

DOI:10.1021/jo01102a012

Reference yield: 97.0%

5-bromo-3,4-dihydro-2H-pyran (26274-19-1) + phenylboronic acid (98-80-6) → 5-phenyl-3,4-dihydro-2H-pyran (15990-78-0)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium carbonate; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In ethanol; water; toluene; at 80 ℃; for 24h; Schlenk technique; Inert atmosphere; Sealed tube;

DOI:10.1002/adsc.202100605

Reference yield: 75.0%

5-bromo-3,4-dihydro-2H-pyran (26274-19-1) + 1-ethenylcyclohexene (931-49-7) → 5-(cyclohexen-1-ylethynyl)-3,4-dihydro-2H-pyran

Guidance literature:

With copper(l) iodide; diethylamine; lithium chloride; bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine; at 70 ℃; for 8h;

DOI:10.1002/ejoc.200500130

upstream raw materials:

3,4-dihydro-2H-pyran

tetrachloromethane

N-Bromosuccinimide

Downstream raw materials:

3-bromo-2-ethoxy-5,6-dihydro-2H-pyran

dibenzoyl peroxide

pent-1-yn-5-ol

6,6-diphenyl-3,5,6,6a-tetrahydro-2H-cyclobutapyran