4-BROMO-3,6-DIHYDRO-2H-PYRAN

Base Information

• Chemical Name: 4-BROMO-3,6-DIHYDRO-2H-PYRAN
• CAS No.: 24265-23-4
• Molecular Formula: C5H7BrO
• Molecular Weight: 163.01
• Hs Code.: 2932999099
• Mol file: 24265-23-4.mol

Synonyms:4-Bromo-1,2,3,6-tetrahydropyran

Chemical Property of 4-BROMO-3,6-DIHYDRO-2H-PYRAN

Chemical Property:

• Boiling Point: 184.5±40.0 °C(Predicted)
• PSA: 9.23000
• Density: 1.580±0.06 g/cm3(Predicted)
• LogP: 1.68550

Purity/Quality:

98% ^*data from raw suppliers

4-Bromo-3,6-dihydro-2H-pyran ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-BROMO-3,6-DIHYDRO-2H-PYRAN

There total 4 articles about 4-BROMO-3,6-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: 90.0%

4,4-dibromotetrahydropyran → tetrahydropyran-4-enyl bromide (24265-23-4)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; at 100 - 120 ℃; for 3h; Large scale;

Reference yield: 77.6%

Tetrahydro-4H-pyran-4-one (29943-42-8,143562-54-3) → tetrahydropyran-4-enyl bromide (24265-23-4)

Guidance literature:

Tetrahydro-4H-pyran-4-one; With Oxalyl bromide; In Petroleum ether; at 5 - 10 ℃; for 5h; Inert atmosphere; Reflux;

With 2,3-dihydro-1H-pyrrolo[3,2-b]pyridine; sodium amide; In sulfolane; at 80 ℃; for 4h;

Reference yield:

5,6-dihydro-4-trifluoromethylsulfonyloxy-2H-pyran (188975-30-6) → tetrahydropyran-4-enyl bromide (24265-23-4)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; lithium bromide; In tetrahydrofuran; N,N-dimethyl acetamide; at 23 ℃; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.201906815

upstream raw materials:

Tetrahydro-4H-pyran-4-one

(dihydro-2H-pyran-4(3H)-ylidene)hydrazine

5,6-dihydro-4-trifluoromethylsulfonyloxy-2H-pyran

Downstream raw materials:

4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyran

4-phenethyl-3,6-dihydro-2H-pyran

3-fluoro-4-(tetrahydro-2H-pyran-4-yl)benzonitrile

4-(3,6-dihydro-2H-pyran-4-yl)-3-fluorobenzonitrile

Refernces

• 1、 -. "Preparation method of heteroatom-containing cyclohexene halide". Paragraph 0039-0041. . Retrieved 2019/12/25.
• 2、 -. "Method for synthesizing 3, 6-dihydro-2H-pyrazine (thiazine) furan-4-boric acid ester". Paragraph 0014. . Retrieved 2016/10/31.