8-BROMOCHROMANE

Base Information

• Chemical Name: 8-BROMOCHROMANE
• CAS No.: 3722-78-9
• Molecular Formula: C9H9BrO
• Molecular Weight: 213.074
• Hs Code.: 2932999099
• Mol file: 3722-78-9.mol

Synonyms:8-bromo-chromane;8-bromo-3,4-dihydro-2H-benzopyran;8-bromo-chroman;

Chemical Property of 8-BROMOCHROMANE

Chemical Property:

• PSA: 9.23000
• LogP: 2.77410
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

NLT 98% ^*data from raw suppliers

8-Bromochromane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 8-BROMOCHROMANE

There total 10 articles about 8-BROMOCHROMANE 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: 72.0%

C9H9BrO2 → 8-bromo-3,4-dihydro-2H-1-benzopyran (3722-78-9)

Guidance literature:

With triethylsilane; trifluoroacetic acid; at 20 - 65 ℃; for 4h;

DOI:10.14233/ajchem.2015.17783

Reference yield:

C16H14BrIO3 → 8-bromo-3,4-dihydro-2H-1-benzopyran (3722-78-9) + 5-bromochromane (319478-14-3)

Guidance literature:

With pyridine; fac-tris(2-phenylpyridinato-N,C₂')iridium(III); In acetonitrile; at 30 ℃; for 1h; Overall yield = 52 percent; Overall yield = 55 mg; regioselective reaction; Inert atmosphere; Irradiation;

DOI:10.1021/acs.orglett.0c03058

Reference yield:

3-(2-bromo-phenyl)-propan-1-ol (52221-92-8) → 8-bromo-3,4-dihydro-2H-1-benzopyran (3722-78-9) + 5-bromochromane (319478-14-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 °C

2: fac-tris(2-phenylpyridinato-N,C₂')iridium(III); pyridine / acetonitrile / 1 h / 30 °C / Inert atmosphere; Irradiation

With pyridine; fac-tris(2-phenylpyridinato-N,C₂')iridium(III); In acetonitrile;

DOI:10.1021/acs.orglett.0c03058

upstream raw materials:

1,3-Dibromo-2-(3-bromo-propoxy)-benzene

2,6-dibromophenol

2-hydroxybromobenzene

3-(2-bromophenoxy)propionic acid

Downstream raw materials:

chromane-8-sulfonyl chloride

8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)chromane

Refernces

• 1、 Zheng, Yi-Wen,Ye, Pan,Chen, Bin,Meng, Qing-Yuan,Feng, Ke,Wang, Wenguang,Wu, Li-Zhu,Tung, Chen-Ho. "Benzene C-H Etherification via Photocatalytic Hydrogen-Evolution Cross-Coupling Reaction". supporting information. p. 2206 - 2209. Retrieved 2017/05/12.
• 2、 Kerrigan, Frank,Martin, Claire,Thomas, Gerard H.. "Synthesis of arylpiperazines via palladium-catalysed aromatic amination reactions of bromoarenes with N-tert-butoxycarbonylpiperazine". . p. 2219 - 2222. Retrieved 2007/10/03.