5-BROMO-6-[1,3]DIOXOLAN-2-YL-BENZO[1,3]DIOXOLE

Base Information

• Chemical Name: 5-BROMO-6-[1,3]DIOXOLAN-2-YL-BENZO[1,3]DIOXOLE
• CAS No.: 2139-43-7
• Molecular Formula: C10H9BrO4
• Molecular Weight: 273.083
• Hs Code.: 2932999099
• Mol file: 2139-43-7.mol

Synonyms:1,3-Dioxolane,2-[2-bromo-4,5-(methylenedioxy)phenyl]-(6CI,7CI,8CI);NSC 30073;

Chemical Property of 5-BROMO-6-[1,3]DIOXOLAN-2-YL-BENZO[1,3]DIOXOLE

Chemical Property:

• Vapor Pressure: 0.000523mmHg at 25°C
• Melting Point: 68-69.5 °C
• Refractive Index: 1.597
• Boiling Point: 322.5 °C at 760 mmHg
• Flash Point: 130.5 °C
• PSA: 36.92000
• Density: 1.682g/cm³
• LogP: 2.22320

Purity/Quality:

99% ^*data from raw suppliers

5-BROMO-6-(1,3)DIOXOLAN-2-YL-BENZO(1,3)DIOXOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-BROMO-6-[1,3]DIOXOLAN-2-YL-BENZO[1,3]DIOXOLE

There total 5 articles about 5-BROMO-6-[1,3]DIOXOLAN-2-YL-BENZO[1,3]DIOXOLE 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: 100.0%

6-bromo-3,4-methylenedioxybenzaldehyde (15930-53-7) + ethylene glycol (107-21-1) → 5-bromo-6-(1,3-dioxolan-2-yl)benzo[d][1,3]dioxolane (2139-43-7)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; Heating;

DOI:10.1016/S0040-4039(02)00881-X

Reference yield: 93.0%

6-bromo-3,4-methylenedioxybenzaldehyde (15930-53-7) → 5-bromo-6-(1,3-dioxolan-2-yl)benzo[d][1,3]dioxolane (2139-43-7)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; for 16h; Reflux;

DOI:10.1039/d1sc03147c

Reference yield:

piperonal (120-57-0,30024-74-9) → 5-bromo-6-(1,3-dioxolan-2-yl)benzo[d][1,3]dioxolane (2139-43-7)

Guidance literature:

Multi-step reaction with 2 steps

1: bromine; acetic acid / methanol / 20 °C

2: toluene-4-sulfonic acid / toluene / 20 h / Reflux

With bromine; toluene-4-sulfonic acid; acetic acid; In methanol; toluene;

DOI:10.1016/j.ejmech.2015.09.009

upstream raw materials:

6-bromo-3,4-methylenedioxybenzaldehyde

ethylene glycol

triethylsilyl chloride

piperonal

Downstream raw materials:

α-2-<(1,3-dioxolan-2-yl)-4,5-methylenedioxyphenyl>-3,4,5-trimethoxybenzyl alcohol

5-[benzyloxy(3,4,5-trimethoxyphenyl)-methyl]-6-[1,3]dioxolan-2-yl-benzo[1,3]-dioxole

5-allyl-6-(4-methoxy-benzyloxymethyl)-benzo[1,3]dioxole

Refernces

• 1、 Liang, Leilei,Li, Ji,Shen, Baochun,Zhang, Yili,Liu, Jianping,Chen, Jingbo,Liu, Dandan. "The effect of carbonyl on the isomerization of a galanthan ring system and total synthesis of (±)-β-lycorane". . p. 2767 - 2772. Retrieved 2021/04/07.
• 2、 Chen, Jingbo,Ma, Guolan,Wei, Qi,Yang, Shaoxiong,Zeng, Xiaoyu,Zhang, Hongbin,Zhao, Yuxiang,Zhu, Yanren. "Short, enantioselective, gram-scale synthesis of (?)-zephyranthine". . p. 9452 - 9457. Retrieved 2021/07/25.