5-Bromo-2,2-dimethyl-1,3-benzodioxole
- CAS No.
- 73790-19-9
- Chemical Name:
- 5-Bromo-2,2-dimethyl-1,3-benzodioxole
- Synonyms
- 5-BroMo-2,2-diMethylbenzo[d][1,3]dioxole;5-Bromo-2,2-dimethyl-1,3-benzodioxole;1,3-Benzodioxole, 5-bromo-2,2-dimethyl-
- CBNumber:
- CB9315255
- Molecular Formula:
- C9H9BrO2
- Molecular Weight:
- 229.07
- MDL Number:
- MFCD08061597
- MOL File:
- 73790-19-9.mol
- MSDS File:
- SDS
| Boiling point | 97-102 °C(Press: 8 Torr) |
|---|---|
| Density | 1.475±0.06 g/cm3(Predicted) |
| storage temp. | 2-8°C |
| Appearance | Colorless to light yellow Liquid |
| InChI | InChI=1S/C9H9BrO2/c1-9(2)11-7-4-3-6(10)5-8(7)12-9/h3-5H,1-2H3 |
| InChIKey | DBVCFVNYPVLZKX-UHFFFAOYSA-N |
| SMILES | O1C2=CC=C(Br)C=C2OC1(C)C |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H315-H319-H335 |
| Precautionary statements | P261-P305+P351+P338 |
5-Bromo-2,2-dimethyl-1,3-benzodioxole price More Price(47)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Usbiological | 261941 | 5-Bromo-2,2-dimethyl-1,3-benzodioxole Asreported | 73790-19-9 | 1g | $907 | 2026-06-03 | Buy |
| Usbiological | 261941 | 5-Bromo-2,2-dimethyl-1,3-benzodioxole Asreported | 73790-19-9 | 2g | $1371 | 2026-06-03 | Buy |
| Usbiological | 261941 | 5-Bromo-2,2-dimethyl-1,3-benzodioxole Asreported | 73790-19-9 | 5g | $2414 | 2026-06-03 | Buy |
| Usbiological | 261941 | 5-Bromo-2,2-dimethyl-1,3-benzodioxole Asreported | 73790-19-9 | 10g | $3717 | 2026-06-03 | Buy |
| Usbiological | 261941 | 5-Bromo-2,2-dimethyl-1,3-benzodioxole Asreported | 73790-19-9 | 25g | $5224 | 2026-06-03 | Buy |
5-Bromo-2,2-dimethyl-1,3-benzodioxole Chemical Properties, Uses, Production
Uses
5-Bromo-2,2-dimethylbenzo[d][1,3]dioxole is used as a reactant in the preparation of phenanthridine-based Bcl-XL inhibitors.
Synthesis
14005-14-2
73790-19-9
General procedure for the synthesis of 5-bromo-2,2-dimethylbenzo[d][1,3]dioxolane from 2,2-dimethylbenzo[d][1,3]dioxolane: 2,2-dimethyl-2H-1,3-benzo[d]dioxolane (1.00 g, 6.66 mmol) was dissolved in anhydrous N,N-dimethylformamide (20 mL). N-bromosuccinimide (1.19 g, 6.66 mmol) was added batchwise at room temperature. The reaction mixture was stirred at the same temperature overnight. Analysis by liquid chromatography-mass spectrometry (LCMS) showed almost complete consumption of the starting material. The reaction process was difficult to monitor by TLC as the starting material and the product had the same Rf value on thin layer chromatography (TLC). Upon completion of the reaction, the mixture was diluted with water, appropriate amount of saturated saline was added, followed by ethyl acetate for extraction. The organic and aqueous phases were separated and the organic phase was dried with anhydrous magnesium sulfate, filtered and concentrated to dryness. The crude product was purified by silica gel column chromatography with the eluent cyclohexane/ethyl acetate (95:5, v/v). The product-containing fraction was collected and concentrated to dryness to afford 5-bromo-2,2-dimethyl-2H-1,3-benzodioxole (1.32 g, 86% yield) as a colorless oil.1H NMR (300 MHz, DMSO-d6, δ/ppm): 1.63 (s, 6H), 6.79 (d, 1H, J = 8.1Hz), 6.95 (dd , 1H, J = 8.1Hz, J = 2.1Hz), 7.06 (d, 1H, J = 2.1Hz).
References
[1] Bioorganic and Medicinal Chemistry Letters, 2003, vol. 13, # 22, p. 4133 - 4137
[2] Patent: WO2018/138362, 2018, A1. Location in patent: Page/Page column 68; 130; 131
[3] Heterocycles, 2014, vol. 88, # 2, p. 1121 - 1133
[4] ChemMedChem, 2018, vol. 13, # 21, p. 2332 - 2348
[5] Molecules, 2015, vol. 20, # 5, p. 8654 - 8665
5-Bromo-2,2-dimethyl-1,3-benzodioxole Preparation Products And Raw materials
Raw materials
1of2
Preparation Products
5-Bromo-2,2-dimethyl-1,3-benzodioxole Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Fuzhou Fukang Pharmaceutical Technology Co., Ltd. | 18150835816 | 120023275@qq.com | China | 907 | 58 |
| Zhengzhou Lingzhiyue Technology Co., LTD | +86-0371-55074660 | Lingzhiyue@aliyun.com | China | 4734 | 58 |
| Changzhou Carman Chemical Co., ltd | 0519-0519-83534936 18151214939 | 1521178147@qq.com | China | 501 | 58 |
| Changzhou Jiezhan Chemical Technology Co., Ltd | 15861130028 | 956912955@qq.com | China | 300 | 58 |
| Shanghai Hanhong Scientific Co.,Ltd. | 021-54306202 13764082696 | info@hanhongsci.com | China | 42917 | 64 |
| Shanghai Topbiochem Technology Co., Ltd | 021-58170097 | info@topbiochem.com | China | 9509 | 58 |
| Shanghai Raise Chemical Technology Co.,Ltd | 15026594951 | rs@raise-chem.com | China | 4905 | 55 |
| Amatek Scientific Co. Ltd. | 0512-56316828 4008675858 | sales@amateksci.com | China | 9848 | 55 |
| Bide Pharmatech Ltd. | 400-164-7117 18317119277 | product02@bidepharm.com | China | 40000 | 60 |
| Shanghai YuanYe Biotechnology Co., Ltd. | 15026964105 | 2881489226@qq.com | China | 89667 | 60 |
