1,3-benzodioxolane
1,3-Benzodioxole
CAS: 274-09-9
Molecular Formula: C7H6O2
1,3-benzodioxolane - Names and Identifiers
| Name | 1,3-Benzodioxole |
| Synonyms | FLJ45954 Pepper rings 1,3-Dioxindan 1,3-Dioxaindan 1,3-Dioxaindane 1,3-Benzodioxol 1,3-Benzodioxole 1,2-Benzodioxole 1,3-benzodioxolane 3H-1,2-benzodioxole 1,2- Methylenetwophenoxy 1,2-methylenedioxy-benzen 1,2-Methylenedioxybenzene 1,2-(Methylenedioxy)benzene 1,2-Methylenedioxybenzene (MDB) 1,2-Methylenedioxybenzene 1,3-Benzodioxole Anti-ABR (C-terminal) antibody produced in rabbit |
| CAS | 274-09-9 |
| EINECS | 205-992-0 |
| InChI | InChI=1/C7H6O2/c1-2-4-7-6(3-1)5-8-9-7/h1-4H,5H2 |
| InChIKey | FTNJQNQLEGKTGD-UHFFFAOYSA-N |
1,3-benzodioxolane - Physico-chemical Properties
| Molecular Formula | C7H6O2 |
| Molar Mass | 122.12 |
| Density | 1.064g/mLat 25°C(lit.) |
| Melting Point | -18 °C |
| Boling Point | 172-173°C(lit.) |
| Flash Point | 131°F |
| Water Solubility | 0.2 g/100 mL (25 ºC) |
| Solubility | 2g/l |
| Vapor Presure | 12 mm Hg ( 25 °C) |
| Appearance | Powder |
| Color | Yellow to orange to brown |
| BRN | 115506 |
| Storage Condition | Inert atmosphere,Room Temperature |
| Refractive Index | n20/D 1.539(lit.) |
| Physical and Chemical Properties |
|
| Use | Used as an important intermediate in perfume, medicine and pesticide |
1,3-benzodioxolane - Risk and Safety
| Risk Codes | R20/22 - Harmful by inhalation and if swallowed. R22 - Harmful if swallowed R10 - Flammable R36/37/38 - Irritating to eyes, respiratory system and skin. R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R10/22 - |
| Safety Description | S23 - Do not breathe vapour. S24/25 - Avoid contact with skin and eyes. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S16 - Keep away from sources of ignition. S36 - Wear suitable protective clothing. |
| UN IDs | UN 1993 3/PG 3 |
| WGK Germany | 3 |
| RTECS | DA5600000 |
| TSCA | Yes |
| HS Code | 29329970 |
| Hazard Note | Irritant |
| Hazard Class | 3 |
| Packing Group | III |
1,3-benzodioxolane - Reference Information
| LogP | 2.08 |
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| introduction | pepper ring, chemical name 1, 2-methylenedioxybenzene, is widely used in the preparation of low-toxic pesticides, berberine, jasmonal, sesamol and antioxidants. pepper ring and its derivatives have attracted extensive attention due to their special biochemical activities. |
| appearance and characteristics | transparent colorless to light yellow liquid |
| preparation | 440ml DMSO, 120ml of dichloromethane and 230g of sodium hydroxide are put into a 2-liter three-mouth flask, the temperature is raised to 95 ℃, 110g of catechol is started to be added dropwise to dissolve the solution in 440ml DMSO, the temperature of the system is controlled to not exceed 120 ℃, the dropwise is added for 3 to 4 hours, and 90ml of dichloromethane is added dropwise, after dropping, reflux at 110 ℃ ~ 115 ℃ for half an hour, cool to room temperature, filter to remove sodium chloride, add 400ml of water, use an oil-water separator to separate the residual dichloromethane and pepper ring, and separate until there is basically no obvious oil phase Distilled out, start distillation to recover water, the distilled water phase is extracted with an appropriate amount of dichloromethane, and the extracted water phase can be recycled. Distillation to the top temperature of 100 ℃, start to switch distillation to recover DMSO, the recovered DMSO can be recycled, residual about 90g. The organic phase pepper ring 129g was obtained by oil-water separation, with 97% gas phase purity and 85.4% yield. |
| use | organic synthesis intermediate. For the synthesis of berberine. intermediates such as ossolic acid, cirofloxacin, and minofloxacin. |
| Production method | is obtained from catechol by cyclixing. First dissolve catechol in dimethyl sulfoxide (DMSO), then dissolve sodium hydroxide in the remaining dimethyl sulfoxide, add dichloromethane, stir, heat and reflux, and when the temperature rises to 95 ℃, add catechol dimethyl sulfoxide solution dropwise to keep the reflux temperature at 95-110 ℃. After dropping, keep the temperature and stir at 110-115 ℃ for 1h. Then steam distillation is carried out at 130 ℃, the low boiling point fraction below 98 ℃ is used for the next batch, the positive fraction at 98-110 ℃ is collected, and the oil layer is separated after standing, that is, the pepper ring is obtained, and the yield is 85%. |
Last Update：2024-04-09 20:52:54
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