2-(2-Nitroethyl)-[1,3]dioxolane
- Product Name
- 2-(2-Nitroethyl)-[1,3]dioxolane
- CAS No.
- 82891-99-4
- Chemical Name
- 2-(2-Nitroethyl)-[1,3]dioxolane
- Synonyms
- 2-(2-NITROETHYL)-1,3-DIOXOLANE;1,3-Dioxolane, 2-(2-nitroethyl)-;ethylene ketal of 3-nitropropanal;2-(2-NITROETHYL)-1,3-DIOXOLANE FOR SYNTH;3-NITROPROPIONALDEHYDE ETHYLENE GLYCOL ACETAL
- CBNumber
- CB5420289
- Molecular Formula
- C5H9NO4
- Formula Weight
- 147.13
- MOL File
- 82891-99-4.mol
2-(2-Nitroethyl)-[1,3]dioxolane Property
- Boiling point:
- 68 °C(Press: 0.25 Torr)
- Density
- 1.214±0.06 g/cm3(Predicted)
- storage temp.
- Store below +30°C.
- pka
- 8.47±0.58(Predicted)
- CAS DataBase Reference
- 82891-99-4(CAS DataBase Reference)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H227Combustible liquid
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
P370+P378In case of fire: Use … for extinction.
P403+P233Store in a well-ventilated place. Keep container tightly closed.
P403+P235Store in a well-ventilated place. Keep cool.
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- N495903
- Product name
- 2-(2-Nitroethyl)[1,3]dioxolane
- Packaging
- 100mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- N495903
- Product name
- 2-(2-Nitroethyl)[1,3]dioxolane
- Packaging
- 500mg
- Price
- $110
- Updated
- 2021/12/16
- Product number
- JK517408
- Product name
- 2-(2-Nitroethyl)[1,3]dioxolane
- Purity
- 97%
- Packaging
- 250mg
- Price
- $128
- Updated
- 2021/12/16
- Product number
- 074419
- Product name
- 2-(2-Nitroethyl)[1,3]dioxolane
- Purity
- 95+%
- Packaging
- 1g
- Price
- $370
- Updated
- 2021/12/16
- Product number
- W8647
- Product name
- 2-(2-Nitroethyl)[1,3]dioxolane
- Packaging
- 10g
- Price
- $597
- Updated
- 2021/12/16
2-(2-Nitroethyl)-[1,3]dioxolane Chemical Properties,Usage,Production
Synthesis
18742-02-4
82891-99-4
General procedure for the synthesis of 2-(2-bromoethyl)-1,3-dioxolane from 2-(2-bromoethyl)-1,3-dioxolane: To a solution of 2-(2-bromoethyl)-1,3-dioxolane (40.73 g, 225 mmol) in anhydrous DMSO (350 mL) was slowly added NaNO2 (27.95 g, 405 mmol) at 0 °C. ) to a solution of anhydrous DMSO (350 mL). The reaction mixture was stirred at 18 °C for 6 h under nitrogen protection. Upon completion of the reaction, the mixture was poured into water and extracted with methyl tert-butyl ether (MTBE). The organic phases were combined, washed with saturated brine, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography to afford 2-(2-nitroethyl)-1,3-dioxolane (12.50 g, 38% yield) as a yellow liquid. Subsequently, the above intermediate (3.97 g, 27 mmol) was stirred with tert-butyl 4-formylpiperidine-1-carboxylate (6.61 g, 31 mmol) in triethylamine (TEA, 3.00 g, 30 mmol) at 18 °C for 8 hours. After addition of 4-dimethylaminopyridine (DMAP, 330 mg, 2.70 mmol) in a solution of acetic anhydride (Ac2O, 4.13 g, 40 mmol), stirring was continued at 18°C for 7 hours. The reaction was quenched with water and extracted with ethyl acetate (EtOAc). The organic phases were combined, washed with saturated brine, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to afford tert-butyl 4-[(Z)-3-(1,3-dioxolan-2-yl)-2-nitro-prop-1-enyl]piperidine-1-carboxylate (5.64 g, 61% yield) as a yellow liquid. Finally, the above intermediate (2.50 g, 7.30 mmol) was dissolved in anhydrous ethanol (EtOH, 100 mL) and chloroform (CHCl3, 8 mL) containing PtO2 (414 mg, 1.83 mmol), and stirred for 15 hr at 18 °C under 50 psi hydrogen pressure. The reaction mixture was filtered through diatomaceous earth and washed with ethanol. The filtrate was concentrated to dryness to afford the target product R-04b (2.02 g, 88% crude yield) as a yellow slurry, which was used directly in the next step of the reaction.ESI-MS (M + 1): 315.3 (calculated value C16H30N2O4: 314.2).
References
[1] Journal of Organic Chemistry, 1982, vol. 47, # 21, p. 4040 - 4045
[2] Journal of the American Chemical Society, 1986, vol. 108, p. 2662
[3] Tetrahedron, 1984, vol. 40, # 19, p. 3809 - 3814
[4] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 11, p. 3427 - 3430
[5] Patent: WO2017/85053, 2017, A1. Location in patent: Page/Page column 55
2-(2-Nitroethyl)-[1,3]dioxolane Preparation Products And Raw materials
Raw materials
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View Lastest Price from 2-(2-Nitroethyl)-[1,3]dioxolane manufacturers
- Product
- 2-(2-Nitroethyl)-[1,3]dioxolane 82891-99-4
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-10
- Product
- 2-(2-Nitroethyl)-[1,3]dioxolane 82891-99-4
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-09
- Product
- 2-(2-Nitroethyl)-[1,3]dioxolane 82891-99-4
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 100KG
- Release date
- 2019-12-19