4-METHOXY-BETA-NITROSTYRENE
- Product Name
- 4-METHOXY-BETA-NITROSTYRENE
- CAS No.
- 5576-97-6
- Chemical Name
- 4-METHOXY-BETA-NITROSTYRENE
- Synonyms
- AKOS BBS-00006618;4-Methoxy-nitrostyrene;4-(2-Nitrovinyl)anisole;4-METHOXY-B-NITROSTYRENE;4-METHOXY-W-NITROSTYRENE;4-Methoxy-β-nitrostyrene;4-METHOXY-BETA-NITROSTYRENE;4'-METHOXY-BETA-NITROSTYRENE;4-METHOXY-OMEGA-NITROSTYRENE;4-[(E)-2-Nitroethenyl]anisole
- CBNumber
- CB0363435
- Molecular Formula
- C9H9NO3
- Formula Weight
- 179.17
- MOL File
- 5576-97-6.mol
4-METHOXY-BETA-NITROSTYRENE Property
- Melting point:
- 86-88 °C(lit.)
- Boiling point:
- 317.0±17.0 °C(Predicted)
- Density
- 1.189±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- chloroform: soluble25mg/mL, clear, yellow
- Appearance
- Light yellow to yellow Solid
- BRN
- 2047935
- CAS DataBase Reference
- 5576-97-6
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
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.
N-Bromosuccinimide Price
- Product number
- 399299
- Product name
- trans-4-Methoxy-β-nitrostyrene
- Purity
- 99%
- Packaging
- 5g
- Price
- $109
- Updated
- 2025/07/31
- Product number
- M218973
- Product name
- 4-Methoxy-β-nitrostyrene
- Packaging
- 100mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- M218973
- Product name
- 4-Methoxy-β-nitrostyrene
- Packaging
- 50mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- J96734
- Product name
- (E)-1-Methoxy-4-(2-nitrovinyl)benzene
- Packaging
- 1g
- Price
- $15
- Updated
- 2021/12/16
- Product number
- Y6294
- Product name
- (E)-1-Methoxy-4-(2-nitrovinyl)benzene
- Packaging
- 10g
- Price
- $101
- Updated
- 2021/12/16
4-METHOXY-BETA-NITROSTYRENE Chemical Properties,Usage,Production
Chemical Properties
Yellow needle-like (ethanol) or flake-like (benzene) crystals. Melting point 86-88°C.
Uses
trans-4-Methoxy-β-nitrostyrene acts as guest molecule and forms guest molecules forming co-crystal phases with the d-form of robust syndiotactic polystyrene (sPS). It may be employed as a Michael acceptor in the synthesis of proline based chiral ionic liquid catalysts with two five-membered unsaturated aza-heterocycles.
Definition
ChEBI: 1-(4-Methoxyphenyl)-2-nitroethylene is a member of methoxybenzenes.
General Description
trans-4-Methoxy-β-nitrostyrene participates in the Michael reaction on carbapenam intermediate.
Synthesis
637-69-4
3179-10-0
GENERAL STEPS: To a 25 mL sealed tube was added 4-methoxystyrene (0.5 mmol), sodium nitrite (1.5 eq.), potassium persulfate (2.0 eq.), TEMPO (1.2 eq.) and 1,2-dichloroethane (2 mL). The reaction mixture was stirred at 100 °C for 24 hours. After the reaction was completed, it was cooled to room temperature. Extraction was performed by adding dichloromethane (2 mL) and water (5 mL). The organic layer was separated and the aqueous phase was further extracted with dichloromethane (5 mL x 3). The organic layers were combined, dried over anhydrous sodium sulfate and filtered. After the solvent was removed by concentration under reduced pressure, the residue was purified by column chromatography using petroleum ether/ethyl acetate as eluent to give pure 1-methoxy-4-(2-nitrovinyl)benzene.
References
[1] Tetrahedron Letters, 2016, vol. 57, # 1, p. 80 - 84
[2] Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1993, # 12, p. 2399 - 2404
[3] Synlett, 2014, vol. 25, # 14, p. 1997 - 2000
[4] Journal of the American Chemical Society, 2013, vol. 135, # 9, p. 3355 - 3358
[5] Journal of Organic Chemistry, 2013, vol. 78, # 12, p. 5949 - 5954
4-METHOXY-BETA-NITROSTYRENE Preparation Products And Raw materials
Raw materials
Preparation Products
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