2-Propenoic acid, 3-(5-nitro-1-cyclohexen-1-yl)-, (2E)-
- Product Name
- 2-Propenoic acid, 3-(5-nitro-1-cyclohexen-1-yl)-, (2E)-
- CAS No.
- 899809-64-4
- Chemical Name
- 2-Propenoic acid, 3-(5-nitro-1-cyclohexen-1-yl)-, (2E)-
- Synonyms
- (E)-3-(5-nitrocyclohex-1-enyl)acrylic acid;(2E)-3-(5-nitrocyclohex-1-enyl)acrylic acid;E-3-5-nitro-1-cyclohexene-1-yl acrylic acid;(E)-3-(5-nitrocyclohex-1-en-1-yl)acrylicacid;(E)-3-(5-nitrocyclohexen-1-yl)prop-2-enoic acid;(2E)-3-(5-Nitro-1-cyclohexen-1-yl)-acrylic acid;(2E)-3-(5-nitrocyclohex-1-en-1-yl)prop-2-enoic acid;(2E)-3-(5-Nitro-1-cyclohexen-1-yl)-2-propenoic acid;2-Propenoic acid, 3-(5-nitro-1-cyclohexen-1-yl)-, (2E)-
- CBNumber
- CB42624516
- Molecular Formula
- C9H11NO4
- Formula Weight
- 197.19
- MOL File
- 899809-64-4.mol
2-Propenoic acid, 3-(5-nitro-1-cyclohexen-1-yl)-, (2E)- Property
- Boiling point:
- 415.8±34.0 °C(Predicted)
- Density
- 1.28±0.1 g/cm3(Predicted)
- storage temp.
- 2-8°C
- pka
- 4.75±0.10(Predicted)
- Appearance
- Light yellow to yellow Solid
- InChI
- InChI=1S/C9H11NO4/c11-9(12)5-4-7-2-1-3-8(6-7)10(13)14/h2,4-5,8H,1,3,6H2,(H,11,12)/b5-4+
- InChIKey
- PEYXGOWSKLZBEO-SNAWJCMRSA-N
- SMILES
- C(O)(=O)/C=C/C1CC([N+]([O-])=O)CCC=1
Safety
- HS Code
- 2902190000
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
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
- 4654-1-7E
- Product name
- (E)-3-(5-Nitrocyclohex-1-en-1-yl)acrylic acid
- Purity
- 97%
- Packaging
- 250mg
- Price
- $192
- Updated
- 2021/12/16
- Product number
- CM133529
- Product name
- (E)-3-(5-nitrocyclohex-1-en-1-yl)acrylicacid
- Purity
- 95%
- Packaging
- 1g
- Price
- $355
- Updated
- 2021/12/16
- Product number
- CD13001744
- Product name
- (E)-3-(5-Nitrocyclohex-1-en-1-yl)acrylicacid
- Purity
- 95+%
- Packaging
- 1g
- Price
- $376
- Updated
- 2021/12/16
- Product number
- CM133529
- Product name
- (E)-3-(5-nitrocyclohex-1-en-1-yl)acrylicacid
- Purity
- 95%
- Packaging
- 5g
- Price
- $1066
- Updated
- 2021/12/16
- Product number
- CD13001744
- Product name
- (E)-3-(5-Nitrocyclohex-1-en-1-yl)acrylicacid
- Purity
- 95+%
- Packaging
- 5g
- Price
- $1129
- Updated
- 2021/12/16
2-Propenoic acid, 3-(5-nitro-1-cyclohexen-1-yl)-, (2E)- Chemical Properties,Usage,Production
Synthesis
900186-90-5
899809-64-4
General procedure for the synthesis of (E)-3-(5-nitro-1-cyclohexen-1-yl)acrylic acid from methyl (E)-3-(5-nitro-1-cyclohexen-1-yl)acrylate: to a 1 L methanol solution at 0 °C was added methyl (E)-3-(5-nitro-1-cyclohexen-1-yl)acrylate (67 g, 432 mmol) and Wittig reagent (144.4 g, 432 mmol). The reaction mixture was stirred at 0°C for 3 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was extracted twice with methyl tert-butyl ether (MeOBu-t). The organic phases were combined, filtered to remove insoluble solids, washed with saturated saline and concentrated. The residue was purified by silica gel column chromatography, and 9.2 g of the cis product and 55.1 g (60.4% yield) of the trans product were isolated using hexane/ethyl acetate (10:1, v/v) as eluent. The product structures were confirmed by 1H NMR (CDCl3): δ 7.31 (d, J = 11.3 Hz, 1H), 6.18 (m, 1H), 5.84 (d, J = 15.9 Hz, 1H), 4.74-4.68 (m, 1H), 3.76 (s, 3H), 2.81-2.74 (m, 2H), 2.50-2.04 (m, 4H) . Subsequently, the trans product (2.1 g) was dissolved in a solvent mixture of methanol (9.6 ml) and water (2.4 ml). A 50% aqueous sodium hydroxide solution (0.96 ml) was slowly added dropwise to the solution at about 5°C. After the dropwise addition, the reaction mixture was gradually warmed up to room temperature and stirred for 24 hours. After completion of the reaction, it was neutralized with acetic acid (HOAc) to pH 4-5 and methanol was removed by distillation under reduced pressure. The residue was extracted with ethyl acetate (3 x 50 ml), the organic phases were combined and concentrated to give 1.5 g (76.5% yield) of the target product (E)-3-(5-nitro-1-cyclohexen-1-yl)acrylic acid.
References
[1] Patent: WO2006/76415, 2006, A2. Location in patent: Page/Page column 35-37
2-Propenoic acid, 3-(5-nitro-1-cyclohexen-1-yl)-, (2E)- Preparation Products And Raw materials
Raw materials
Preparation Products
2-Propenoic acid, 3-(5-nitro-1-cyclohexen-1-yl)-, (2E)- Suppliers
- Tel
- --
- Fax
- --
- info@synthonix.com
- Country
- United States
- ProdList
- 6872
- Advantage
- 58
- Tel
- --
- Fax
- --
- info@synquestlabs.com
- Country
- United States
- ProdList
- 6871
- Advantage
- 62
- Tel
- --
- Fax
- --
- tony@proactivemr.com
- Country
- United States
- ProdList
- 895
- Advantage
- 0
View Lastest Price from 2-Propenoic acid, 3-(5-nitro-1-cyclohexen-1-yl)-, (2E)- manufacturers
- Product
- 2-Propenoic acid, 3-(5-nitro-1-cyclohexen-1-yl)-, (2E)- 899809-64-4
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 0.99
- Supply Ability
- 20tons
- Release date
- 2023-10-09
- Product
- 2-Propenoic acid, 3-(5-nitro-1-cyclohexen-1-yl)-, (2E)- 899809-64-4
- Price
- US $1.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10000KG
- Release date
- 2019-12-30
- Product
- (E)-3-(5-Nitrocyclohex-1-en-1-yl)acrylic acid 899809-64-4
- Price
- US $1.00-1.00/KG
- Min. Order
- 1KG
- Purity
- 99%+
- Supply Ability
- 100 tons
- Release date
- 2019-12-26