Ethyl 4-methylenecyclohexanecarboxylate
- Product Name
- Ethyl 4-methylenecyclohexanecarboxylate
- CAS No.
- 145576-28-9
- Chemical Name
- Ethyl 4-methylenecyclohexanecarboxylate
- Synonyms
- Ethyl 4-methylenecyclohexanecarboxylate;ethyl 4-methylidenecyclohexanecarboxylate;ethyl 4-methylenecyclohexane-1-carboxylate;cyclohexanecarboxylic methylene acid ethyl ester;4-Methylene-cyclohexanecarboxylic acid ethyl ester;Cyclohexanecarboxylic acid, 4-methylene-, ethyl ester
- CBNumber
- CB72482018
- Molecular Formula
- C10H16O2
- Formula Weight
- 168.23
- MOL File
- 145576-28-9.mol
Ethyl 4-methylenecyclohexanecarboxylate Property
- Boiling point:
- 47°/0.7mm
- Density
- 0.96±0.1 g/cm3(Predicted)
- storage temp.
- 2-8°C
- Appearance
- Colorless to light yellow Liquid
- InChI
- InChI=1S/C10H16O2/c1-3-12-10(11)9-6-4-8(2)5-7-9/h9H,2-7H2,1H3
- InChIKey
- DLVGFWIRQAUWDC-UHFFFAOYSA-N
- SMILES
- C1(C(OCC)=O)CCC(=C)CC1
Safety
- HazardClass
- IRRITANT
- HS Code
- 2916200090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
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.
N-Bromosuccinimide Price
- Product number
- E926485
- Product name
- Ethyl4-methylidenecyclohexane-1-carboxylate
- Packaging
- 100mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- 046952
- Product name
- Ethyl 4-methylenecyclohexanecarboxylate
- Purity
- >95%
- Packaging
- 500mg
- Price
- $90
- Updated
- 2021/12/16
- Product number
- 046952
- Product name
- Ethyl 4-methylenecyclohexanecarboxylate
- Purity
- >95%
- Packaging
- 1g
- Price
- $139
- Updated
- 2021/12/16
- Product number
- 7198AA
- Product name
- Ethyl4-methylenecyclohexanecarboxylate
- Packaging
- 1g
- Price
- $237
- Updated
- 2021/12/16
- Product number
- 046952
- Product name
- Ethyl 4-methylenecyclohexanecarboxylate
- Purity
- >95%
- Packaging
- 5g
- Price
- $422
- Updated
- 2021/12/16
Ethyl 4-methylenecyclohexanecarboxylate Chemical Properties,Usage,Production
Synthesis
17159-79-4
1779-49-3
145576-28-9
A. General procedure for the synthesis of ethyl 4-methylenecyclohexanecarboxylate: n-butyllithium (9.07 mL, 14.51 mmol) was slowly added to a solution of methyltriphenylphosphonium bromide (5.18 g, 14.51 mmol) in tetrahydrofuran (THF, 50 mL) at 0 °C. The reaction mixture was stirred at 0 °C for 30 min. Subsequently, a solution of ethyl 4-oxocyclohexanecarboxylate (1.9 g, 11.16 mmol) in THF (8 mL) was added dropwise at the same temperature. The reaction system was gradually warmed up to room temperature and stirring was continued for 2 hours. Upon completion of the reaction, the reaction was quenched with saturated aqueous ammonium chloride (NH4Cl) and diluted with ethyl acetate (EtOAc). The organic layer was separated, washed sequentially with water and brine, dried over anhydrous magnesium sulfate (MgSO4), filtered and concentrated under reduced pressure. The residue was purified by fast column chromatography on silica gel (SiO2) with an eluent gradient of 0 to 50% ethyl acetate/hexane to afford the title compound, ethyl 4-methylenecyclohexanecarboxylate (1.58 g, 84% yield), as a colorless oil.1H NMR (500 MHz, CDCl3) δ 4.65 (s, 2H), 4.17-4.11 (m, 2H), and 2.44 (tt, J = 11.1, 3.8 Hz, 1H), 2.35 (dt, J = 13.7, 4.0 Hz, 2H), 2.11-1.96 (m, 4H), 1.64-1.54 (m, 2H), 1.28-1.23 (m, 3H).
References
[1] Patent: EP2738156, 2014, A1. Location in patent: Paragraph 0124-0125
[2] Patent: US2014/179638, 2014, A1. Location in patent: Page/Page column
[3] Bioorganic and Medicinal Chemistry, 2004, vol. 12, # 21, p. 5719 - 5725
[4] Patent: WO2012/142237, 2012, A1. Location in patent: Page/Page column 94
[5] Patent: US2014/275173, 2014, A1. Location in patent: Paragraph 0421
Ethyl 4-methylenecyclohexanecarboxylate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Ethyl 4-methylenecyclohexanecarboxylate manufacturers
- Product
- cyclohexanecarboxylic methylene acid ethyl ester 145576-28-9
- Price
- US $0.00/gm
- Min. Order
- 100gm
- Purity
- 96%
- Supply Ability
- 1kgs
- Release date
- 2024-09-10