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Ethyl 4-methylenecyclohexanecarboxylate

CAS No.
145576-28-9
Chemical Name:
Ethyl 4-methylenecyclohexanecarboxylate
Synonyms
ethyl 4-methylenecyclohexane-1-carboxylate;Ethyl 4-methylenecyclohexanecarboxylate;ethyl 4-methylidenecyclohexanecarboxylate;cyclohexanecarboxylic methylene acid ethyl ester;4-Methylene-cyclohexanecarboxylic acid ethyl ester;Cyclohexanecarboxylic acid, 4-methylene-, ethyl ester
CBNumber:
CB72482018
Molecular Formula:
C10H16O2
Molecular Weight:
168.23
MDL Number:
MFCD12498694
MOL File:
145576-28-9.mol
MSDS File:
SDS
Last updated:2026-05-28 03:03:07

Ethyl 4-methylenecyclohexanecarboxylate Properties

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

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
HazardClass  IRRITANT
HS Code  2916200090

Ethyl 4-methylenecyclohexanecarboxylate price More Price(43)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Biosynth VFA57628 Ethyl 4-methylenecyclohexanecarboxylate 145576-28-9 10g $324.5 2026-06-05 Buy
Biosynth VFA57628 Ethyl 4-methylenecyclohexanecarboxylate 145576-28-9 25g $649 2026-06-05 Buy
Biosynth VFA57628 Ethyl 4-methylenecyclohexanecarboxylate 145576-28-9 50g $908.5 2026-06-05 Buy
Biosynth VFA57628 Ethyl 4-methylenecyclohexanecarboxylate 145576-28-9 100g $1298 2026-06-05 Buy
Apolloscientific OR960267 Ethyl 4-methylidenecyclohexane-1-carboxylate 98% 145576-28-9 100mg $21 2026-06-04 Buy
Product number Packaging Price Buy
VFA57628 10g $324.5 Buy
VFA57628 25g $649 Buy
VFA57628 50g $908.5 Buy
VFA57628 100g $1298 Buy
OR960267 100mg $21 Buy

Ethyl 4-methylenecyclohexanecarboxylate Chemical Properties, Uses, Production

Synthesis

Ethyl 4-oxocyclohexanecarboxylate

17159-79-4

Methyltriphenylphosphonium bromide

1779-49-3

Ethyl 4-methylenecyclohexanecarboxylate

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

Global Suppliers ( 72)
Supplier Tel Email Country ProdList Advantage
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View Latest Price from Ethyl 4-methylenecyclohexanecarboxylate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
cyclohexanecarboxylic methylene acid ethyl ester pictures 2026-09-16 cyclohexanecarboxylic methylene acid ethyl ester
145576-28-9
100gm 96% 1kgs Shanghai Yongzeng Technology Co.,Ltd

Ethyl 4-methylenecyclohexanecarboxylate Spectrum

Ethyl 4-methylenecyclohexanecarboxylate Cyclohexanecarboxylic acid, 4-methylene-, ethyl ester ethyl 4-methylidenecyclohexanecarboxylate 4-Methylene-cyclohexanecarboxylic acid ethyl ester cyclohexanecarboxylic methylene acid ethyl ester ethyl 4-methylenecyclohexane-1-carboxylate 145576-28-9