| Identification | Back Directory | [Name]
3-METHYLENECYCLOBUTANECARBOXYLIC ACID | [CAS]
15760-36-8 | [Synonyms]
RARECHEM AL BO 0919
3-methylene-cyclobutanecarboxylicaci
3-METHYLENECYCLOBUTANECARBOXYLIC ACID
3-methylidenecyclobutanecarboxylic acid
Cyclobutanecarboxylic acid, 3-Methylene-
3-methylenecyclobutane-1-carboxylic acid
3-Methylidenecyclobutane-1-carboxylic acid
3-Methylenecyclobutane-1-carboxylicacid97%
3-Methylenecyclobutane-1-carboxylic acid 97%
3-Methylenecyclobutanecarboxylic acid - M10240
3-Methylidenecyclobutane-1-carboxylic acid, 1-Carboxy-3-methylidenecyclobutane | [Molecular Formula]
C6H8O2 | [MDL Number]
MFCD00101901 | [MOL File]
15760-36-8.mol | [Molecular Weight]
112.13 |
| Chemical Properties | Back Directory | [Boiling point ]
102.5-103 °C(Press: 11 Torr) | [density ]
1.12±0.1 g/cm3(Predicted) | [refractive index ]
1.46 | [storage temp. ]
Inert atmosphere,2-8°C | [form ]
liquid | [pka]
4.52±0.20(Predicted) | [color ]
Clear, colourless | [InChI]
InChI=1S/C6H8O2/c1-4-2-5(3-4)6(7)8/h5H,1-3H2,(H,7,8) | [InChIKey]
NNKLICLIBKMDOY-UHFFFAOYSA-N | [SMILES]
C1(C(O)=O)CC(=C)C1 |
| Questions And Answer | Back Directory | [Uses]
Because it contains a cyclobutane skeleton, 3-methylenecyclobutane carboxylic acid can be used as a synthetic intermediate for functional organic molecules containing a cyclobutane skeleton. By utilizing the chemical transformation properties of this substance, different functional groups can be introduced onto the cyclobutane skeleton, thereby achieving the regulation of the properties of the target organic molecule. |
| Hazard Information | Back Directory | [Synthesis]
Step 1: Preparation of 3-methylenecyclobutanecarboxylic acid
Potassium hydroxide (264 g, 4.7 mol) was added to a mixed solution of 3-methylenecyclobutanecarbonitrile (110 g, 1.18 mol) in ethanol (500 mL) and water (500 mL), and the resulting mixture was heated to reflux overnight. Upon completion of the reaction, ethanol was removed by distillation under reduced pressure. The remaining solution was cooled to below 10 °C and acidified with concentrated hydrochloric acid to pH 1. The mixture was extracted with ethyl acetate (2 × 500 mL), the organic phases were combined and dried over anhydrous sodium sulfate. The organic phase was concentrated under reduced pressure to give the title compound 3-methylenecyclobutanecarboxylic acid (132 g, 100% yield) as a yellow oil. | [References]
[1] Patent: US2013/79324, 2013, A1. Location in patent: Paragraph 0934; 0935
[2] Patent: US2014/142081, 2014, A1. Location in patent: Paragraph 0242; 0244
[3] Patent: WO2014/79136, 2014, A1. Location in patent: Page/Page column 89-90
[4] Patent: WO2018/89355, 2018, A1. Location in patent: Page/Page column 221; 222
[5] Patent: WO2015/129926, 2015, A1. Location in patent: Page/Page column 108 |
|
|