trans-Methyl 3-hydroxycyclobutanecarboxylate Chemical Properties

Boiling point:

190.2±33.0 °C(Predicted)

Density 

1.232±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

pka

14.73±0.40(Predicted)

form 

liquid

color 

Pale yellow

InChI

InChI=1S/C6H10O3/c1-9-6(8)4-2-5(7)3-4/h4-5,7H,2-3H2,1H3/t4-,5-

InChIKey

BYKHAEUVLSBWSU-URHBZAFASA-N

SMILES

[C@@H]1(C(OC)=O)C[C@@H](O)C1

Safety Information

HS Code 

2918999090

trans-Methyl 3-hydroxycyclobutanecarboxylate Usage And Synthesis

Appearance

Light yellow liquid

Uses

Trans-methyl 3-hydroxycyclobutanecarboxylate is used as Laboratory chemicals, manufacture of substances.

Health Hazard

Causes skin irritation;Causes serious eye irritation;May cause respiratory irritation. 

Synthesis

Methyl trans-3-benzyloxycyclobutanecarboxylate (680 mg, 3.09 mmol) was used as starting material and dissolved in methanol to prepare a 0.05 M solution. The solution was passed through an H-Cube?flow hydrogenation system equipped with a 10% Pd/C catalyst cartridge, and the reaction conditions were set to 10 bar hydrogen pressure and 40 °C. The flow rate was set to 1 mL/min. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure to afford the target product methyl trans-3-hydroxycyclobutanecarboxylate (380 mg, 94.5% yield). The product was analyzed by thin layer chromatography (TLC) (unfolding agent: hexane/ethyl acetate, 1:1, v/v) with an Rf value of 0.38. Nuclear magnetic resonance hydrogen spectroscopy (1H NMR, 400 MHz, CDCl3) data were as follows: δ 2.18-2.25 (m, 2H), 2.55-2.61 (m, 2H), 3.01-3.08 (m, 1H), 3.70 ( s, 3H), 4.53-4.61 (m, 1H).

References

[1] Patent: US2009/118287, 2009, A1. Location in patent: Page/Page column 72-73