Chloromethyl isobutyrate Chemical Properties

Boiling point:

124.6±13.0 °C(Predicted)

Density 

1.081±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

solubility 

Chloroform (Sparingly), Methanol (Slightly)

form 

Oil

color 

Colourless

InChI

InChI=1S/C5H9ClO2/c1-4(2)5(7)8-3-6/h4H,3H2,1-2H3

InChIKey

ILUWVORABZTBIU-UHFFFAOYSA-N

SMILES

C(OCCl)(=O)C(C)C

Safety Information

RIDADR 

UN2920

HazardClass 

8, 3

HS Code 

2915907098

Chloromethyl isobutyrate Usage And Synthesis

Synthesis

Step A: Synthesis of chloromethyl isobutyrate To a solution of isobutyric acid (0.600 mL, 6.47 mmol) in dichloromethane (DCM, 6 mL) was added sodium bicarbonate (2092 mg, 24.91 mmol), tetrabutylammonium hydrogensulfate (220 mg, 0.65 mmol), and water (6 mL) in that order. Chloromethyl chloroformate (0.767 mL, 7.44 mmol) was added slowly at room temperature with rapid stirring. After addition, the reaction mixture was continued to stir at room temperature overnight. Upon completion of the reaction, the reaction mixture was diluted with dichloromethane (10 mL) and subsequently washed with water (2 x 10 mL). The organic phase was dried over anhydrous sodium sulfate (Na2SO4), filtered and concentrated to afford the crude chloromethyl isobutyrate (746 mg, 84% yield). The product was used directly in the next step of the reaction without further purification. 1H NMR (500 MHz, CDCl3) δ ppm: 1.17 (m, 6H), 2.62 (m, 1H), 5.72 (s, 2H).

References

[1] Patent: WO2015/67923, 2015, A1. Location in patent: Paragraph 00072; 00073; 00074
[2] Patent: US2018/37550, 2018, A1. Location in patent: Paragraph 0081-0083
[3] Patent: WO2014/4884, 2014, A1. Location in patent: Paragraph 00310-00311; 00322

Chloromethyl isobutyrate(61644-18-6)Related Product Information

• CIS-3-HEXENYL ISOBUTYRATE
• Maltol isobutyrate
• Isobutyramide
• Methyl isobutyrylacetate
• Ethyl isobutyrylacetate
• ChloroMethyl Methyl Carbonate
• Chloromethyl chlorosulfate
• Chloromethyl isopropyl carbonate
• Methyl pentafluoropropionate