ChemicalBook--->CAS DataBase List--->58304-65-7

58304-65-7

58304-65-7 Structure

58304-65-7 Structure
IdentificationBack Directory
[Name]

1-Chloroisobutyl propionate
[CAS]

58304-65-7
[Synonyms]

1-chloroisobutyl propionate
PROPIONIC ACID-1-CHLOROISOBUTYL
1-CHLOROISOBUTYL PROPIONATE,85+%
1-Chloro-2-Methylpropyl Propanoate
1-Propanol, 1-chloro-2-methyl-, propanoate
1-Propanol, 1-chloro-2-methyl-, 1-propanoate
1-Chloroisobutyl propionate (Technical Grade)
[Molecular Formula]

C7H13ClO2
[MDL Number]

MFCD09033184
[MOL File]

58304-65-7.mol
[Molecular Weight]

164.63
Chemical PropertiesBack Directory
[Boiling point ]

166.7°C
[density ]

1.030
[Fp ]

56°C
[storage temp. ]

2-8°C
[solubility ]

Chloroform
[Appearance]

Colorless to light yellow Liquid
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[HS Code ]

2915907098
Hazard InformationBack Directory
[Uses]

Intermediate in the preparation of Fosinopril
[Uses]

Intermediate in the preparation of Fosinopril (F727800) derivatives.
[Synthesis]

Propionyl chloride

79-03-8

Isobutyraldehyde

78-84-2

1-Chloroisobutyl propionate

58304-65-7

Isobutyraldehyde (3 g, 41.6 mmol) was slowly added dropwise to propionyl chloride (3.85 g, 41.6 mmol) cooled to 0-5 °C under nitrogen protection, keeping the temperature in the range 0-5 °C. The reaction mixture was stirred continuously at this temperature for 4 hours. Upon completion of the reaction, the mixture was vacuum distilled at 50 °C to remove the volatile components, resulting in 2.59 g of a colorless liquid product, i.e., isobutyl propionyl-1-chloride (yield: 38%). The structure of the product was confirmed by 1H-NMR and 13C-NMR: 1H-NMR (CDCl3, 500MHz) δ 1.06 (t, J = 7.0Hz, 6H), 7.60 (t, J = 7.5Hz, 3H), 2.13-2.17 (m, 1H), 2.39 (q, J = 7.5Hz, 2H), 6.31 (d, J = 4.5 Hz, 1H); 13C-NMR (CDCl3, 125MHz) δ 8.66, 17.25, 17.36, 27.49, 35.19, 88.61, 172.16.

[References]

[1] Patent: US2008/125483, 2008, A1. Location in patent: Page/Page column 9
[2] Patent: WO2009/118580, 2009, A2. Location in patent: Page/Page column 23-24
[3] Patent: US2014/56849, 2014, A1. Location in patent: Paragraph 0306-0308
[4] Patent: CN103626765, 2016, B. Location in patent: Paragraph 0402; 0404; 0405
[5] Journal of the American Chemical Society, 1921, vol. 43, p. 665
Spectrum DetailBack Directory
[Spectrum Detail]

1-Chloroisobutyl propionate(58304-65-7)1HNMR
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