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P51559

Sigma-Aldrich

Propionyl chloride

98%

Sinónimos:

Chloro ethyl ketone, Ethyl chloroform, Propionic acid chloride, Prorionyl chloride

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About This Item

Fórmula lineal:
CH3CH2COCl
Número de CAS:
79-03-8
Peso molecular:
92.52
Beilstein/REAXYS Number:
385632
EC Number:
201-170-0
MDL number:
MFCD00000745
UNSPSC Code:
12352100
PubChem Substance ID:
24898602
NACRES:
NA.22

vapor density

3.2 (vs air)

assay

98%

refractive index

n20/D 1.404 (lit.)

bp

77-79 °C (lit.)

mp

−94 °C

density

1.059 g/mL at 25 °C (lit.)

SMILES string

CCC(Cl)=O

InChI

1S/C3H5ClO/c1-2-3(4)5/h2H2,1H3

InChI key

RZWZRACFZGVKFM-UHFFFAOYSA-N

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General description

Propionyl chloride is an important chemical intermediate used to synthesize various propionic acid derivatives.

Application

Propionyl chloride can be used as an acylating agent:
  • To convert anisole to 4-methoxypropiophenone and 2-methoxynaphthalene to 1-propio-2-methoxynaphthalene in the presence of Indium(III) chloride (InCl3) impregnated mesoporous Si-MCM-41 catalyst.

It can also be used:
  • For chlorination in the presence of sulfuryl chloride and peroxides to form α-chloropropionyl chloride and β-chloropropionyl chloride.
  • In reaction with (hydroxypropyl)cellulose to form the propanoate ester, [(propionyloxy)propyl]cellulose.

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B

supp_hazards

EUH014

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

42.8 °F - closed cup

flash_point_c

6 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Certificados de análisis (COA)

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Chlorinations with Sulfuryl Chloride. III.(a) The Peroxide-Catalyzed Chlorination of Aliphatic Acids and Acid Chlorides.(b) The Photochemical Sulfonation of Aliphatic Acids
Kharasch MS and Brown HC
Journal of the American Chemical Society, 62(4), 925-929 (1940)
The propanoate ester of (2-hydroxypropyl) cellulose: a thermotropic cholesteric polymer that reflects visible light at ambient temperatures
Tseng SL, et L.
Macromolecules, 15(5), 1262-1264 (1982)
Douglas T Durig et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 60(7), 1481-1504 (2004-05-19)
Variable temperature (-60 to -100 degrees C) studies of the infrared spectra (3500-400 cm(-1)) of propionyl fluoride (CH3CH2CFO) and 2-methylpropionyl fluoride ((CH3)2CHCFO), dissolved in liquid xenon have been recorded. From these data, the enthalpy difference has been determined to be
Acylation of aromatic compounds using moisture insensitive InCl3 impregnated mesoporous Si-MCM-41 catalyst
Choudhary VR, et al.
Tetrahedron Letters, 43(6), 1105-1107 (2002)
Joanna Kurczewska et al.
International journal of pharmaceutics, 486(1-2), 226-231 (2015-04-07)
Vancomycin was immobilized on three different organically functionalized silicas. The materials obtained were used for a controlled release of the antibiotic. The influence of the type of chemical bond on the in vitro drug release was investigated. A weak ionic
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