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Merck

P51559

Propionyl chloride

98%

Synonym(s):

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

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25 G

€45.70

500 G

€73.00

€45.70


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About This Item

Linear Formula:
CH3CH2COCl
CAS Number:
Molecular Weight:
92.52
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
201-170-0
Beilstein/REAXYS Number:
385632
MDL number:
Assay:
98%

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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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1 of 4

This Item
109614P78157422
assay

98%

assay

98%

assay

98%

assay

98%

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

refractive index

n20/D 1.404 (lit.)

refractive index

n20/D 1.412 (lit.)

refractive index

n20/D 1.452 (lit.)

refractive index

n20/D 1.416 (lit.)

mp

−94 °C

mp

−89 °C (lit.)

mp

11-13 °C (lit.)

mp

-

bp

77-79 °C (lit.)

bp

102 °C (lit.)

bp

88-90 °C/0.2 mmHg (lit.)

bp

115-117 °C (lit.)

density

1.059 g/mL at 25 °C (lit.)

density

1.026 g/mL at 25 °C (lit.)

density

0.906 g/mL at 25 °C (lit.)

density

0.989 g/mL at 25 °C (lit.)

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

Storage Class

3 - Flammable liquids

wgk

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


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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

Global Trade Item Number

SKUGTIN
P51559-25G04061834376385
P51559-500G04061834376422

Questions

1–3 of 3 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

  3. How to do assy by titration with naoh solution

    1 answer
    1. This product is tested by silver nitrate titration. The method is considered proprietary, the link below describes the general principle and offers a basic protocol:
      https://www.canterbury.ac.nz/media/documents/science-outreach/chloride_volhard.pdf
      Please refer to the literature for sodium hydroxide methods. The reference below may be helpful.
      https://www.sciencedirect.com/science/article/abs/pii/B9780124115187000056

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