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171158

Sigma-Aldrich

Stearoylchlorid

97%

Synonym(e):

Octadecanoylchlorid

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5 G
€ 111,00
25 G
€ 206,00

About This Item

Lineare Formel:
CH3(CH2)16COCl
CAS-Nummer:
112-76-5
Molekulargewicht:
302.92
Beilstein:
639784
EG-Nummer:
204-004-5
MDL-Nummer:
MFCD00000744
UNSPSC-Code:
12352100
eCl@ss:
39050509
PubChem Substanz-ID:
24850056
NACRES:
NA.22

€ 111,00

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Qualitätsniveau

200

Assay

97%

Brechungsindex

n20/D 1.454 (lit.)

bp

174-178 °C/2 mmHg (lit.)

mp (Schmelzpunkt)

21-22 °C (lit.)

Dichte

0.897 g/mL at 25 °C (lit.)

Funktionelle Gruppe

acyl chloride

SMILES String

CCCCCCCCCCCCCCCCCC(Cl)=O

InChI

1S/C18H35ClO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h2-17H2,1H3

InChIKey

WTBAHSZERDXKKZ-UHFFFAOYSA-N

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Anwendung

Stearoyl chloride was used in the synthesis of 4-fluoroceramide[1]. It was also used in the preparation of shimofuridin analogs: 2′-O-(4-O-stearoyl-alpha-L-fucopyranosyl)thymidine and -uridine[2].

Piktogramme

Corrosion
GHS05

Signalwort

Danger

H-Sätze

H314

Gefahreneinstufungen

Skin Corr. 1B

Zusätzliche Gefahrenhinweise

EUH014

Lagerklassenschlüssel

8A - Combustible corrosive hazardous materials

WGK

WGK 2

Persönliche Schutzausrüstung

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
MKCS5230
MKCR8228
MKCR2289
MKCR4630
MKCQ7996

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Octanoylchlorid 99%

Sigma-Aldrich

O4733

Octanoylchlorid

Dodecansäurechlorid purum, ≥97.5% (GC)

Sigma-Aldrich

61670

Dodecansäurechlorid

Hexanoylchlorid 97%

Sigma-Aldrich

156957

Hexanoylchlorid

Gergana S Nikolova et al.
Beilstein journal of organic chemistry, 4, 12-12 (2008-10-23)
Sphingolipids belong to the most important constituents of the membranes of eukaryotic cells. As intermediates in sphingolipid metabolism, sphingosine and its N-octadecanoyl-derivative, ceramide, exhibit a variety of biological functions. These compounds play a crucial role in many essential biological processes
Jun Ning et al.
Carbohydrate research, 338(1), 55-60 (2002-12-31)
Two shimofuridin analogs: 2'-O-(4-O-stearoyl-alpha-L-fucopyranosyl)thymidine (2) and -uridine (3) have been synthesized using D-arabinose, L-fucose, thymine, uracil, and stearoyl chloride as the starting materials. The synthetic procedures involve the facile preparation of 1-(3,5-di-O-benzyl-beta-D-ribofuranosyl)thymine (9) and -uracil (10) by coupling of 1,2-anhydro-3,5-di-O-benzyl-alpha-D-ribofuranose
A V Kabanov et al.
Biomedical science, 1(1), 63-67 (1990-01-01)
A method is proposed for the inhibition of viral reproduction in cells by means of fatty-acylated antiviral antibodies which, in contrast to the unmodified antibodies, have the ability to enter the cells. The potential of this technique is demonstrated in
[Chemical modification of proteins (enzymes) by water-insoluble reagents].
A V Levashov et al.
Doklady Akademii nauk SSSR, 278(1), 246-248 (1984-09-01)
A M Ladhoff et al.
Biomedica biochimica acta, 43(7), 963-969 (1984-01-01)
The assembly of electron dense ferritin modified by acylation with steaorylchloride into small and large egg lecithin vesicles is reported. From electron micrographs conclusions are drawn: on the mode of ferritin incorporation in the lipid bilayer: Small liposomes seem to
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  1. 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

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  2. 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/449/386/product-dating-information-mk.pdf

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