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171158

Sigma-Aldrich

Stearoyl chloride

97%

Synonyme(s) :

Octadecanoyl chloride

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205,00 €

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5 G
110,00 €
25 G
205,00 €

About This Item

Formule linéaire :
CH3(CH2)16COCl
Numéro CAS:
112-76-5
Poids moléculaire :
302.92
Beilstein:
639784
Numéro CE :
204-004-5
Numéro MDL:
MFCD00000744
Code UNSPSC :
12352100
eCl@ss :
39050509
ID de substance PubChem :
24850056
Nomenclature NACRES :
NA.22

110,00 €

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Devis pour commande en gros

Niveau de qualité

200

Essai

97%

Indice de réfraction

n20/D 1.454 (lit.)

pb

174-178 °C/2 mmHg (lit.)

Pf

21-22 °C (lit.)

Densité

0.897 g/mL at 25 °C (lit.)

Groupe fonctionnel

acyl chloride

Chaîne SMILES 

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

Clé InChI

WTBAHSZERDXKKZ-UHFFFAOYSA-N

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Catégories apparentées

Application

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].

Pictogrammes

Corrosion
GHS05

Mention d'avertissement

Danger

Mentions de danger

H314

Classification des risques

Skin Corr. 1B

Risques supp

EUH014

Code de la classe de stockage

8A - Combustible corrosive hazardous materials

Classe de danger pour l'eau (WGK)

WGK 2

Équipement de protection individuelle

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

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Certificats d'analyse (COA)

Lot/Batch Number
MKCS5230
MKCR8228
MKCR2289
MKCR4630
MKCQ7996

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Octanoyl chloride 99%

Sigma-Aldrich

O4733

Octanoyl chloride

Dodecanoyl chloride purum, ≥97.5% (GC)

Sigma-Aldrich

61670

Dodecanoyl chloride

Hexanoyl chloride 97%

Sigma-Aldrich

156957

Hexanoyl chloride

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
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
[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 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
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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Questions

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

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  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

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