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94956

Sigma-Aldrich

Vinylcyclohexene dioxide

purum, suitable for electron microscopy, mixture of isomers, ≥96.0% (GC)

Synonyme(s) :

4-vinyl-1-cyclohexene diepoxide, 1,2-Epoxy-4-epoxyethylcyclohexane, 3-Epoxyethyl-7-oxabicyclo[4.1.0]heptane

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100 ML
557,00 $
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1 160,00 $

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100 ML
557,00 $
250 ML
1 160,00 $

About This Item

Formule empirique (notation de Hill) :
C8H12O2
Numéro CAS:
106-87-6
Poids moléculaire :
140.18
Beilstein:
106071
Numéro CE :
203-437-7
Numéro MDL:
MFCD00022354
Code UNSPSC :
12162002
ID de substance PubChem :
57653591
Nomenclature NACRES :
NA.25

557,00 $

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Qualité

purum

Essai

≥96.0% (GC)

Forme

liquid

Technique(s)

electron microscopy: suitable

Indice de réfraction

n20/D 1.477 (lit.)
n20/D 1.479

pb

230-232 °C (lit.)

Densité

1.094 g/mL at 25 °C (lit.)

Chaîne SMILES 

C1CC2OC2CC1C3CO3

InChI

1S/C8H12O2/c1-2-6-7(10-6)3-5(1)8-4-9-8/h5-8H,1-4H2

Clé InChI

OECTYKWYRCHAKR-UHFFFAOYSA-N

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Application

Vinylcyclohexene dioxide (VCD) may be used to study and understand its effect on ovarian follicles and effects on epithelial differentiation.

Produit(s) apparenté(s)

Réf. du produit
Description
Tarif

Pictogrammes

Skull and crossbonesHealth hazard
GHS06,GHS08

Mention d'avertissement

Danger

Classification des risques

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Carc. 1B - Muta. 2 - Repr. 1B

Code de la classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

224.6 °F - closed cup

Point d'éclair (°C)

107 °C - closed cup

Équipement de protection individuelle

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

Faites votre choix parmi les versions les plus récentes :

Certificats d'analyse (COA)

Lot/Batch Number
BCCM3213
BCCM5102
BCCJ4415
BCBW6333
BCBW2871

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Les clients ont également consulté

Slide 1 of 1

1 of 1

Cyclohexene oxide 98%

Sigma-Aldrich

C102504

Cyclohexene oxide

Carmen Terren et al.
Scientific reports, 9(1), 19668-19668 (2019-12-25)
Slow freezing (SF) is the reference method for ovarian tissue cryopreservation. Vitrification (VT) constitutes an alternative but controversial method. This study compares SF and VT (open [VTo] and closed [VTc] systems) in terms of freezing damage and fertility restoration ability.
Aileen F Keating et al.
Toxicology and applied pharmacology, 247(2), 71-75 (2010-06-15)
The occupational chemical 4-vinylcyclohexene diepoxide (VCD) selectively destroys ovarian small pre-antral follicles in rats and mice via apoptosis. Detoxification of VCD can occur through glutathione conjugation, catalyzed by glutathione S-transferase (GST) enzymes. Further, GST class pi (GSTp) can negatively regulate
Connie J Kappeler et al.
Systems biology in reproductive medicine, 58(1), 57-62 (2012-01-14)
The occupational chemical 4-vinylcyclohexene diepoxide (VCD) has been shown to cause selective destruction of ovarian small pre-antral (primordial and primary) follicles in rats and mice by accelerating the natural, apoptotic process of atresia. Chemicals that destroy primordial follicles are of
Laura A Laviolette et al.
Menopause (New York, N.Y.), 18(5), 549-557 (2011-01-12)
Ovarian cancer is often diagnosed in women after menopause when the levels of the serum gonadotropins follicle-stimulating hormone (FSH) and luteinizing hormone (LH) are increased because of the depletion of growing follicles within the ovary. The ability of FSH and
Connie J Mark-Kappeler et al.
Biology of reproduction, 85(4), 755-762 (2011-06-17)
In vitro exposure of Postnatal Day 4 (PND4) rat ovaries to the occupational chemical 4-vinylcyclohexene diepoxide (VCD) destroys specifically primordial and primary follicles via acceleration of atresia. Because oocyte-expressed c-kit (KIT) plays a critical role in follicle survival and activation
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Questions

1–5 of 5 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/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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  3. How should VCD be stored, for short term and long term?

    1 answer

    1. This product may be stored at room temperature for both, short and long term periods.

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  4. What is the concentration of VCD #94956 ( mg / ml)?

    1 answer

    1. This product is supplied as a neat or pure liquid with a density of 1.094 g/mL and a molecular weight of 140.18 g/mol. The minimum purity is 96%, thus the molarity will vary slightly from lot to lot. The molarity can range from 7.5 M (96%) to 7.8 M (100%). The lot specific purity is reported on the Certificate of Analysis. Please see the link below to review a sample Certificate: https://www.sigmaaldrich.com/certificates/sapfs/PROD/sap/certificate_pdfs/COFA/Q14/94956-BULKBCCJ4415.pdf

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  5. ¿En qué está disuelto este producto (94956): aceite de sesamo, Alcohol, DMSO? . Tengo que usarlo más diluido para inyectar en ratones. Gracias

    1 answer

    1. Product 94956 is a neat liquid of Vinylcyclohexene dioxide (VCD) at room temperature. According to the following scientific article, https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2703138/, VCD was either prepared for intramuscular injection with cottonseed oil, or prepared with sesame oil for intraperitoneal injection.

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