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C102814

Sigma-Aldrich

2-Cyclohexen-1-one

≥95%

Synonyme(s) :

1-Cyclohexen-3-one, 2-Cyclohexenone, 3-Oxocyclohexene, Cyclohexen-3-one, Cyclohexenone

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53,90 €
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10 ML
51,10 €
25 ML
53,90 €
100 ML
81,20 €

About This Item

Formule linéaire :
C6H8(=O)
Numéro CAS:
930-68-7
Poids moléculaire :
96.13
Beilstein:
1280477
Numéro CE :
213-223-5
Numéro MDL:
MFCD00001577
Code UNSPSC :
12352100
ID de substance PubChem :
24892309
Nomenclature NACRES :
NA.22

51,10 €

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Pression de vapeur

760 mmHg ( 168 °C)

Niveau de qualité

200

Essai

≥95%

Forme

liquid

Indice de réfraction

n20/D 1.488 (lit.)

pb

171-173 °C (lit.)

Pf

−53 °C (lit.)

Densité

0.993 g/mL at 25 °C (lit.)

Chaîne SMILES 

O=C1CCCC=C1

InChI

1S/C6H8O/c7-6-4-2-1-3-5-6/h2,4H,1,3,5H2

Clé InChI

FWFSEYBSWVRWGL-UHFFFAOYSA-N

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Catégories apparentées

Application

Versatile electrophile employed in a range of addition reactions including conjugate addition of organocopper nucleophiles,[1] Michael reaction with enol silanes,[2] and phosphoniosilylations.[3]

Pictogrammes

FlameSkull and crossbones
GHS02,GHS06

Mention d'avertissement

Danger

Mentions de danger

H226,H301,H310 + H330

Classification des risques

Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 3 Oral - Flam. Liq. 3

Code de la classe de stockage

3 - Flammable liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

132.8 °F - closed cup

Point d'éclair (°C)

56 °C - closed cup

Équipement de protection individuelle

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

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Certificats d'analyse (COA)

Lot/Batch Number
BCCK4273
BCCH9410
BCCJ5125
BCCG2924
BCCC6086

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3,5-Dimethyl-2-cyclohexen-1-one 98%

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3,5-Dimethyl-2-cyclohexen-1-one

2-Hydroxycyclohexanone dimer 97%

Sigma-Aldrich

H24402

2-Hydroxycyclohexanone dimer

3-Cyclopenten-1-one AldrichCPR

Sigma-Aldrich

CDS003851

3-Cyclopenten-1-one

Tetrahedron Letters, 34, 3881-3881 (1993)
Tetrahedron Asymmetry, 4, 2427-2427 (1993)
Albert Poater et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 16(48), 14348-14353 (2010-11-18)
The current approach to improve and tune the enantioselective performances of transition-metal catalysts for asymmetric synthesis is mostly focused to modifications of the steric properties of the ancillary ligands of the active metal. Nevertheless, it is also known that electrostatic
M Teresa Barros et al.
Chemical communications (Cambridge, England), 48(88), 10901-10903 (2012-10-02)
An iodine mediated aromatization leading to a one-pot synthesis of iodo-N-arylanilines and N-arylanilines is reported. This highly regioselective aliphatic-aromatic transformation can be performed with various combinations of 2-cyclohexenones and anilines. The presence of a directing group is crucial for achieving
Yan-Hong He et al.
The Journal of organic chemistry, 77(1), 200-207 (2011-11-24)
The direct three-component aza-Diels-Alder reaction of aromatic aldehyde, aromatic amine, and 2-cyclohexen-1-one was catalyzed by hen egg white lysozyme for the first time. Under the optimized conditions investigated in this paper, the enzyme-catalyzed aza-Diels-Alder reaction gave yields up to 98%
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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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