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165131

Sigma-Aldrich

2,5-Hexanedione

≥98%

Sinonimo/i:

Acetonylacetone

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25 G
88,60 €
100 G
236,00 €

88,60 €

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25 G
88,60 €
100 G
236,00 €

About This Item

Formula condensata:
CH3COCH2CH2COCH3
Numero CAS:
110-13-4
Peso molecolare:
114.14
Beilstein:
506525
Numero CE:
203-738-3
Numero MDL:
MFCD00008792
Codice UNSPSC:
12352100
ID PubChem:
24850126
NACRES:
NA.22

88,60 €

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Tensione di vapore

0.43 mmHg ( 20 °C)

Saggio

≥98%

Stato

liquid

Indice di rifrazione

n20/D 1.425 (lit.)

P. ebollizione

191 °C (lit.)

Punto di fusione

−6-−5 °C (lit.)

Solubilità

alcohol: miscible
diethyl ether: miscible
water: miscible

Densità

0.973 g/mL at 25 °C (lit.)

Gruppo funzionale

ketone

Stringa SMILE

CC(=O)CCC(C)=O

InChI

1S/C6H10O2/c1-5(7)3-4-6(2)8/h3-4H2,1-2H3
OJVAMHKKJGICOG-UHFFFAOYSA-N

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Descrizione generale

2,5-Hexanedione is a major metabolite of the neurotoxic industrial solvent methyl n-butyl ketone[1]. It reacts with amines to yield 2,5-dimethylpyrroles[2].

Applicazioni

2,5-Hexanedione was used as starting reagent in the synthesis of trans-2,5-dimethylpyrrolidine[3].
It was used as reference standard for the determination of 2,5HD in human urine using gas chromatography-electron capture detection and gas chromatography-mass selective detection.[4]

Pittogrammi

Health hazardExclamation mark
GHS08,GHS07

Avvertenze

Warning

Indicazioni di pericolo

H302,H315,H319,H361f,H373

Classi di pericolo

Acute Tox. 4 Oral - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 2

Organi bersaglio

Nervous system

Codice della classe di stoccaggio

10 - Combustible liquids

Classe di pericolosità dell'acqua (WGK)

WGK 2

Punto d’infiammabilità (°F)

174.2 °F - closed cup

Punto d’infiammabilità (°C)

79 °C - closed cup

Dispositivi di protezione individuale

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

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Certificati d'analisi (COA)

Lot/Batch Number
WXBF4767V
WXBD8779V
WXBD2121V
WXBD5476V
WXBD2830V

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5-Methyl-2,4-hexanedione AldrichCPR

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5-Methyl-2,4-hexanedione

2,3-Hexanedione ≥95%, FG

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2,3-Hexanedione

3-Methyl-2-cyclopenten-1-one 97%, FG

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2,3-eptanedione ≥97%, FG

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2,3-eptanedione

6-Methyl-2,4-heptanedione ≥98%

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6-Methyl-2,4-heptanedione

2,2-Dimethyl-3,5-hexanedione 97%

Sigma-Aldrich

697958

2,2-Dimethyl-3,5-hexanedione

D C Anthony et al.
Toxicology and applied pharmacology, 71(3), 372-382 (1983-12-01)
3,4-Dimethyl-2,5-hexanedione and 2,5-hexanedione were reacted with model amines to yield N-substituted 2,3,4,5-tetramethylpyrroles and 2,5-dimethylpyrroles, respectively. When compared to the unsubstituted parent compound 2,5-hexanedione, 3,4-dimethyl-2,5-hexanedione was found to cyclize approximately eight times as rapidly on a molar basis at 37 degrees
An improved synthesis of (-)-(2R, 5R)-2, 5-dimethylpyrrolidine.
Short RP, et al.
The Journal of Organic Chemistry, 54(7), 1755-1756 (1989)
E K Allard et al.
Toxicology and applied pharmacology, 137(2), 149-156 (1996-04-01)
The Sertoli cell toxicant 2,5-hexanedione (2,5-HD) causes irreversible testicular atrophy in rats. After toxicant exposure, only Sertoli cells, stem cells, and a few spermatogonia remain in the seminiferous epithelium. In this study, the number, type, and fate of the remaining
Gas chromatographic method for the sensitive determination of 2, 5-hexanedione using electron capture and mass-selective detection.
Konidari, C. N., C. D. Stalikas, and M. I. Karayannis
Analytica Chimica Acta, 442.2, 231-239 (2001)
Sarah N Campion et al.
Toxicological sciences : an official journal of the Society of Toxicology, 117(2), 466-474 (2010-07-10)
Germ cell apoptosis directly induced by x-radiation (x-ray) exposure is stage specific, with a higher incidence in stage II/III seminiferous tubules. A priming exposure to the Sertoli cell toxicant 2,5-hexanedione (HD) results in a marked reduction in x-ray-induced germ cell
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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 risposta

    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

      Utile?

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

    1 risposta

    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

      Utile?

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