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D153303

Sigma-Aldrich

5,5-Dimethyl-1,3-cyclohexanedione

95%

Synonym(s):

Dimedone, Methone

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About This Item

Linear Formula:
(CH3)2C6H6(=O)2
CAS Number:
126-81-8
Molecular Weight:
140.18
Beilstein:
471489
EC Number:
204-804-4
MDL number:
MFCD00001588
UNSPSC Code:
12352100
PubChem Substance ID:
24893475
NACRES:
NA.22
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Quality Level

200

Assay

95%

form

powder

mp

146-148 °C (lit.)

SMILES string

CC1(C)CC(=O)CC(=O)C1

InChI

1S/C8H12O2/c1-8(2)4-6(9)3-7(10)5-8/h3-5H2,1-2H3

InChI key

BADXJIPKFRBFOT-UHFFFAOYSA-N

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Application

Part of furannulation strategy for the synthesis of naturally occurring fused 3-methylfurans.[1]

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBL2043
STBJ7716
STBJ2279
STBH0286
STBF2660V

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The Journal of Organic Chemistry, 58, 3960-3960 (1993)
Beatriz Alvarez et al.
Methods in enzymology, 473, 117-136 (2010-06-02)
Protein sulfenic acids (R-SOH) are receiving increased interest as intermediates in redox processes. Human serum albumin, the most abundant protein in plasma, possesses a single free thiol. We describe herein the different methodologies that we have employed to study the
C H Shandrenko et al.
Ukrains'kyi biokhimichnyi zhurnal (1999 ), 83(6), 110-115 (2012-03-01)
A method for endogenous formaldehyde (FA) level evaluation has been worked out. The method involves the administration of dimedone, which forms the stable complex with FA, and the determination of formaldimedone concentration in biological samples by the fluorescence approach. The
Candice E Paulsen et al.
Chemistry & biology, 16(2), 217-225 (2009-02-24)
Saccharomyces cerevisiae responds to elevated levels of hydrogen peroxide in its environment via a redox relay system comprising the thiol peroxidase Gpx3 and transcription factor Yap1. In this signaling pathway, a central unresolved question is whether cysteine sulfenic acid modification
Antonio Evidente et al.
Journal of natural products, 74(4), 757-763 (2011-02-24)
Sphaeropsidone and episphaeropsidone are two phytotoxic dimedone methyl ethers produced by Diplodia cupressi, the causal agent of a canker disease of cypress in the Mediterranean area. In this study, eight derivatives obtained by chemical modifications and two natural analogues were
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Questions

1–2 of 2 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

      Helpful?

  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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