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149233

Sigma-Aldrich

2,6-Dimethyl-2,5-heptadien-4-one

95%

Synonym(s):

Phorone, sym-Diisopropylideneacetone

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About This Item

Linear Formula:
(CH3)2C=CHCOCH=C(CH3)2
CAS Number:
504-20-1
Molecular Weight:
138.21
Beilstein:
1699751
EC Number:
207-986-3
MDL number:
MFCD00008901
UNSPSC Code:
12352100
PubChem Substance ID:
24848939

vapor density

4.8 (vs air)

vapor pressure

0.38 mmHg ( 20 °C)
1 mmHg ( 42 °C)

Assay

95%

refractive index

n20/D 1.497 (lit.)

bp

198-199 °C (lit.)

mp

23-26 °C (lit.)

density

0.885 g/mL at 25 °C (lit.)

SMILES string

C\C(C)=C\C(=O)\C=C(\C)C

InChI

1S/C9H14O/c1-7(2)5-9(10)6-8(3)4/h5-6H,1-4H3

InChI key

MTZWHHIREPJPTG-UHFFFAOYSA-N

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Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

174.2 °F - closed cup

Flash Point(C)

79 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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T Oguro et al.
The Journal of pharmacology and experimental therapeutics, 287(2), 773-778 (1998-11-10)
Phorone, a glutathione (GSH) depletor, induces the expression of mRNAs of heme oxygenase-1 (HO-1) and c-jun by mediating the activation of activated protein-1 (AP-1) in rat livers. We have shown that phorone activates c-Jun N-terminal kinase (JNK), thus leading to
M Spanò et al.
Mutation research, 397(1), 37-43 (1998-02-17)
Diepoxybutane is one of the key metabolites of butadiene, a compound of high environmental and occupational concern. The effects of diepoxybutane on mouse reproductive cells have been previously characterized by flow cytometry demonstrating a specific, dose-dependent cytotoxicity for differentiating spermatogonia.
M P Chamberlain et al.
Archives of toxicology, 72(7), 420-428 (1998-08-26)
The aim of this study was to investigate the role of metabolic activation in the olfactory toxicity of methyl iodide (MeI). Adult male rats were exposed via nose-only inhalation to 100 ppm MeI for 0-6 h, and non-protein sulphydryl (NP-SH)
V Gogvadze et al.
Redox report : communications in free radical research, 5(6), 359-363 (2001-01-05)
The seleno-organic compound ebselen mimics the glutathione-dependent, hydroperoxide reducing activity of glutathione peroxidase. The activity of glutathione peroxidase determines the rate of hydroperoxide-induced Ca2+ release from mitochondria. Ebselen stimulates Ca2+ release from mitochondria, accelerates mitochondrial respiration and uncoupling, and induces
Tom S Chan et al.
Free radical biology & medicine, 38(7), 867-873 (2005-03-08)
Most animals synthesize ascorbate. It is an essential enzymatic cofactor for the synthesis of a variety of biological molecules and also a powerful antioxidant. There is, however, little direct evidence supporting an antioxidant role for endogenously produced ascorbate. Recently, we
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