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Merck
CN

A10604

2,5-Hexanedione

97%

Synonym(s):

Acetonylacetone

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About This Item

Linear Formula:
CH3COCH2CH2COCH3
CAS Number:
110-13-4
Molecular Weight:
114.14
EC Number:
203-738-3
UNSPSC Code:
12352100
PubChem Substance ID:
329770653
Beilstein/REAXYS Number:
506525
MDL number:
MFCD00008792

Key Documents

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InChI key

OJVAMHKKJGICOG-UHFFFAOYSA-N

InChI

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

SMILES string

CC(=O)CCC(C)=O

vapor pressure

0.43 mmHg ( 20 °C)

assay

97%

bp

191 °C (lit.)

mp

−6-−5 °C (lit.)

density

0.973 g/mL at 25 °C (lit.)

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pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Nervous system

Storage Class

10 - Combustible liquids

wgk

WGK 2

flash_point_f

174.2 °F - closed cup

flash_point_c

79 °C - closed cup

ppe

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
1373169
1353037
03812JH
1341676
09704EH

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Sarah N Campion et al.
Toxicological sciences : an official journal of the Society of Toxicology, 117(2), 457-465 (2010-07-10)
Sertoli cells are essential for testicular germ cell maintenance and survival. We made the unexpected observation that x-radiation (x-ray)-induced germ cell loss is attenuated by co-exposure with the Sertoli cell toxicant 2,5-hexanedione (HD). The mechanisms underlying this attenuation of germ
Antônio Felipe F Oliveira et al.
Journal of analytical toxicology, 33(4), 223-228 (2009-05-28)
2,5-Hexanedione (2,5-HD) is the most important metabolite of n-hexane and methyl ethyl ketone in human urine. Urinary 2,5-HD is used as a biomarker for biological monitoring of workers exposed to n-hexane. A simple method using headspace solid-phase microextraction (HS-SPME) and
Marion Müller et al.
Organic & biomolecular chemistry, 8(7), 1540-1550 (2010-03-20)
The enantiopure (2S,5S)-hexanediol serves as a versatile building block for the production of various fine chemicals and pharmaceuticals. For industrial and commercial scale, the diol is currently obtained through bakers' yeast-mediated reduction of 2,5-hexanedione. However, this process suffers from its
Min-Sun Kim et al.
Toxicology, 260(1-3), 97-103 (2009-05-26)
2,5-Hexanedione (HD), a metabolite of n-hexane, causes central and peripheral neuropathy leading to motor neuron deficits. Although chronic exposure to n-hexane is known to cause gradual sensorimotor neuropathy, there are no reports on the effects of low doses of HD
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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