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293784

Sigma-Aldrich

2-Ethylhexyl nitrate

97%

Synonym(s):

2-Ethyl-1-hexyl nitrate, 2-Ethylhexanol nitrate, Nitronal

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About This Item

Linear Formula:
CH3(CH2)3CH(C2H5)CH2ONO2
CAS Number:
27247-96-7
Molecular Weight:
175.23
EC Number:
248-363-6
MDL number:
MFCD00011582
UNSPSC Code:
12352100
PubChem Substance ID:
24857676
NACRES:
NA.22

Quality Level

100

assay

97%

refractive index

n20/D 1.432 (lit.)

density

0.963 g/mL at 25 °C (lit.)

SMILES string

CCCCC(CC)CO[N+]([O-])=O

InChI

1S/C8H17NO3/c1-3-5-6-8(4-2)7-12-9(10)11/h8H,3-7H2,1-2H3

InChI key

NKRVGWFEFKCZAP-UHFFFAOYSA-N

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General description

Biodegradation of 2-ethylhexyl nitrate (2-EHN) by Mycobacterium austroafricanum IFP 2173 has been studied. Biodegradation of 2-EHN was studied in biphasic liquid cultures using an inert non-aqueous phase liquid such as 2,2,4,4,6,8,8-heptamethylnonane as solvent.

Application

2-Ethylhexyl nitrate (2-EHN) is a major fuel additive, has been used to increase the cetane number of diesel.

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 2

supp_hazards

EUH044,EUH066

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

169.0 °F - Pensky-Martens closed cup

flash_point_c

76.1 °C - Pensky-Martens closed cup

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ0876
MKCJ7362
MKBZ1289V
MKBS6131V
MKBP2867V

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S Someroja et al.
Toxicology letters, 19(1-2), 189-193 (1983-10-01)
Rats injected i.p. with 100 mg ethylhexyl nitrate/kg body wt excreted 0.3% of the dose in the urine within 24 h. No urinary nitrite was found within 5 postinjection hours while an output of 26.9 +/- 15.8 micrograms nitrite/h X
Elodie Nicolau et al.
Research in microbiology, 160(10), 838-847 (2009-10-21)
2-Ethyhexyl nitrate (2-EHN) is a synthetic chemical used as a diesel fuel additive, which is recalcitrant to biodegradation. In this study, the enzymes involved in 2-EHN degradation were investigated in Mycobacterium austroafricanum IFP 2173. Using two-dimensional gel electrophoresis and a
Marc Auffret et al.
Applied and environmental microbiology, 75(24), 7774-7782 (2009-10-20)
Two strains, identified as Rhodococcus wratislaviensis IFP 2016 and Rhodococcus aetherivorans IFP 2017, were isolated from a microbial consortium that degraded 15 petroleum compounds or additives when provided in a mixture containing 16 compounds (benzene, toluene, ethylbenzene, m-xylene, p-xylene, o-xylene
Floriane Solano-Serena et al.
Biodegradation, 20(1), 85-94 (2008-06-24)
The 2-ethyhexyl nitrate (2-EHN) is currently added to diesel oil to improve ignition and boost cetane number. The biodegradability of this widely used chemical needed to be assessed in order to evaluate the environmental impact in case of accidental release.
Elodie Nicolau et al.
Applied and environmental microbiology, 74(20), 6187-6193 (2008-08-30)
2-Ethyhexyl nitrate (2-EHN) is a major additive of fuel that is used to increase the cetane number of diesel. Because of its wide use and possible accidental release, 2-EHN is a potential pollutant of the environment. In this study, Mycobacterium
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