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Diss Factsheets

Administrative data

Endpoint:
hydrolysis
Type of information:
experimental study
Adequacy of study:
key study
Reliability:
2 (reliable with restrictions)

Data source

Referenceopen allclose all

Reference Type:
publication
Title:
Hydrolitic decomposition os esters of nitric acids
Author:
John W. Baker, D. M. Easty
Year:
1952
Bibliographic source:
Journal of Chemical Society
Reference Type:
publication
Title:
The chemistry of nitrate esters
Author:
R Boschan, R. T. Merrow, P. W. Van Dolah
Year:
1955
Bibliographic source:
ACS Publication
Reference Type:
publication
Title:
TKinetics, products, reaction mechanisms, and atmospheric impact - Scientific Figure on ResearchGate.
Author:
Unknown
Year:
2016
Bibliographic source:
https://www.researchgate.net/The-hydrolysis-rate-constants-s-1-for-isopropyl-nitrate-IPN-red-and-isobutyl_fig1_311624333 [accessed 9 May, 2018]

Materials and methods

Test guideline
Qualifier:
no guideline available
Principles of method if other than guideline:
Kinetic study of alkaline hydrolysis of isopropyl nitrate in aqueus alcohol.
GLP compliance:
no

Test material

Constituent 1
Chemical structure
Reference substance name:
Isopropyl nitrate
EC Number:
216-983-6
EC Name:
Isopropyl nitrate
Cas Number:
1712-64-7
Molecular formula:
C3H7NO3
IUPAC Name:
propan-2-yl nitrate
Test material form:
liquid

Results and discussion

Transformation products:
not specified
Dissipation DT50 of parent compound
pH:
6.9
Hydrolysis rate constant:
ca. 0 s-1
Type:
not specified
Remarks on result:
other: No information about the temperature.
Details on results:
In all experiments, the addition of an organic nitrate standard to aqueous solution resulted in hydrolysis of the organic nitrate functionality, with first order loss rates that increased
with solution acidity. For the tertiary APN, hydrolysis rate constants ranged from 3.2 ×10−5s−1at neutral pH (6.9) to 2.0 ×10−3s−1at low pH (0.25). The hydrolysis rate constants for the secondary isopropyl nitrate and the primary isobutyl nitrate displayed nearly identical kinetics, and had rate constants smaller by more than 2 orders of magnitude relative to the APN, ranging from 1.23 ×10−7s−1at neutral pH (6.9) to 1.1 ×10−5s−1at low pH (0.25), when
data from both experiments were averaged together.
The average hydrolysis lifetimes of isopropyl nitrate and isobutyl nitrate range from approximately 1 day at low pH to greater than 8 months at neutral conditions.

Applicant's summary and conclusion

Validity criteria fulfilled:
not specified
Conclusions:
The hydrolysis of organic nitrates within the particle phase will lead to a decreased effective lifetime for
NOx and, thus, decreased ozone transport. However, the observed organic hydrolysis product, pinol, is relatively volatile
and may partition back to the gas phase, decreasing organic aerosol mass.

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