Difference between revisions of "Neodecanoic acid, ethenyl ester"

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{{Definition|title=neodecanoic acid, ethenyl ester
 
{{Definition|title=neodecanoic acid, ethenyl ester
  
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|definition= Neodecanoic acid, ethenyl ester is an [[anthropogenic]] chemical used exclusively in polymerization to make the resulting products more hydrolytically and UV-stable. The primary uses include polymers used in paints and coatings (65%), and adhesives i.e. re-dispersible powders (35%). }}
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|definition= Neodecanoic acid, ethenyl ester is an [[anthropogenic]] chemical used exclusively in polymerization to make products more hydrolytically and UV-stable. The primary uses include polymers used in paints and coatings (65%), and adhesives i.e. re-dispersible powders (35%)<ref name = OECD>[http://www.oecd.org/LongAbstract/0,3425,en_2649_34379_41825008_1_1_1_37407,00.html OECD Initial hazard assessment of Neodecanoic acid, ethenyl ester; CAS 5100-05-23; SIDS Initial Assessment Report For SIAM 24 Paris, France, 17 – 20 April 2007]</ref>.
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<ref name = OECD>OECD Initial hazard assessment of Neodecanoic acid, ethenyl ester; CAS 5100-05-23; SIDS Initial Assessment Report For SIAM 24 Paris, France, 17 – 20 April 2007</ref>
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== Notes ==
  
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Four potential sources of environmental exposure have been identified: (1) Production; (2) Processing (monomer polymerization); (3) Formulation of the polymer into a coating; and, (4) Use by consumers and professional users.  Production of neodecanoic acid ethenyl ester (or vinyl neodecanoate) takes place at one site in the Netherlands, and is performed in a continuous closed system as a “dry” process for 365 days/year. Releases from production are expected to be minimal. The total global production volume ranges from 46,000 to 230,000 tonnes/yr.
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Although it appears to be a very stable monomer that is not degraded, at least to a significant extent, by crude liver homogenates of rats in vitro. As stated earlier, the tertiary (neo-) carbon bonding and alkyl chain structure confers a high degree of stability to the molecule, thus it is expected to be strongly resistant to UV light and hydrolytic degradation. 
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! bgcolor="#FF8888" | Neodecanoic acid, ethenyl ester
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| align="center" bgcolor="#FFFFFF" | [[Image:Decanoic acid.gif|200px| ]]
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! bgcolor="#8888FF" | Formula
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| align="center" | C<sub>12</sub>H<sub>22</sub>O<sub>2</sub>
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The circumstances of manufacture and use of neodecanoic acid ethenyl ester allow for a continuous control of human and environmental exposure, which are done in closed systems and under strict norms of safety. Occupational, consumer, and even environmental exposure are anticipated to be low, if not negligible. Despite the high toxicity seen in aquatic testing, exposure to the environment is anticipated to be low. In the event of an accidental spill there are mitigation plans in place to minimize exposure and potential hazards.
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Neodecanoic acid, ethenyl ester has a low risk of entering the environment. The production is carried out in a closed circuit with minimal releases to the environment. Only a very small amount (0,006%) of the neodecanoic acid, ethenyl ester used in paints and coatings can expected to be lost into the environment.
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Its total global production volume ranges from 46,000 to 230,000 tonnes/yr<ref name = OECD>[http://www.oecd.org/LongAbstract/0,3425,en_2649_34379_41825008_1_1_1_37407,00.html OECD Initial hazard assessment of Neodecanoic acid, ethenyl ester; CAS 5100-05-23; SIDS Initial Assessment Report For SIAM 24 Paris, France, 17 – 20 April 2007]</ref>.  
  
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Neodecanoic acid ethenyl ester is a light viscous liquid and is moderately [[volatile]]. Due to its low water solubility, it is suspected that in the environment it would be mostly associated with sediments. Only small amounts would be found in water and the atmosphere. 
  
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The acute toxicity tests indicate low toxicity by inhalation, dermal, and oral routes of exposure to rodentsWith regards to irritation in animals, there is evidence of limited (minimal to non-irritating) potential to eyes and skin.  Repeated dosing of neodecanoic acid ethenyl ester has shown a low degree of toxicity in rats by inhalation (0.25, 0.5 and 1.0 g/m3 for 6hr/day, 5d/wk, 13 weeks) or oral exposure (100, 250, 1000 mg/kg/d, for 28
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It doesn't dissolve much in water and has a high affinity towards organic matter. However, it has only a moderate tendency towards [[bioaccumulation]]. There doesn't appear to be a risk for [[biomagnification]]. [[Pollution and pelagic fishes|Fish]] for example are able to eliminate neodecanoic acid ethenyl ester quite efficiently from their tissues (95% in 14 days)<ref name = OECD>[http://www.oecd.org/LongAbstract/0,3425,en_2649_34379_41825008_1_1_1_37407,00.html OECD Initial hazard assessment of Neodecanoic acid, ethenyl ester; CAS 5100-05-23; SIDS Initial Assessment Report For SIAM 24 Paris, France, 17 – 20 April 2007]</ref> .
  
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Neodecanoic acid ethenyl ester is a commercial mixture of isomers used mainly in the synthesis of polymers to make them more hydrolytically and UV-stable. It is a light viscous liquid, moderately volatile (Henry’s Law Constant 1295.3 Pa.m3/mol (1.3 x 10-2 atm.m3/mol), measured boiling point 212C and vapour pressure 0.386 hPa at 25 C), of low water solubility (5.9 mg/L, measured), and with a moderate affinity towards organic matter While the measured octanol-water partition coefficient (Log Kow or Log P) is 4.9, the bioaccumulation potential from a fish study in which the substance was dosed via the feed indicates that the compound is rapidly eliminated (95% clearance in 14 days depuration, biomagnification factor 0.09).   
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Neodecanoic acid, ethenyl ester appears to be a very stable monomer that is not biodegradable, at least not by rats in vitro. It shows an high acute [[toxic|toxicity]] for fish and zooplankton and a lower one for algae: 0.84 mg/l, 0.3 mg/l and 3.4 mg/l respectively. Presently no studies have been conducted on chronic toxicity or sublethal effects.
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In rats it has a low toxicity when inhaled, eaten or touched. It can also cause (minimal) irritation to their eyes and skin.   
  
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When modelling for its environmental distribution (Mackay Fugacity Level III) with equal release to air, water and soil, it is predicted that the bulk transport should be to soil and sediment compartments (~78 and 14%, respectively), with very little to air and water (0.5 and 7.6%).  
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The substance is considered to be of low risk towards human health, but might cause environmental problems (especially for fish and marine invertebrates) if released into the environment<ref name = OECD>[http://www.oecd.org/LongAbstract/0,3425,en_2649_34379_41825008_1_1_1_37407,00.html OECD Initial hazard assessment of Neodecanoic acid, ethenyl ester; CAS 5100-05-23; SIDS Initial Assessment Report For SIAM 24 Paris, France, 17 – 20 April 2007]</ref> .
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Neodecanoic acid ethenyl ester has been tested for its acute toxicity to fish, invertebrates and algae.  No chronic studies have been conducted.  Aquatic toxicity testing has been problematic due to its low water solubility and its likely adherence to glassware.  The substance is acutely toxic to aquatic organisms: the lowest GLP results are fish LC50 0.84 mg/L, invertebrates (marine copepod) EC50 0.3 mg/L, and algae EbC50 3.4 mg/L and ErC50 > 4.8 mg/L. As indicated above this chemical exhibited a low biomagnification factor, but according to OECD GHS criteria by its derived BCF would be considered to bioconcentrate (=bioaccumulate) since the derived BCF >500.
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== Environmental standards and legislation ==
  
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Human Health: The chemical is a low priority for further work due to its low hazard profile.
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[[OSPAR List of priority substances|Included in the OSPAR list of substances of priority action]]
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Environment: The chemical is a candidate for further work. The chemical possesses properties indicating a hazard for the environment (acute toxicity to fish and aquatic invertebrates).  Member countries are invited to perform an exposure assessment for the environment and if necessary a risk assessment.
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==References==
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{{author
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|AuthorID=19826
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|AuthorFullName=Daphnis De Pooter
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|AuthorName=Daphnisd}}
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[[Category:Toxicity chemicals]]

Latest revision as of 13:27, 9 August 2020

Definition of neodecanoic acid, ethenyl ester:
Neodecanoic acid, ethenyl ester is an anthropogenic chemical used exclusively in polymerization to make products more hydrolytically and UV-stable. The primary uses include polymers used in paints and coatings (65%), and adhesives i.e. re-dispersible powders (35%)[1].
This is the common definition for neodecanoic acid, ethenyl ester, other definitions can be discussed in the article

Notes

Neodecanoic acid, ethenyl ester
Decanoic acid.gif
Formula
C12H22O2

Neodecanoic acid, ethenyl ester has a low risk of entering the environment. The production is carried out in a closed circuit with minimal releases to the environment. Only a very small amount (0,006%) of the neodecanoic acid, ethenyl ester used in paints and coatings can expected to be lost into the environment. Its total global production volume ranges from 46,000 to 230,000 tonnes/yr[1].

Neodecanoic acid ethenyl ester is a light viscous liquid and is moderately volatile. Due to its low water solubility, it is suspected that in the environment it would be mostly associated with sediments. Only small amounts would be found in water and the atmosphere.

It doesn't dissolve much in water and has a high affinity towards organic matter. However, it has only a moderate tendency towards bioaccumulation. There doesn't appear to be a risk for biomagnification. Fish for example are able to eliminate neodecanoic acid ethenyl ester quite efficiently from their tissues (95% in 14 days)[1] .

Neodecanoic acid, ethenyl ester appears to be a very stable monomer that is not biodegradable, at least not by rats in vitro. It shows an high acute toxicity for fish and zooplankton and a lower one for algae: 0.84 mg/l, 0.3 mg/l and 3.4 mg/l respectively. Presently no studies have been conducted on chronic toxicity or sublethal effects. In rats it has a low toxicity when inhaled, eaten or touched. It can also cause (minimal) irritation to their eyes and skin.

The substance is considered to be of low risk towards human health, but might cause environmental problems (especially for fish and marine invertebrates) if released into the environment[1] .


Environmental standards and legislation

Included in the OSPAR list of substances of priority action


References

  1. ↑ 1.0 1.1 1.2 1.3 OECD Initial hazard assessment of Neodecanoic acid, ethenyl ester; CAS 5100-05-23; SIDS Initial Assessment Report For SIAM 24 Paris, France, 17 – 20 April 2007
The main author of this article is Daphnis De Pooter
Please note that others may also have edited the contents of this article.
Citation: Daphnis De Pooter (2020): Neodecanoic acid, ethenyl ester. Available from http://www.coastalwiki.org/wiki/Neodecanoic_acid,_ethenyl_ester [accessed on 24-11-2024]
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