Registration Dossier
Registration Dossier
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EC number: 236-415-0 | CAS number: 13360-63-9
Hydrolysis
Administrative data
- Endpoint:
- hydrolysis
- Type of information:
- other: expert judgement
- Adequacy of study:
- key study
- Reliability:
- 1 (reliable without restriction)
- Rationale for reliability incl. deficiencies:
- other: Chemistry expert judgement
- Justification for data waiving:
- other:
Data source
Reference
- Reference Type:
- other: expert statement
- Title:
- Unnamed
- Year:
- 2 008
- Report date:
- 2008
Materials and methods
- Principles of method if other than guideline:
- Expert Judgement
Test material
- Reference substance name:
- Butyl(ethyl)amine
- EC Number:
- 236-415-0
- EC Name:
- Butyl(ethyl)amine
- Cas Number:
- 13360-63-9
- Molecular formula:
- C6H15N
- IUPAC Name:
- butyl(ethyl)amine
Constituent 1
Results and discussion
- Preliminary study:
- Expert Judgement states that hydrolysis, i.e. reaction with water, would not occur since water is not sufficiently nucleophilic. A study is therefore technically not required, cf. ANNEX XI, No. 2.
Applicant's summary and conclusion
- Validity criteria fulfilled:
- yes
- Executive summary:
Due to their chemical structure and reactivity there is no abiotic hydrolytic degradation of amines in aqueous environmental compartments under ambient conditions.
In amines the bond between the terminal (saturated) carbon atom and the nitrogen atom (single bond) is polarized with a positive partial charge at the carbon atom. The enthalpy of the C-N bond is 291.8 kJ/mol. This is less than the binding enthalpy of the C-O bond in alcohols. In this bond the carbon atom is sp3 hybridized. The formal oxidation number is + I.
The positively charged carbon atom is in principle capable to undergo nucleophilic substitution with an electron rich species (for example strong bases). Water exhibits nucleophilic properties, but it is not a strong enough nucleophile to generate an efficient reaction with amines under ambient conditions. The energy barrier for the nucleophilic substitution reaction is too high to be overcome.Thus there is no hydrolytic degradation of amines in aqueous environmental compartments under ambient conditions (GUBDH, 2008).
Due to their chemical structure and reactivity there is no abiotic hydrolytic degradation of amines in aqueous environmental compartments under ambient conditions.
In amines the bond between the terminal (saturated) carbon atom and the nitrogen atom (single bond) is polarized with a positive partial charge at the carbon atom. The enthalpy of the C-N bond is 291.8 kJ/mol. This is less than the binding enthalpy of the C-O bond in alcohols. In this bond the carbon atom is sp3 hybridized. The formal oxidation number is + I.
The positively charged carbon atom is in principle capable to undergo nucleophilic substitution with an electron rich species (for example strong bases). Water exhibits nucleophilic properties, but it is not a strong enough nucleophile to generate an efficient reaction with amines under ambient conditions. The energy barrier for the nucleophilic substitution reaction is too high to be overcome.Thus there is no hydrolytic degradation of amines in aqueous environmental compartments under ambient conditions (GUBDH, 2008).
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