(hexadecylamidopropyl)trimethylammonium chloride

Hydrolysis

Link to relevant study record(s)

Reference

Endpoint:

hydrolysis

Type of information:

(Q)SAR

Adequacy of study:

supporting study

Reliability:

4 (not assignable)

Rationale for reliability incl. deficiencies:

results derived from a (Q)SAR model, with limited documentation / justification

Principles of method if other than guideline:

No guideline is applicable. A computational method was employed.

SMILES : O=C(NCCN(C)C)CCCCCCCCCCCCCCC

Molecular Formula: C20H42N2O1

Molecular weight: 326.57

--------------------------- HYDROWIN v2.00 Results ---------------------------

Hydrolyzable Function detected: Amides

-C-C(=O)-N-C-

With the exception of a few halogenated acetamides, most amides hydrolyze to acids extremely slowly at 25 °C and pH 7 with half-lives measured in centuries. Electronegative groups on carbon or nitrogen greatly accelerate base catalyzed hydrolysis, but alkyl groups on nitrogen retard both acid and base catalyzed processes. No neutral hydrolysis is evident (Mabey and Mill, 1978). Selected amides half-lives include:

Half-Live (in years at 25 °C, pH 7)

Acetamide                                   3950

Chloroacetamide                         1.46

Dichloroacetamide                      0.73

Trichloroacetamide                     0.23

N-Methylacetamide                   38000

Conclusions:

Extremely low hydrolysis is to be expected for the substance. Half lives in the order of years can be estimated.

Executive summary:

An attempt was made to calculate the hydrolysis of the substance by using the software HYDROWIN (V2.00). However, only a message was obtained that most amides hydrolyse to acids extremely slowly at 25 °C and pH 7 with half lives measured in centuries. Therefore it is concluded that the substance shows an extremely slow hydrolysis.

Description of key information

not required, since the substance is readily biodegradable

in addition, no hydrolysis expected (calculation based on structure)

Additional information

The stability (hydrolysis) of C16 Alkylamidopropyltrimethylammonium Chloride was calculated using EPIWIN, HYDROWIN v2.00. Hydrolysis is not to be expected under environmental conditions: the calculated hydrolysis half-life time (t1/2) was found to be >1 year.