N-butyl-N-[(triethoxysilyl)methyl]butan-1-amine

Hydrolysis

Administrative data

Endpoint:

hydrolysis

Type of information:

experimental study

Adequacy of study:

key study

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

other: The study was conducted according to an OECD test guideline and in accordance with a recognised quality system.

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

2014

Report date:

2014

Materials and methods

Test guideline

Qualifier:

according to guideline

Guideline:

OECD Guideline 111 (Hydrolysis as a Function of pH)

Deviations:

no

GLP compliance:

no

Test material

Test material information

Constituent 1

Reference substance name:

N-butyl-N-[(triethoxysilyl)methyl]butan-1-amine

EC Number:

810-490-5

Cas Number:

35501-23-6

Molecular formula:

C15H35NO3Si

IUPAC Name:

N-butyl-N-[(triethoxysilyl)methyl]butan-1-amine

Radiolabelling:

no

Study design

Analytical monitoring:

yes

Details on sampling:

For the 1H NMR measurement 850 μl of the buffer solutions containing about 5 μl of “Silan
DBA-TEO” (pH 4.0, pH 7.0, pH 9.0 respectively) were mixed with 150 μl of deuterated water
(D2O), containing 3-trimethylsilylpropionic acid, sodium salt, 2,2,3,3-tetradeuterated
(Na-TSP-d4) as shift and internal standard in a 5 mm NMR sample tube.

Buffers:

pH 4.0: CertiPur, Citric acid + hydrochloric acid + sodium hydroxide, company Merck
pH 7.0: Baker Analyzed, Potassium dihydrogen phosphate + disodiumhydrogen phosphate, company J. T. Baker
pH 9.0: CertiPur, Boronic acid + potassium chloride + sodium hydroxide, company Merck

Details on test conditions:

Medium: Water-d2 / Na-TSP-d4 (5006.46 mg D2O + 21.53 mg Na-TSP-d4)
Temperature: 25 °C
Duration of experiment: About 1 h for each buffered sample
Analysis: 1H NMR
Equipment: Bruker Avance 400, 5 mm ATM BBI probehead with z-gradients

Acquisition parameters:
Pulse program zg
NS 1
DS 0
TD 64k
SWH 8012 Hz
TE 298 K

Processing parameters:
SI 64k
WDW EM
LB 0.3 Hz
D1 6 sec

Results and discussion

Dissipation DT50 of parent compound

Dissipation DT50 of parent compound 1

pH:

4

Temp.:

25 °C

DT50:

< 2 min

Dissipation DT50 of parent compound 2

pH:

7

Temp.:

25 °C

DT50:

< 2 min

Dissipation DT50 of parent compound 3

pH:

9

Temp.:

25 °C

DT50:

< 2 min

Details on results:

At all examined pH values only signals of N,N-dibutylaminomethylsilanetriol and ethanol
could be observed after the first measurement. There was no signal of ethoxysilane detectable.
Therefore it was concluded that hydrolysis was already completed when the first
spectrum of these pH series was measured.
Because hydrolysis was finished after the first 1H NMR measurement (about 2 minutes after
mixing the test sample) no exact half-life time or reaction rate could be calculated.

Any other information on results incl. tables

End point	Result	pH value measured after end of hydrolysis / end of experiments
Half-life time in pH 4 buffer solution	<< 2 min	4.5
Half-life time in pH 7 buffer solution	<< 2 min	7.4
Half-life time in pH 9 buffer solution	<< 2 min	9