Analytical Report

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permitted without previously written authorization from the proprietor.

Research, Development

& Innovation

NMR analysis of

G.J.Knoop

Confidential

Analytical documentation MAS A20140991-NMR

Trade name(s)
ICS-103 Analytical Report

MAS A20140991-NMR

February 25, 2015

2

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permitted without previously written authorization from the proprietor.

ICS-103 Project identification

Client Functional Chemicals Client no 1435 Project no

Subclient OP Subclient no Task no 3006134

Drafted by department Measurement & Analytical Science / Molecular Spectroscopy (MAS-SP)

Document number MAS A20140991-NMR

Date February 25, 2015

Author G.J. Knoop

Signature

Approved by Dr. S. Datta

Function Project Leader

Signature

Distribution B. Weuste

Others A. Talma, B. Fischer, M. Schuur

Department archive

Central file

Test facility Akzo Nobel Chemicals bv

Research, Development& Innovation

Measurement & Analytical Science

Laboratory notebook Raw data files:DVTN23.d20.intra GROUPS R:\CAP\SP\REACH-Polymer

Chemicals\20140409

Keywords analytical report, NMR, 1,2,4,5,7,8-Hexoxonane, 3,6,9-trimethyl-, 3,6,9-tris(Ethyl and

Propyl) derivatives
ICS-103 Analytical Report

MAS A20140991-NMR

February 25, 2015

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This report is property of Akzo Nobel NV or its affiliated companies. All rights are strictly reserved. Reproduction, issue or disclosure to third parties in any form is not

permitted without previously written authorization from the proprietor.

Table of Contents

2 List of Symbols and Abbreviations 4

3 Objective of the analysis 4

4 Experimental 5

4.1 Test Substance 5

4.2 Test period or test date 5

4.3 Test conditions 5

4.4 Sample preparation 6

4.5 Calibration 6

4.6 Processing and spectral interpretation 6

5 Results 7

6 Conclusions 8

7 Documents and references 8

8 Appendix 9

8.1

14
ICS-103 Analytical Report

MAS A20140991-NMR

February 25, 2015

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This report is property of Akzo Nobel NV or its affiliated companies. All rights are strictly reserved. Reproduction, issue or disclosure to third parties in any form is not

permitted without previously written authorization from the proprietor.

2 List of Symbols and Abbreviations

RD&I Research, Development & Innovation

ECG Expert Capability Group

MAS Measurement & Analytical Science

NMR Nuclear Magnetic Resonance

MHz Mega Hertz

1H Proton

13C{1H} Proton decoupled carbon

s Singlet

d Doublet

t Triplet

q Quartet

m Multiplet

% m/m % mass/mass

sR standard deviation under reproducibility conditions

n.a. not applicable

CDCl3 Deuterated chloroform

3 Objective of the analysis

The objective of the analysis is to identify the test substance 1,2,4,5,7,8-Hexoxonane, 3,6,9-trimethyl-,

3,6,9-tris(Ethyl and Propyl) derivatives, batch BYK04856-98 (final) by Nuclear Magnetic Resonance

spectroscopy.
ICS-103 Analytical Report

MAS A20140991-NMR

February 25, 2015

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This report is property of Akzo Nobel NV or its affiliated companies. All rights are strictly reserved. Reproduction, issue or disclosure to third parties in any form is not

permitted without previously written authorization from the proprietor.

4 Experimental

4.1 Test Substance

Trade name

Chemical description

derivatives

EC name Not available

EC number Not available

CAS number

Batch number BYK04856-98 (final)

Molecular structure Not available

Molecular formula Not available

Molecular weight Not available

Description Colorless liquid

Smiles notation Not available

InChI code Not available

Storage requirements Keep away from food, drink and animal feeding stuffs. Store in a dry well

ventilated place away from sources of heat and direct sunlight. Store

separate from other chemicals. Keep only in the original container. Keep

container upright to prevent leakage. Do not store in LDPE packages.

HDPE is the preferred packaging material. For maximum quality store

below: 40 °C.

Expiration date April 1, 2024

4.2 Test period or test date

The spectra were recorded in June 2014.

4.3 Test conditions

The spectra are recorded on a Bruker Avance-III 600MHz spectrometer with a proton resonance

frequency of 600MHz and a carbon resonance frequency of 150MHz. If conditions are used other than

mentioned below, those are shown on the spectra.

Table 4.1 Standard NMR conditions and Experimental conditions for NMR

1H-NMR 13C-NMR

Probe 5mm BBO ATM probe and z-gradient feature

Operating temperature 300 Kelvin

Operating frequency 600 MHz 150 MHz

Relaxation delay 5 sec. 2 sec.

Pulse 30 degrees 30 degrees

Acquisition time 2.66 sec. 0.91 sec.

Power -15.92dB -19.29dB

Spectrum width 12335 Hz 36057 Hz
ICS-103 Analytical Report

MAS A20140991-NMR

February 25, 2015

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permitted without previously written authorization from the proprietor.

1H-NMR 13C-NMR

Number of scans 64 1024

Line broadening 0.3 Hz 3 Hz

Tube type 5mm disposable NMR tube for Bruker SampleJet

4.4 Sample preparation

The test substance is dissolved in CDCl3 and analyzed with 1H-and 13C-NMR. The 1H-NMR and

13C{1H} NMR spectra are recorded of the sample without internal standard.

Table 4.2 Used chemicals and solutions

Solvent Formula Supplier CAS number

Deuterated chloroform CDCl3 Aldrich 99.8 % D + 0.03 v/v % TMS 865-49-6

Spirdane D60 - Total 64742-48-9

4.5 Calibration

The proton NMR spectra are calibrated using the TMS present in the NMR solvent at 0.0 ppm. The

carbon NMR spectra are calibrated using the CDCl3 solvent peak at 77.0 ppm.

4.6 Processing and spectral interpretation

Spectral interpretation is based on data measured in the same solvent of reference compounds which

are stored in the RD&I "ARDD database" and with software prediction with ACDlabs v12 [1].

Table 4.3 NMR experiments

Experiment Sample solution Appendix

1H 150.8 mg in 2478.4 mg CDCl3 8.1, 8.2

13C{1H} 364.7 mg in 2457.5mg CDCl3 8.3, 8.4

1H

150.8 mg in 2478.4 mg CDCl3 & 164.2mg Spirdane D60

reference in 2736.2 mg CDCl3

9.5

13C{1H} 364.7 mg in 2457.5mg CDCl3 & 164.2mg Spirdane D60

reference in 2736.2 mg CDCl3

9.6
ICS-103 Analytical Report

MAS A20140991-NMR

February 25, 2015

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5 Results

5.1.1 Main compound

The identity of the test sample is confirmed by the NMR spectra. The chemical shifts of the main

compounds are listed in Table 6.1. The characteristic parts of the molecular structure are shown in

Scheme 1. The NMR spectra are given in Appendix 8.

Scheme 1:

The assignment of the different proton and carbon atoms is listed in Table 5.1.

Table 5.1 NMR assignment for the test substance

5.1.2 Additives

An additive is detected with NMR. These additives are identified and the chemical shifts of the

detected signals are listed in Table 5.2.

Table 5.2 NMR assignment of additives in the test substance

Component Atom

no.

1H-NMR

Chemical

shift

13C-NMR

Chemical

shift

1 1.35 18.1

2 1.85 27.0 – 26.7

3 0.9 8.3

4 1.35 18.7

5 1.85 36.3 – 36.6

6 1.6 17.4

7 0.9 14.3

Component Atom

no.

1H-NMR

Chemical

shift

13C-NMR

Chemical

shift

Spirdane D60 See spectra
ICS-103 Analytical Report

MAS A20140991-NMR

February 25, 2015

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6 Conclusions

7 Documents and references

[1] ACDlabs v12, HNMR and CNMR prediction software with own user-database
ICS-103 Analytical Report

MAS A20140991-NMR

February 25, 2015

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8 Appendix

8.1 1H-NMR spectrum of 

9.5 9.0 8.5 8.0 7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 0.5 ppm

Batch no. BYK04856-98 (final)

150.8 mg sample + 2478.4 mg CDCl3

CHCl3

TMS

Spirdane D60

REACH test substance Test substance
ICS-103 Analytical Report

MAS A20140991-NMR

February 25, 2015

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8.2 Expanded 1H-NMR spectrum of 

4.0 3.5 3.0 2.5 2.0 1.5 1.0 0.5 ppm

Expanded 600MHz H-NMR spectrum of REACH test substance

Batch no. BYK04856-98 (final)

150.8 mg sample + 2478.4 mg CDCl3

TMS

Spirdane D60

REACH test substance

3,7

2,5

1,4

6

Test substance
ICS-103 Analytical Report

MAS A20140991-NMR

February 25, 2015

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8.3 13C{1H}-NMR spectrum of 

210 200 190 180 170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 10 ppm

8.3214.0914.1414.2814.3114.3917.3917.4118.1418.7022.7226.7226.7526.9626.9929.4129.7129.7531.9777.00109.17109.24109.32109.61109.66109.69109.71

CDCl3

Batch no. BYK04856-98 (final)

364.7 mg sample + 2457.5 mg CDCl3

O C

C

C

O O O

Spirdane D60

REACH test substance

Test substance
ICS-103 Analytical Report

MAS A20140991-NMR

February 25, 2015

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8.4 Expanded 13C{1H}-NMR spectrum of 

Batch no. BYK04856-98 (final)

364.7 mg sample + 2457.5 mg CDCl3

55 50 45 40 35 30 25 20 15 10 5 ppm

8.288.3214.0914.1414.2814.3114.3917.3917.4118.1418.7022.7226.7226.7526.9626.9929.4129.7129.7531.97

REACH test substance

Spirdane D60

-CH3 MEKP

-CH3 MPKP

-CH3 MPKP

-CH2 MPKP

-CH2 MEKP

-CH3 MEKP

-CH2 MPKP

O C

CH3

1

CH2

2

O O O

CH3

3

O C

CH3

4

CH2

5

O O O

CH2

6

CH3

7

3

1

2

7

5

6

4

Test substance
ICS-103 Analytical Report

MAS A20140991-NMR

February 25, 2015

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8.5 1H-NMR spectra of 
ICS-103 Analytical Report

MAS A20140991-NMR

February 25, 2015

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8.6 13C-NMR spectra of