4'-cyanoacetophenone

Adsorption / desorption

Link to relevant study record(s)

Reference

Endpoint:

adsorption / desorption: screening

Type of information:

experimental study

Adequacy of study:

key study

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

Justification for type of information:

Data is from experimental study performed using standard OECD Guideline

Qualifier:

according to guideline

Guideline:

OECD Guideline 121 (Estimation of the Adsorption Coefficient (Koc) on Soil and on Sewage Sludge using High Performance Liquid Chromatography (HPLC))

Principles of method if other than guideline:

To determine Adsorption coefficient (KOC) on soil and on sewage sludge of the test chemical 4'-Cyanoacetophenone (CAS No. 1443-80-7) using HPLC.

GLP compliance:

no

Type of method:

HPLC estimation method

Media:

soil/sewage sludge

Specific details on test material used for the study:

- Name of test material : 4'-Cyanoacetophenone
- Molecular formula : C9H7NO
- Molecular weight : 145.16 g/mol
- Smiles notation : CC(=O)c1ccc(C#N)cc1
- InChl : 1S/C9H7NO/c1-7(11)9-4-2-8(6-10)3-5-9/h2-5H,1H3
- Substance type: Organic
- Physical state: Solid
- Batch No./ Lot no.: 10186196
- Physical Appearance: light yellow to yellow-beige crystalline powder
- Stability: Stable in recommended storage conditions
- Storage Conditions: Ambient Temp (23 to 27 °C) √ (Store in a cool place. Keep containers tightly closed in a dry and well ventilated place)

Radiolabelling:

not specified

Test temperature:

25°C

Details on study design: HPLC method:

The solutions of the test substance and reference substances were prepared in appropriate solvents. Each of the reference substance and test substance were analysed by HPLC at 210 nm. After equilibration of the HPLC system, Urea was injected first, the reference substances were injected in duplicate, followed by the test chemical solution in duplicate. Reference substances were injected again after test sample, no change in retention time of reference substances was observed. Retention time tR were measured, averaged and the decimal logarithms of the capacity factors k were calculated. The graph was plotted between log Koc versus log k(Annex - 2).The linear regression parameter of the relationship log Koc vs log k were also calculated from the data obtained with calibration samples and therewith, log Koc of the test substance was determined from its measured capacity factor.

Operating Conditions:
- HPLC Model No. : Agilent Technologies,1260 Infinity
- Flow Rate : 1.0ml/min
- Column : ZORBAX Eclipse Plus C18, 4.6×100mm, 3.5 μm
- Mobile phase : Acetonitrile: water (55:45)
- Temperature : 25°C
- Detector : Diode Array Detector @210nm
- Injector : Autosampler
- Injector volume : 10μl
- Data Acquisition software : ChemStationOpen lab Control Panel

Analytical monitoring:

not specified

Details on sampling:

- Concentrations: 400mg/l
- Sampling interval: A test item solution was prepared by accurately weighing 4 mg of test item and diluted with Acetonitrile up to 10 ml. Thus, the test solution concentration was 400 mg/l. The pH of test substance was 5.5

Key result

Type:

log Koc

Value:

2.214 dimensionless

pH:

5.5

Temp.:

25 °C

Remarks on result:

other: Log Koc value reported as 2.214 ± 0.001

Details on results (HPLC method):

The Adsorption coefficient (KOC) on soil and on sewage sludge of the 4'-cyanoacetophenone (CAS No. 1443-80-7)was determined to be 2.214 ± 0.001 at 25°C

Transformation products:

not specified

Test substance 4'-cyanoacetophenone		K	LogK	Log Koc by Generalized Calibration Graph	Mean of Log Koc ± S.D.
tR1	1.738	0.959	-0.018	2.214	2.214 ± 0.001
tR2	1.739	0.961	-0.017	2.215

Validity criteria fulfilled:

yes

Conclusions:

The Adsorption Coefficient of test substance 4'-cyanoacetophenone (CAS No. 1443-80-7)was determined as per the HPLC method (OECD Guideline-121). The Log Koc value was determined to be 2.214 ± 0.001 at 25°C.

Executive summary:

The adsorption coefficient Koc in soil and in sewage sludge of test chemical 4'-cyanoacetophenone (CAS No. 1443 -80 -7) was determined by the Reverse Phase High Performance Liquid Chromatographic method according to OECD Guideline No. 121 for testing of Chemicals. The solutions of the test substance and reference substances were prepared in appropriate solvents. A test item solution was prepared by accurately weighing 4 mg of test item and diluted with Acetonitrile up to 10 ml. Thus, the test solution concentration was 400 mg/l. The pH of test substance was 5.5. Each of the reference substance and test substance were analysed by HPLC at 210 nm. After equilibration of the HPLC system, Urea was injected first, the reference substances were injected in duplicate, followed by the test chemical solution in duplicate. Reference substances were injected again after test sample, no change in retention time of reference substances was observed. Retention time tR were measured, averaged and the decimal logarithms of the capacity factors k were calculated. The graph was plotted between log Koc versus log k(Annex - 2).The linear regression parameter of the relationship log Koc vs log k were also calculated from the data obtained with calibration samples and therewith, log Koc of the test substance was determined from its measured capacity factor. The reference substances were chosen according to functional similarity with the test substance and calibration graph prepared. The reference substances were 4 -chloroaniline, 4-methylaniline(p-Tolouidine), N-methylaniline, p-toluamide, Aniline, 2,5-Dichloroaniline, 4 -nitrophenol, 2 - nitrophenol, 2-nitrobenzamide, 3 -nitrobenzamide, Nitrobenzene, 4 -Nitrobenzamidel, 1 -naphthylamine, 1-naphtol, Direct Red 81, Benzoic acid methylester, Carbendazim, Benzoic acid phenylester, Xylene, Ethylbenzene, Toluene, Naphthalene, 1,2,3-trichlorobenzene, phenanthrene, Phenol, N,Ndimethylbenzamide, 3,5-dinitrobenzamide, N-methylbenzamide, Benzamide, Pentachlorophenol, DDT, Acetanilide having Koc value ranging from 1.25 to 5.63. The Log Koc value of test chemical 4'-cyanoacetophenone was determined to be 2.214 ± 0.001 at 25°C. This log Koc value indicates that the substance 4'-cyanoacetophenone has a low sorption to soil and sediment and therefore have moderate migration potential to ground water.

Description of key information

The adsorption coefficient Koc in soil and in sewage sludge of test chemical 4'-cyanoacetophenone (CAS No. 1443 -80 -7) was determined by the Reverse Phase High Performance Liquid Chromatographic method according to OECD Guideline No. 121 for testing of Chemicals (Sustainability Support Services (Europe) AB, Report no. UERL/PC/010-03, 2017). The solutions of the test substance and reference substances were prepared in appropriate solvents. A test item solution was prepared by accurately weighing 4 mg of test item and diluted with Acetonitrile up to 10 ml. Thus, the test solution concentration was 400 mg/l. The pH of test substance was 5.5. Each of the reference substance and test substance were analysed by HPLC at 210 nm. After equilibration of the HPLC system, Urea was injected first, the reference substances were injected in duplicate, followed by the test chemical solution in duplicate. Reference substances were injected again after test sample, no change in retention time of reference substances was observed. Retention time tR were measured, averaged and the decimal logarithms of the capacity factors k were calculated. The graph was plotted between log Koc versus log k(Annex - 2).The linear regression parameter of the relationship log Koc vs log k were also calculated from the data obtained with calibration samples and therewith, log Koc of the test substance was determined from its measured capacity factor. The reference substances were chosen according to functional similarity with the test substance and calibration graph prepared. The reference substances were 4 -chloroaniline, 4-methylaniline(p-Tolouidine), N-methylaniline, p-toluamide, Aniline, 2,5-Dichloroaniline, 4 -nitrophenol, 2 - nitrophenol, 2-nitrobenzamide, 3 -nitrobenzamide, Nitrobenzene, 4 -Nitrobenzamidel, 1 -naphthylamine, 1-naphtol, Direct Red 81, Benzoic acid methylester, Carbendazim, Benzoic acid phenylester, Xylene, Ethylbenzene, Toluene, Naphthalene, 1,2,3-trichlorobenzene, phenanthrene, Phenol, N,Ndimethylbenzamide, 3,5-dinitrobenzamide, N-methylbenzamide, Benzamide, Pentachlorophenol, DDT, Acetanilide having Koc value ranging from 1.25 to 5.63. The Log Koc value of test chemical 4'-cyanoacetophenone was determined to be 2.214 ± 0.001 at 25°C. This log Koc value indicates that the substance 4'-cyanoacetophenone has a low sorption to soil and sediment and therefore have moderate migration potential to ground water.

Key value for chemical safety assessment

Koc at 20 °C:

163.68

Additional information

Experimental study for the target compound 4'-Cyanoacetophenone(CAS No. 1443-80-7) and supporting study for its read across substance were reviewed for the adsorption end point which are summarized as below:

 

In an experimental key study from UERL study report (Sustainability Support Services (Europe) AB, Report no. UERL/PC/010-03, 2017), the adsorption coefficient Koc in soil and in sewage sludge of test chemical 4'-cyanoacetophenone (CAS No. 1443 -80 -7) was determined by the Reverse Phase High Performance Liquid Chromatographic method according to OECD Guideline No. 121 for testing of Chemicals. The solutions of the test substance and reference substances were prepared in appropriate solvents. A test item solution was prepared by accurately weighing 4 mg of test item and diluted with Acetonitrile up to 10 ml. Thus, the test solution concentration was 400 mg/l. The pH of test substance was 5.5. Each of the reference substance and test substance were analysed by HPLC at 210 nm. After equilibration of the HPLC system, Urea was injected first, the reference substances were injected in duplicate, followed by the test chemical solution in duplicate. Reference substances were injected again after test sample, no change in retention time of reference substances was observed. Retention time tR were measured, averaged and the decimal logarithms of the capacity factors k were calculated. The graph was plotted between log Koc versus log k(Annex - 2).The linear regression parameter of the relationship log Koc vs log k were also calculated from the data obtained with calibration samples and therewith, log Koc of the test substance was determined from its measured capacity factor. The reference substances were chosen according to functional similarity with the test substance and calibration graph prepared. The reference substances were 4 -chloroaniline, 4-methylaniline(p-Tolouidine), N-methylaniline, p-toluamide, Aniline, 2,5-Dichloroaniline, 4 -nitrophenol, 2 - nitrophenol, 2-nitrobenzamide, 3 -nitrobenzamide, Nitrobenzene, 4 -Nitrobenzamidel, 1 -naphthylamine, 1-naphtol, Direct Red 81, Benzoic acid methylester, Carbendazim, Benzoic acid phenylester, Xylene, Ethylbenzene, Toluene, Naphthalene, 1,2,3-trichlorobenzene, phenanthrene, Phenol, N,Ndimethylbenzamide, 3,5-dinitrobenzamide, N-methylbenzamide, Benzamide, Pentachlorophenol, DDT, Acetanilide having Koc value ranging from 1.25 to 5.63. The Log Koc value of test chemical 4'-cyanoacetophenone was determined to be 2.214 ± 0.001 at 25°C. This log Koc value indicates that the substance 4'-cyanoacetophenone has a low sorption to soil and sediment and therefore have moderate migration potential to ground water.

 

In a supporting study from authoritative database (HSDB, 2017) for the read across chemical Benzonitrile (CAS no. 100-47-0), adsorption experiment was conducted for estimating the adsorption coefficient (Koc) value of read across chemical Benzonitrile (CAS no. 100-47-0). The adsorption coefficient (Koc) value was calculated using a logKow of 1.56 and a regression derived equation. The adsorption coefficient (Koc) value of substance Benzonitrile was estimated to be 150 (Log Koc = 2.176). This Koc value indicates that the substance Benzonitrile has a low sorption to soil and sediment and therefore have moderate migration potential to ground water.

 

On the basis of above overall results for target chemical 4'-Cyanoacetophenone (from experimental study report) and for its read across substance from authoritative database (HSDB, 2017), it can be concluded that the log Koc value of test substance 4'-Cyanoacetophenone was determined to be 2.214, indicating that the test chemical 4'-Cyanoacetophenone has a low sorption to soil and sediment and therefore have moderate migration potential to ground water.

[LogKoc: 2.214]