Reaction mass of (Z)-1-chloro-1-propene and 2-chloropropane and 2-chloropropene

Partition coefficient

Administrative data

Endpoint:

partition coefficient

Type of information:

experimental study

Adequacy of study:

key study

Study period:

June 2010

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

other: GLP study performed according to OECD guideline 117 and EU Method A.8

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

2010

Report date:

2010

Materials and methods

Test guideline

Test guideline 1

Qualifier:

according to guideline

Guideline:

OECD Guideline 117 (Partition Coefficient (n-octanol / water), HPLC Method)

Deviations:

no

Test guideline 2

Qualifier:

according to guideline

Guideline:

EU Method A.8 (Partition Coefficient)

Deviations:

no

GLP compliance:

yes (incl. QA statement)

Remarks:

Food and Consumer Product Safety Authority (VWA), The Netherlands

Type of method:

HPLC method

Partition coefficient type:

octanol-water

Test material

Test material information

Constituent 1

Reference substance name:

2-chloropropene

EC Number:

209-187-5

EC Name:

2-chloropropene

Cas Number:

557-98-2

Molecular formula:

C3H5Cl

IUPAC Name:

2-chloroprop-1-ene

Constituent 2

Reference substance name:

2-chloropropane

EC Number:

200-858-8

EC Name:

2-chloropropane

Cas Number:

75-29-6

Molecular formula:

C3H7Cl

IUPAC Name:

2-chloropropane

Constituent 3

Reference substance name:

1-chloropropene

EC Number:

209-675-8

EC Name:

1-chloropropene

Cas Number:

590-21-6

IUPAC Name:

1-chloroprop-1-ene

Details on test material:

Identification Reaction mass containing mainly 2-chloropropene
Molecular formula C3H5Cl
Molecular weight 76.53
CAS Number 557-98-2
Description Clear light yellow to brown liquid (determined at NOTOX)
Batch RBA100301A
Purity Minimum 60.0%
Test substance storage In refrigerator (2-8°C) in the dark
Stability under storage conditions Stable
Expiry date 08 March 2011 (allocated by NOTOX, 1 year after receipt of the test substance)

Study design

Analytical method:

high-performance liquid chromatography

Results and discussion

Partition coefficient

Type:

log Pow

Partition coefficient:

2.1

Any other information on results incl. tables

Calculation method:

Calculation of the P_ow

The P_owof the test substance was calculated to be 27.5(log P_ow1.44) using the Rekker calculation method.

 

Calculation of the pK_a

No pK_avalues for acidic and basic groups in the molecular structure of the test substance in the logarithm range of 1 – 14 were calculated.

 

HPLC Method

In the HPLC chromatogram of the test substance solution, one large test substance peak and two small peaks obtained from impurities were observed.

 

The results of the HPLC method are given in the Table10. The calibration curve of the log k’ of the reference substances as function of log P_ow showed that the equation of the regression line was: log k’ = 0.596´log P_ow- 0.516 (r = 0.9992, n = 12).

 

Table10         P_owat neutral pH

Substance	tr,1 [min]	tr,2 [min]	mean tr (n=2)	log Pow	Pow	Area %
Formamide (t0)	1.124	1.122	1.123
Ethylmethylketone	1.666	1.662		0.3
Benzylalcohol	2.555	2.543		1.1
Nitrobenzene	5.729	5.695		1.9
Toluene	16.586	16.520		2.7
Bromobenzene	21.531	21.431		3.0
1,4-Dichlorobenzene	36.589	36.373		3.4
Impurity I	4.810	4.799	4.805	1.7	5.4´10^1	0.71
Impurity II	6.653	6.630	6.642	2.0	1.1´10^2	0.99
Test substance	7.615	7.598	7.607	2.1	1.4´10^2	98.3

 

Applicant's summary and conclusion

Executive summary:

The HPLC method was chosen for the determination of the partition coefficient of the reaction mass containing mainly 2-chloropropene.

 

The P_owand log P_owvalue of the test substance and impurities with a peak area of < 1% was:

 

	Pow	log Pow	Area %
Test substance	1.4´10^2	2.1	98.3
Impurity I	5.4´10^1	1.7	0.71
Impurity II	1.1´10^2	2.0	0.99