Allyl butyrate

Hydrolysis

Link to relevant study record(s)

Reference

Endpoint:

hydrolysis

Type of information:

calculation (if not (Q)SAR)

Adequacy of study:

weight of evidence

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

accepted calculation method

Justification for type of information:

Data is from computational model developed by USEPA

Qualifier:

according to guideline

Guideline:

other: Modeling database

Principles of method if other than guideline:

Data is from HYDROWIN v2.00 of EPI suite

GLP compliance:

not specified

Specific details on test material used for the study:

- Name of test material (IUPAC name): 2-Propen-1-yl butanoate
- Common name: Allyl butyrate
- Molecular formula: C7H12O2
- Molecular weight: 128.17 g/mol
- Smiles notation: C(OCC=C)(CCC)=O
- InChl: 1S/C7H12O2/c1-3-5-7(8)9-6-4-2/h4H,2-3,5-6H2,1H3
- Substance type: Organic
- Physical state: Liquid

Radiolabelling:

not specified

Analytical monitoring:

not specified

Estimation method (if used):

HYDROWIN v2.00

Transformation products:

not specified

Key result

pH:

7

Temp.:

25 °C

DT50:

1.222 yr

Type:

other: estimated data

Remarks on result:

other: Hydrolysis rate constant is 0.1798 L/mol-sec.

Key result

pH:

8

Temp.:

25 °C

DT50:

44.625 d

Type:

other: estimated data

Remarks on result:

other: Hydrolysis rate constant is 0.1798 L/mol-sec.

HYDROWIN Program (v2.00) Results:

================================

SMILES : O=C(OCC=C)CCC

CHEM : BUTANOIC ACID, 2-PROPENYL ESTER

MOL FOR: C7 H12 O2

MOL WT : 128.17

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

ESTER: R1-C(=O)-O-R2 R1: n-Propyl-

R2: -CH2-CH=CH2

Kb hydrolysis at atom # 2: 1.798E-001 L/mol-sec

Total Kb for pH > 8 at 25 deg C : 1.798E-001 L/mol-sec

Kb Half-Life at pH 8: 44.625 days

Kb Half-Life at pH 7: 1.222 years

Validity criteria fulfilled:

not specified

Conclusions:

The estimated half-life of 2-Propen-1-yl butanoate was estimated to be 1.222 yrs at pH 7.0 and 44.625 days at pH 8.0 (at 25 deg C), indicating that it is not hydrolysable.

Executive summary:

HYDROWIN v2.00 program of Estimation Programs Interface (EPI Suite, 2017) prediction model was used to predict the hydrolysis half-life of test compound 2-Propen-1-yl butanoate (CAS No. 2051 -78 -7). The estimated half-life of 2-Propen-1-yl butanoate was estimated to be 1.222 yrs at pH 7.0 and 44.625 days at pH 8.0 (at 25 deg C), indicating that it is not hydrolysable.

Description of key information

HYDROWIN v2.00 program of Estimation Programs Interface (EPI Suite, 2017) prediction model was used to predict the hydrolysis half-life of test compound 2-Propen-1-yl butanoate (CAS No. 2051 -78 -7). The estimated half-life of 2-Propen-1-yl butanoate was estimated to be 1.222 yrs at pH 7.0 and 44.625 days at pH 8.0 (at 25 deg C), indicating that it is not hydrolysable.

Key value for chemical safety assessment

Half-life for hydrolysis:

1.222 yr

at the temperature of:

25 °C

Additional information

Predicted data for the target chemical 2-Propen-1-yl butanoate(CAS No. 2051-78-7) and various supporting weight of evidence studies from authoritative database for its read across substance were reviewed for the hydrolysis end point which are summarized as below:

 

In aprediction using the HYDROWIN v2.00 program of Estimation Programs Interface (EPI Suite, 2017) prediction model was used to predict the hydrolysis half-life of test compound 2-Propen-1-yl butanoate (CAS No. 2051 -78 -7). The estimated half-life of 2-Propen-1-yl butanoate was estimated to be 1.222 yrs at pH 7.0 and 44.625 days at pH 8.0 (at 25 deg C), indicating that it is not hydrolysable.

 

In a supporting weight of evidence study from authoritative database (HSDB, 2017) for the read across chemical Ethyl butyrate (CAS no. 105-54-4), the base catalyzed second order hydrolysis rate constant was determined using a structure estimation method of the read across chemical Ethyl butyrate. The second order hydrolysis rate constant was determined to be 6.3L/mol-sec with a corresponding half-lives of 3.5 yrs and 130 days at pH 7 and 8, respectively.

 

For another read across chemical Ethyl propanoate (CAS no. 105-37-3), the half-life and base catalyzed second order hydrolysis rate constant was determined of the read across chemical Ethyl propanoate. The second order hydrolysis rate constant of Ethyl propanoate was determined to be 0.089L/mol-sec with a corresponding half-lives of 2.5 yrs and 90 days at pH 7 and 8, respectively.

 

On the basis of the above results for target chemical 2-Propen-1-yl butanoate(fromEPI Suite, 2017) and for its read across substance (fromauthoritative databaseHSDB, 2017), it can be concluded that the test chemical2-Propen-1-yl butanoateis not hydrolysable.