Exo-1-methyl-4-(1-methylethyl)-7-oxabicyclo[2.2.1]heptan-2-ol

Henry's Law constant

Administrative data

Endpoint:

Henry's law constant

Type of information:

calculation (if not (Q)SAR)

Adequacy of study:

weight of evidence

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

results derived from a valid (Q)SAR model, but not (completely) falling into its applicability domain, with adequate and reliable documentation / justification

Justification for type of information:

Please refer to QMRF and QPRF in the section "Overall remarks" and "Executive summary", respectively.

Data source

Reference

Reference 1

Reference Type:

other: EPIWIN calculation

Title:

Unnamed

Year:

2017

Report date:

2017

Reference 2

Reference Type:

other: Estimation software

Title:

Estimation Programs Interface Suite for Microsoft Windows, v4.11

Author:

US-EPA

Year:

2012

Bibliographic source:

United States Environmental Protection Agency, Washington, DC, USA

Materials and methods

Test guideline

Qualifier:

no guideline followed

Principles of method if other than guideline:

Calculation of Henry's Law Constant. Software used: SRC HENRYWIN v3.20: Bond estimation method

GLP compliance:

no

Test material

Test material information

Constituent 1

Reference substance name:

(1S,2S)-1-methyl-4-(propan-2-yl)-7-oxabicyclo[2.2.1]heptan-2-ol

Cas Number:

87172-89-2

IUPAC Name:

(1S,2S)-1-methyl-4-(propan-2-yl)-7-oxabicyclo[2.2.1]heptan-2-ol

Test material form:

solid

Results and discussion

Henry's Law constant H

Key result

H:

0 Pa m³/mol

Temp.:

25 °C

Remarks on result:

other: The substance is not within the applicability domain of the model.

Any other information on results incl. tables

HENRYWIN (v3.20) Program Results:

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

Bond Est : 7.44E-009 atm-m3/mole (7.54E-004 Pa-m3/mole)

Group Est: 2.50E-009 atm-m3/mole (2.54E-004 Pa-m3/mole)

 

SMILES : CC(C)C12CCC(O1)(C(C2)O)C

MOL FOR: C10 H18 O2

MOL WT : 170.25

 

--------------------------- HENRYWIN v3.20 Results --------------------------

 

CLASS	BOND CONTRIBUTION DESCRIPTION	COMMENT	VALUE
HYDROGEN	17 Hydrogen to Carbon (aliphatic) Bonds		-2.0345
HYDROGEN	1 Hydrogen to Oxygen Bonds		3.2318
FRAGMENT	10 C-C		1.1630
FRAGMENT	3 C-O		3.2564
FACTOR	* Cyclic mono-ether		.9000
RESULT	BOND ESTIMATION METHOD for LWAPC VALUE	TOTAL	6.517
HENRYs LAW CONSTANT at 25 °C			7.44E-009 atm-m³/mol
			3.04E-007 unitless
			7.54E-004 Pa-m³/mol

 

Applicant's summary and conclusion

Executive summary:

QPRF: HENRYWIN v3.20: Bond contribution method

1.	Substance	See “Test material identity”
2.	General information
2.1	Date of QPRF	See “Data Source (Reference)”
2.2	QPRF author and contact details	See “Data Source (Reference)”
3.	Prediction
3.1	Endpoint (OECD Principle 1)	Endpoint	Degree of volatilisation of substances from the aquatic environment
		Dependent variable	Henry’s Law Constant
3.2	Algorithm (OECD Principle 2)	Model or submodel name	HENRYWIN: Bond contribution method
		Model version	v. 3.20
		Reference to QMRF	Henry’s Law constant (HLC) using HENRYWIN v3.2: Estimation Accuracy (QMRF)
		Predicted value (model result)	See “Results and discussion: Henry’s Law constant H”
		Input for prediction	Chemical structure via CAS number or SMILES
		Descriptor values	- Bond contribution values - Correction factors
3.3	Applicability domain (OECD principle 3)	Domains:
		1) Molecular weight (range of test data set: 26.04 to 451.47 g/mol, mean: 144.64 g/mol) (On-Line HENRYWIN User’s Guide, Ch. 7.4 Estimation Domain and Appendix G)	Substance within range (170.25 g/mol)
		2) Maximum number of instances of bond in any of the training set compounds (On-Line HENRYWIN User’s Guide, Appendix D)	exceeded (C-C)
		3) Maximum number of instances of correction factor in any of the training set compounds (On-Line HENRYWIN User’s Guide, Appendix E)	Not exceeded
3.4	The uncertainty of the prediction (OECD principle 4)	According to REACH Guidance Document R.7a, Appendix R.7.1-1 (Nov. 2012), measurement of HLC is not highly accurate, especially for very high or very low HLC values. The bond contribution method regarded by Altschuh et al. (1999) to produce the most reliable results with the exception of organochlorine pesticides. However, for some compounds, the method can yield a Henry's Law constant of 1.0x10^-12atm*m^3/mol or smaller. Numbers which are smaller than this value may be unrealistically low.
3.5	The chemical mechanisms according to the model underpinning the predicted result (OECD principle 5)	The compound is split into a summation of individual bonds which comprise the compound. The summation of these bonds (= bond contribution values) is set equal to LWPAC. Correction factors were developed to correct for polar interactions and other deviations from the regression curve, which are applied to members of some chemical classes.

 

References:

Altschuh, J.R., Bruggemann, H. Santl, G. Eichinger, and O.G. Piringer.1999. Henry’s law constants for a diverse set of organic chemicals: experimental determination and comparison of estimation methods. Chemosphere 39: 1871-87.

On-Line HENRYWIN™User's Guide:

-      Appendix D: Bond Method Contribution Values used by HENRYWIN.

-      Appendix E: Bond Method Correction Factors Used by HENRYWIN.

-      Appendix G. Chemicals Used to Derive Bond Contribution Values & Correction Factors.

 

Identified number of bonds and correction factors for the current substance:

HLC Appendix D, Table D-1: Bond Contribution Values Derived by Least-Square Regression Analysis
Bond	Coefficient Value	No. Compounds in Training Set containing the Bond	Maximum No. of instances of each Bond occurring in any single compound	Comment	No. of instances of each bond found for the current substance
C-H	-0.119677	284	27	Hydrogen bond	17
O-H	3.23177	42	3	Hydrogen bond	1
C-C	0.116304	200	9		10
C-O	1.085473	83	4		3

 

HLC Appendix E, Table E-1: Bond Correction Factors Derived from the Original Regression
Bond Correction Factor	Coefficient Value	No. Compounds in Training Set containing the Factor	Maximum No. of instances of each Factor occurring in any single compound	Comments	No. of instances of each factor found for the current substance
Cyclic mono-ether	0.90	3	1		*