Benzoyl chloride

Hydrolysis

Administrative data

Endpoint:

hydrolysis

Type of information:

experimental study

Adequacy of study:

other information

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

other: see 'Remark'

Remarks:

The authors tested the hydrolysis of benzoyl chloride by measuring the decrease in pH solution as HCl and benzoic acid are formed. GLP standards are not specified. The study sufficiently describes the materials and methodology used, thus the study can be considered Klimisch 2e as it is well documented, meets generally accepted scientific principles and is acceptable for assessment.

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

1981

Report date:

1981

Materials and methods

Principles of method if other than guideline:

Hydrolysis of benzoyl chloride was followed by measuring the decrease in solution pH values as HCl and benzoic acid were formed. Benzotrichloride was included in these experiments as a control. Since hydrolysis of benzoyl chloride is expected to be very rapid in the initial stages (0.1 min) and thus not observable by HPLC since a minimum sample preparation and HPLC injection time of 20 sec was needed, estimation based on pH measurements was chosen as method.

GLP compliance:

no

Test material

Test material information

Constituent 1

Reference substance name:

Benzoyl chloride

EC Number:

202-710-8

EC Name:

Benzoyl chloride

Cas Number:

98-88-4

Molecular formula:

C7H5ClO

IUPAC Name:

benzoyl chloride

Details on test material:

- Name of test material: benzoyl chloride
- Supplier: Malinckrodt
- Analyzed reagent grade

No more data available

Radiolabelling:

no

Study design

Analytical monitoring:

no

Duration of test

Temp.:

25 °C

Initial conc. measured:

100 mg/L

Results and discussion

Transformation products:

yes

Identity of transformation products

Reference

Reference substance name:

Unnamed

IUPAC name:

benzoic acid

Inventory number:

InventoryMultipleMappingImpl [inventoryEntryValue=EC 200-618-2]

CAS number:

65-85-0

Identity:

Benzoic acid

Molecular formula:

C7H6O2

Molecular weight:

122.121

SMILES notation:

OC(=O)c1ccccc1

InChl:

InChI=1/C7H6O2/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H,8,9)

Dissipation DT50 of parent compound

Temp.:

25

DT50:

< 0.25 min

Remarks on result:

other: Calculated hydrolysis rate constant >2.77 min-1

Applicant's summary and conclusion

Validity criteria fulfilled:

not applicable

Conclusions:

The authors tested the hydrolysis of benzoyl chloride by measuring the decrease in pH solution at ~25°C as HCl and benzoic acid are formed. Under these conditions the half-life value was <0.25 min at 25°C. Using the formula t1/2 = ln 2 / (kH20), the hydrolysis rate constants calculated was > 2.77 min-1.
GLP standards are not specified. The study sufficiently describes the materials and methodology used, thus the study can be considered Klimisch 2e as it is well documented, meets generally accepted scientific principles and is acceptable for assessment.

Executive summary:

The authors tested the hydrolysis of benzoyl chloride (CAS n° 98-88-4) by measuring the decrease in pH solution at ~25°C as HCl and benzoic acid are formed. Initial concentration of the test substance was 100 ppm and hydrolysis reaction was monitored till no change in pH was evident. The half-life value was estimated using benzotrichloride which was included in this experiment as a control and aid to interpret the pH plots. Under these conditions the half-life value was 0.25 min at 25°C. Using the formula t1/2 = ln 2 / (kH20), the hydrolysis rate constants calculated was >2.77 min-1.

GLP standards are not specified. As the study sufficiently describes the materials and methodology used, the study can be considered reliable with restrictions as it is well documented, meets generally accepted scientific principles and is acceptable for assessment (Klimisch 2e).

.