Octabenzone

Structural formula
General
Surname	Octabenzone
other names	[2-hydroxy-4- (octyloxy) phenyl] (phenyl) methanone ( IUPAC )
Molecular formula	C 21 H 26 O 3
Brief description	colorless to light yellow odorless solid
External identifiers / databases
EC number	217-421-2
ECHA InfoCard	100,015,838
PubChem	15797
ChemSpider	15020
Wikidata	Q7076680
properties
Molar mass	326.43 g mol −1
Physical state	firmly
density	1.16 g cm −3
Melting point	47-49 ° C
boiling point	175 ° C at 1.332 hPa
solubility	practically insoluble in water (0.1 mg l −1 at 20 ° C); freely soluble in benzene , n- hexane and acetone ; slightly soluble in ethanol ; poorly soluble in ethane dichloride ;
safety instructions
GHS labeling of hazardous substances Caution
H and P phrases	H: 317
	P: 280
Toxicological data	10,000 mg kg −1 ( LD 50 , rat , oral ) ; > 10,000 mg kg −1 ( LD 50 , rabbit , transdermal ) ;
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Octabenzone is a chemical compound from the benzophenone group .

Extraction and presentation

Octabenzone can be obtained by reacting 2,4-dihydroxybenzophenone with n- octyl bromide or n- octyl chloride or by alkylating 2,4-dihydroxybenzophenone with an octyl halide.

properties

Octabenzone is a colorless to light yellow odorless solid, practically insoluble in water. It decomposes at temperatures above 300 ° C.

use

Octabenzone is an effective photostabilizer for a wide variety of plastics. It can be used in food packaging as an antioxidant and stabilizer and as a UV absorber in inks, coatings, adhesives, sealants, polyurethane and plastics.

Risk assessment

Octabenzon was included by the EU in 2013 in accordance with Regulation (EC) No. 1907/2006 (REACH) in the context of substance evaluation in the Community's rolling action plan ( CoRAP ). The effects of the substance on human health and the environment are re-evaluated and, if necessary, follow-up measures are initiated. The reasons for the inclusion of Octabenzone were concerns about consumer use , high (aggregated) tonnage and widespread use, as well as the suspected dangers of sensitizing properties and as a potential endocrine disruptor . The re-evaluation took place from 2013 and was carried out by Italy . A final report was then published.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h Data sheet Octabenzon, 98% from Sigma-Aldrich , accessed on February 20, 2016 ( PDF ).
↑ ^a ^b ^c ^d ^e T.SS Dikshith: Hazardous Chemicals Safety Management and Global Regulations . CRC Press, 2013, ISBN 978-1-4398-7821-7 , pp. 297 ( limited preview in Google Book search).
↑ ^a ^b ^c Entry on Octabenzon in the Hazardous Substances Data Bank , accessed February 20, 2016.
↑ Entry on Octabenzon in the GESTIS substance database of the IFA , accessed on January 14, 2020(JavaScript required) .
↑ Robert Martin: Aromatic Hydroxyketones: Preparation and Physical Properties Vol.1: Hydroxybenzophenones Vol.2: Hydroxyacetophenones I Vol.3: Hydroxyacetophenones II Vol.4: Hydroxypropiophenones, Hydroxyisobutyrophenones, Hydroxypivalophenones and Derivatives . Springer Science & Business Media, 2011, ISBN 978-1-4020-9787-4 , pp. 135 ( limited preview in Google Book search).
↑ European Chemicals Agency (ECHA): Substance Evaluation Conclusion and Evaluation Report .
↑ Community rolling action plan ( CoRAP ) of the European Chemicals Agency (ECHA): Octabenzone , accessed on March 26, 2019.

[Sigma-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h Data sheet Octabenzon, 98% from Sigma-Aldrich , accessed on February 20, 2016 ( PDF ).

[T.S.S._Dikshith-2] T.SS Dikshith: Hazardous Chemicals Safety Management and Global Regulations . CRC Press, 2013, ISBN 978-1-4398-7821-7 , pp. 297 ( limited preview in Google Book search).

[HSDB-3] Entry on Octabenzon in the Hazardous Substances Data Bank , accessed February 20, 2016.

[GESTIS-4] Entry on Octabenzon in the GESTIS substance database of the IFA , accessed on January 14, 2020(JavaScript required) .

[Robert_Martin-5] Robert Martin: Aromatic Hydroxyketones: Preparation and Physical Properties Vol.1: Hydroxybenzophenones Vol.2: Hydroxyacetophenones I Vol.3: Hydroxyacetophenones II Vol.4: Hydroxypropiophenones, Hydroxyisobutyrophenones, Hydroxypivalophenones and Derivatives . Springer Science & Business Media, 2011, ISBN 978-1-4020-9787-4 , pp. 135 ( limited preview in Google Book search).

[6] European Chemicals Agency (ECHA): Substance Evaluation Conclusion and Evaluation Report .

[7] Community rolling action plan ( CoRAP ) of the European Chemicals Agency (ECHA): Octabenzone , accessed on March 26, 2019.