Benzalazine

Structural formula
General
Surname	Benzalazine
other names	Benzaldehyde azine; Dibenzylidene hydrazine ( IUPAC );
Molecular formula	C 14 H 12 N 2
Brief description	crystalline, light yellow prisms
External identifiers / databases
EC number	209-627-6
ECHA InfoCard	100,008,753
PubChem	5324610
ChemSpider	83176
Wikidata	Q24386902
properties
Molar mass	208.25 g mol −1
Physical state	firmly
Melting point	92-93 ° C
safety instructions
GHS labeling of hazardous substances Caution
H and P phrases	H: 315-319-335
	P: 261-305 + 351 + 338
Toxicological data	600 mg kg −1 ( LD 50 , mouse , ip )
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Benzalazine is an organic compound . It is an azine of benzaldehyde .

presentation

Benzalazine can be obtained by reacting benzaldehyde with hydrazine sulfate in ammonium hydroxide solution.

properties

Benzalazine crystallizes in light yellow prisms. The compound is easily soluble in carbon disulfide , but also in hexane and other liquid alkanes . The substance is somewhat less soluble in alkanols . The dipole moment is 1.0 at 18 ° C. The melting point is 93 ° C.

Benzalazine as powder, filtrate after synthesis
Benzalazine, crystallized from a solution of carbon disulfide

use

The compound was used, for example, as a UV stabilizer for plastics .

safety instructions

According to the European inventory of existing substances, EINECS , benzalazine is an existing substance and has the EC number 209-627-6. In Germany the substance has water hazard class 3.

Individual evidence

↑ Data sheet Benzaldehyde azine, 99% from AlfaAesar, accessed on May 31, 2016 ( PDF )(JavaScript required) .
↑ ^a ^b ^c data sheet trans, trans-Benzaldehyde azine, 99% from Sigma-Aldrich , accessed on May 31, 2016 ( PDF ).
↑ VO Koz'minykh, V. É. Kolla, SA Shelenkova, B. Ya. Syropyatov, LP Drovosekova, ZN Semenova: Substituted amides and hydrazides of maleic acid . In: Pharmaceutical Chemistry Journal . tape 27 , no. 1 , 1993, p. 58-66 , doi : 10.1007 / BF00772855 .
↑ HH Hatt: Methylhydrazine Sulfate In: Organic Syntheses . 16, 1936, p. 51, doi : 10.15227 / orgsyn.016.0051 ; Coll. Vol. 2, 1943, p. 395 ( PDF ).
↑ Joachim Voigt: The stabilization of plastics against light and heat . Springer, 1966, ISBN 978-3-642-52097-6 , pp. 296 , urn : nbn: de: 1111-20120801238 .

[Alfa-1] Data sheet Benzaldehyde azine, 99% from AlfaAesar, accessed on May 31, 2016 ( PDF )(JavaScript required) .

[Sigma-2] ta sheet trans, trans-Benzaldehyde azine, 99% from Sigma-Aldrich , accessed on May 31, 2016 ( PDF ).

[Merck-3] VO Koz'minykh, V. É. Kolla, SA Shelenkova, B. Ya. Syropyatov, LP Drovosekova, ZN Semenova: Substituted amides and hydrazides of maleic acid . In: Pharmaceutical Chemistry Journal . tape 27 , no. 1 , 1993, p. 58-66 , doi : 10.1007 / BF00772855 .

[4] HH Hatt: Methylhydrazine Sulfate In: Organic Syntheses . 16, 1936, p. 51, doi : 10.15227 / orgsyn.016.0051 ; Coll. Vol. 2, 1943, p. 395 ( PDF ).

[5] Joachim Voigt: The stabilization of plastics against light and heat . Springer, 1966, ISBN 978-3-642-52097-6 , pp. 296 , urn : nbn: de: 1111-20120801238 .