2,5-diaminotoluene

Structural formula
General
Surname	2,5-diaminotoluene
other names	2-methyl- p- phenylenediamine; 2,5 TDA; 2-methyl-1,4-phenylenediamine; Toluene-2,5-diamine; Toluene-2,5-diamine; TOLUENE 2,5 DIAMINE ( INCI ) ;
Molecular formula	C 7 H 10 N 2
Brief description	colorless solid
External identifiers / databases
EC number	202-442-1
ECHA InfoCard	100.002.221
PubChem	7252
ChemSpider	6982
Wikidata	Q2521416
properties
Molar mass	122.17 g mol −1
Physical state	firmly
density	1.366 g cm −3 (sulfate)
Melting point	64 ° C
boiling point	274 ° C
solubility	soluble in water (14–50 g · l −1 )
safety instructions
H and P phrases	H: 301-312 + 332-317-411
	P: 261-273-280-301 + 310-304 + 340-302 + 352-333 + 313-405
Toxicological data	102 mg kg −1 ( LD 50 , rat , oral )
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

2,5-diaminotoluene is a chemical compound from the aminobenzenes group .

Extraction and presentation

2,5-diaminotoluene can be obtained by reductive cleavage of 4-amino-2,3'-dimethylazobenzene ( ortho- aminoazotoluene) with tin and hydrochloric acid .

properties

2,5-Diaminotoluene is a flammable solid that is in the form of colorless, soon graying crystals. It is soluble in water.

use

2,5-Diaminotoluene and its sulfate and dihydrochloride are used as a component of hair dyes and as an intermediate for the production of dyes (for example, Safranine ). The first commercial production took place in the USA in 1920. Studies by the EU do not assess its use as safe with the current data situation. So the compound is an extremely strong skin allergen.

Individual evidence

↑ Entry on TOLUENE-2,5-DIAMINE in the CosIng database of the EU Commission, accessed on December 29, 2019.
↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ Entry on 2-methyl-p-phenylenediamine in the GESTIS substance database of the IFA , accessed on January 10, 2017(JavaScript required) .
↑ ^a ^b EU Scientific Committee on Consumer Products: Opinion of the Scientific Committee on Consumer Products on toluene-2,5-diamine (A5) , accessed on September 6, 2015
↑ Entry on 2-methyl-p-phenylenediamine in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
↑ ^a ^b Entry on 2,5-diaminotoluene in the Hazardous Substances Data Bank , accessed on September 6, 2015.
↑ Paul Heinz List, Ludwig Hörhammer: Chemicals and Drugs Part C: T-Z . 4th edition. Springer-Verlag, 1979, ISBN 978-3-642-67085-5 , pp. 209 ( limited preview in Google Book search).

[CosIng-1] Entry on TOLUENE-2,5-DIAMINE in the CosIng database of the EU Commission, accessed on December 29, 2019.

[GESTIS-2] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ Entry on 2-methyl-p-phenylenediamine in the GESTIS substance database of the IFA , accessed on January 10, 2017(JavaScript required) .

[sccp_o_108.pdf-3] EU Scientific Committee on Consumer Products: Opinion of the Scientific Committee on Consumer Products on toluene-2,5-diamine (A5) , accessed on September 6, 2015

[CLP_100.002.221-4] Entry on 2-methyl-p-phenylenediamine in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .

[HSDB-5] Entry on 2,5-diaminotoluene in the Hazardous Substances Data Bank , accessed on September 6, 2015.

[Paul_Heinz_List,_Ludwig_Hörhammer-6] Paul Heinz List, Ludwig Hörhammer: Chemicals and Drugs Part C: T-Z . 4th edition. Springer-Verlag, 1979, ISBN 978-3-642-67085-5 , pp. 209 ( limited preview in Google Book search).