2-nitrodiphenylamine

Structural formula
General
Surname	2-nitrodiphenylamine
other names	NDPA; 2-NDPA;
Molecular formula	C 12 H 10 N 2 O 2
Brief description	orange, crystalline platelets
External identifiers / databases
EC number	204-348-6
ECHA InfoCard	100.003.953
PubChem	8407
ChemSpider	8100
Wikidata	Q209448
properties
Molar mass	214.22 g mol −1
Physical state	firmly
density	1.36 g cm −3
Melting point	74-76 ° C
boiling point	346 ° C
solubility	almost insoluble in water (20 ° C); easily soluble in ethanol ;
safety instructions
GHS labeling of hazardous substances Caution
H and P phrases	H: 315-319-335
	P: 261-305 + 351 + 338
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

2-Nitrodiphenylamine , NDPA for short or 2-NDPA is an orange-red organic compound , a nitrated derivative of the aromatic amine diphenylamine and is isomeric to 3-nitrodiphenylamine and 4-nitrodiphenylamine .

properties

2-Nitrodiphenylamine is strongly polar and has an electrical dipole moment of 4.13 Debye (at 20 ° C in a benzene solution). The orange-colored, crystalline compound still dissolves little in water, but does well in ethanol .

use

2-Nitrodiphenylamine is used as a stabilizer of fuels - such as Otto II fuel - and explosives as well as in the manufacture of synthetic rubber and other polymers. The compound is also used in some synthetic routes in organic chemistry. As a 5 mM solution in dilute sulfuric acid , NDPA is used as a redox indicator for the titrimetric determination of Fe ²⁺ ions.

Individual evidence

↑ ^a ^b ^c ^d J. IG Cadogan: Dictionary of organic compounds, Volume 5. 6th Edition, CRC Press, 1996, ISBN 978-0-412-54090-5 , p. 3775.
↑ ^a ^b Entry 2-NITRODIPHENYLAMINE at chemicalland21.com, accessed on December 5, 2016.
↑ ^a ^b ^c data sheet 2-Nitrodiphenylamine from Sigma-Aldrich , accessed on December 5, 2016 ( PDF ).
^ Carl L. Yaws: The Yaws Handbook of Physical Properties for Hydrocarbons and Chemicals Physical Properties for More Than 54,000 Organic and Inorganic Chemical Compounds, Coverage for C1 to C100 Organics and Ac to Zr Inorganics . Gulf Professional Publishing, 2015, ISBN 978-0-12-801146-1 , pp. 363 ( limited preview in Google Book search).
^ William M. Haynes: CRC Handbook of Chemistry and Physics, 94th Edition . CRC Press, 2016, ISBN 978-1-4665-7115-0 , pp. 416 ( limited preview in Google Book search).
↑ Manfred D. Lechner, J. D'Ans, Ellen Lax: Taschenbuch für Chemiker und Physiker, Volume 1. 4th edition, Springer, 1992, ISBN 978-3-540-52895-1 , p. 544.

[dictoc-1] J. IG Cadogan: Dictionary of organic compounds, Volume 5. 6th Edition, CRC Press, 1996, ISBN 978-0-412-54090-5 , p. 3775.

[chemicalland21-2] Entry 2-NITRODIPHENYLAMINE at chemicalland21.com, accessed on December 5, 2016.

[Sigma-3] ta sheet 2-Nitrodiphenylamine from Sigma-Aldrich , accessed on December 5, 2016 ( PDF ).

[Carl_L._Yaws-4] Carl L. Yaws: The Yaws Handbook of Physical Properties for Hydrocarbons and Chemicals Physical Properties for More Than 54,000 Organic and Inorganic Chemical Compounds, Coverage for C1 to C100 Organics and Ac to Zr Inorganics . Gulf Professional Publishing, 2015, ISBN 978-0-12-801146-1 , pp. 363 ( limited preview in Google Book search).

[William_M._Haynes-5] William M. Haynes: CRC Handbook of Chemistry and Physics, 94th Edition . CRC Press, 2016, ISBN 978-1-4665-7115-0 , pp. 416 ( limited preview in Google Book search).

[6] Manfred D. Lechner, J. D'Ans, Ellen Lax: Taschenbuch für Chemiker und Physiker, Volume 1. 4th edition, Springer, 1992, ISBN 978-3-540-52895-1 , p. 544.