1,2-diformyl hydrazine

Structural formula
General
Surname	1,2-diformyl hydrazine
other names	N , N ′ -Diformylhydrazine; 1,2-hydrazinedicarboxaldehyde; Diformyl hydrazine;
Molecular formula	C 2 H 4 N 2 O 2
Brief description	white solid
External identifiers / databases
EC number	211-040-5
ECHA InfoCard	100.010.037
PubChem	12342
Wikidata	Q19903951
properties
Molar mass	88.07 g mol −1
Physical state	firmly
Melting point	155-157 ° C
solubility	soluble in water and slightly soluble in ethanol
safety instructions
GHS labeling of hazardous substances	no GHS pictograms
	no GHS pictograms
H and P phrases	H: no H-phrases
	P: no P-phrases
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

1,2-Diformylhydrazine is a chemical compound from the group of hydrazine derivatives and hydrazides .

Extraction and presentation

1,2-Diformylhydrazine can be obtained by reacting hydrazine hydrate and formamide at elevated temperatures.

properties

1,2-Diformylhydrazine is a white solid. It is a planar molecule with N – N, N – C, and C = O distances of 138, 133, and 124 pm. The compound has a crystal structure with the space group P 2 ₁ / c (space group no. 14) . Template: room group / 14

use

1,2-Diformylhydrazine can be used to make organic compounds (such as triazoles ).

safety instructions

1,2-Diformylhydrazine (like formylhydrazine ) causes lung tumors in mice when administered orally .

Individual evidence

↑ ^a ^b ^c ^d ^e ^f data sheet 1,2-Diformylhydrazine, 97% from Sigma-Aldrich , accessed on May 23, 2016 ( PDF ).
^ William M. Haynes: CRC Handbook of Chemistry and Physics, 96th Edition . CRC Press, 2015, ISBN 978-1-4822-6097-7 , pp. 302 ( limited preview in Google Book search).
↑ Google Patents: Patent EP0028723A1 - Process for the production of N, N'-Diformylhydrazine , accessed on May 23, 2016.
↑ GA Jeffrey, JR Ruble, RK McMullan, DJ DeFrees, JA Pople: Neutron diffraction at 15 K and ab initio molecular-orbital studies of the structure of N, N'-diformohydrazide. In: Acta Crystallographica Section B Structural Crystallography and Crystal Chemistry. 38, p. 1508, doi: 10.1107 / S0567740882006244 .
↑ Richard H. Wiley, Albert J. Hart: Reaction of Diformylhydrazine with Aminoheterocycles. In: The Journal of Organic Chemistry. 18, 1953, p. 1368, doi: 10.1021 / jo50016a016 .
^ Joseph C. Arcos, Yin-Tak Woo, Mary F. Argus: Aliphatic Carcinogens Structural Bases and Biological Mechanisms . Elsevier, 2013, ISBN 978-1-4832-6372-4 , pp. 367 ( limited preview in Google Book search).

[Sigma-1] ↑ ^a ^b ^c ^d ^e ^f data sheet 1,2-Diformylhydrazine, 97% from Sigma-Aldrich , accessed on May 23, 2016 ( PDF ).

[William_M._Haynes-2] William M. Haynes: CRC Handbook of Chemistry and Physics, 96th Edition . CRC Press, 2015, ISBN 978-1-4822-6097-7 , pp. 302 ( limited preview in Google Book search).

[google.com-3] Google Patents: Patent EP0028723A1 - Process for the production of N, N'-Diformylhydrazine , accessed on May 23, 2016.

[DOI10.1107/S0567740882006244-4] GA Jeffrey, JR Ruble, RK McMullan, DJ DeFrees, JA Pople: Neutron diffraction at 15 K and ab initio molecular-orbital studies of the structure of N, N'-diformohydrazide. In: Acta Crystallographica Section B Structural Crystallography and Crystal Chemistry. 38, p. 1508, doi: 10.1107 / S0567740882006244 .

[DOI10.1021/jo50016a016-5] Richard H. Wiley, Albert J. Hart: Reaction of Diformylhydrazine with Aminoheterocycles. In: The Journal of Organic Chemistry. 18, 1953, p. 1368, doi: 10.1021 / jo50016a016 .

[Joseph_C._Arcos,_Yin-Tak_Woo,_Mary_F._Argus-6] Joseph C. Arcos, Yin-Tak Woo, Mary F. Argus: Aliphatic Carcinogens Structural Bases and Biological Mechanisms . Elsevier, 2013, ISBN 978-1-4832-6372-4 , pp. 367 ( limited preview in Google Book search).