1,2-dimethylhydrazine

Structural formula
General
Surname	1,2-dimethylhydrazine
other names	SDMH; Symmetrical dimethylhydrazine;
Molecular formula	C 2 H 8 N 2
Brief description	colorless liquid with a pungent ammonia-like odor
External identifiers / databases
ECHA InfoCard	100.149.162
PubChem	1322
Wikidata	Q161484
properties
Molar mass	60.10 g mol −1
Physical state	liquid
density	0.83 g cm −3
Melting point	−9 ° C
boiling point	81 ° C (1004 h Pa )
Vapor pressure	70.8 hPa (20 ° C)
solubility	miscible with water
Refractive index	1.4209 (20 ° C)
safety instructions
H and P phrases	H: 350-331-311-301-411
	P: ?
MAK	Switzerland: 0.5 ml m −3 or 1.2 mg m −3
Thermodynamic properties
ΔH f 0	52.7 kJ / mol
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

1,2-Dimethylhydrazine is a liquid organic-chemical compound from the group of hydrazine derivatives . It is an isomer of 1,1-dimethylhydrazine .

properties

1,2-Dimethylhydrazine is a colorless liquid that boils at 87 ° C under normal pressure . The heat of vaporization at the boiling point is 35.16 kJ mol ⁻¹ . The vapor pressure function results according to Antoine according to log ₁₀ (P) = A− (B / (T + C)) (P in bar, T in K) with A = 2.96404, B = 707.722 and C = −120.979 in the temperature range from 274.52 to 297.61 K. The compound is highly volatile and completely miscible with water .

1,2-Dimethylhydrazine is a highly flammable liquid whose vapors are heavier than air and form an explosive mixture with it. The compound has a flash point of <5 ° C. The explosion range is between 2.4 vol.% As the lower explosion limit (LEL) and 20 vol.% As the upper explosion limit (UEL).

use

1,2-Dimethylhydrazine is no longer manufactured in Germany. In animal experiments in the field of oncology , 1,2-dimethylhydrazine is used to induce colon cancer .

Environment and toxicity

The liquid is very hazardous to water , it is toxic to aquatic organisms. In animal experiments it is classified as carcinogenic and is a poison to eat , breath and contact . In the liver , 1,2-dimethylhydrazine is broken down into the highly carcinogenic azoxymethane . 1,2-Dimethylhydrazine is therefore the procarcinogen for azoxymethane.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l Entry on 1,2-dimethylhydrazine in the GESTIS substance database of the IFA , accessed on October 19, 2018(JavaScript required) .
↑ David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Physical Constants of Organic Compounds, pp. 3-200.
↑ Entry on 1,2-dimethylhydrazine in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
↑ Swiss Accident Insurance Fund (Suva): Limits - Current MAK and BAT values (search for 540-73-8 or 1,2-dimethylhydrazine ), accessed on November 2, 2015.
↑ David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Standard Thermodynamic Properties of Chemical Substances, pp. 5-23.
↑ ^a ^b Majer, V .; Svoboda, V .: Enthalpies of Vaporization of Organic Compounds: A Critical Review and Data Compilation , Blackwell Scientific Publications, Oxford, 1985, 300.
↑ Aston, JG; Janz, GJ; Russell, KE: The heat capacity, heats of fusion and vaporization, vapor pressures and entropy of symmetrical dimethylhydrazine in J. Am. Chem. Soc. 73 (1951) 1943-1945, doi : 10.1021 / ja01149a011 .
^ JH Weisburger and ES Fiala: Experimental colon carcinogens and their mode of action. In: Experimental colon carcinogenesis H. Autrup (Editor), Boca Raton, 1983, pp. 27-50.
↑ DC Herron and RC Shank: DNA methylation during chronic administration of 1,2-dimethylhydrazine in a carcinogenic regimen. In: Carcinogenesis 3, 1982, pp. 857-860. PMID 7127668

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l Entry on 1,2-dimethylhydrazine in the GESTIS substance database of the IFA , accessed on October 19, 2018(JavaScript required) .

[CRC90_3_200-2] David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Physical Constants of Organic Compounds, pp. 3-200.

[CLP_100.149.162-3] Entry on 1,2-dimethylhydrazine in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .

[4] Swiss Accident Insurance Fund (Suva): Limits - Current MAK and BAT values (search for 540-73-8 or 1,2-dimethylhydrazine ), accessed on November 2, 2015.

[CRC90_5_23-5] David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Standard Thermodynamic Properties of Chemical Substances, pp. 5-23.

[Majer-6] Majer, V .; Svoboda, V .: Enthalpies of Vaporization of Organic Compounds: A Critical Review and Data Compilation , Blackwell Scientific Publications, Oxford, 1985, 300.

[Aston-7] Aston, JG; Janz, GJ; Russell, KE: The heat capacity, heats of fusion and vaporization, vapor pressures and entropy of symmetrical dimethylhydrazine in J. Am. Chem. Soc. 73 (1951) 1943-1945, doi : 10.1021 / ja01149a011 .

[8] JH Weisburger and ES Fiala: Experimental colon carcinogens and their mode of action. In: Experimental colon carcinogenesis H. Autrup (Editor), Boca Raton, 1983, pp. 27-50.

[9] DC Herron and RC Shank: DNA methylation during chronic administration of 1,2-dimethylhydrazine in a carcinogenic regimen. In: Carcinogenesis 3, 1982, pp. 857-860. PMID 7127668