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Unsymmetrical dimethylhydrazine information


Unsymmetrical dimethylhydrazine
Skeletal formula of unsymmetrical dimethylhydrazine with some implicit hydrogens shown
Skeletal formula of unsymmetrical dimethylhydrazine with some implicit hydrogens shown
Ball and stick model of unsymmetrical dimethylhydrazine
Ball and stick model of unsymmetrical dimethylhydrazine
Names
Preferred IUPAC name
1,1-Dimethylhydrazine[1]
Other names
Dimazine
Identifiers
CAS Number
  • 57-14-7 checkY
3D model (JSmol)
  • Interactive image
Beilstein Reference
605261
ChEBI
  • CHEBI:18853 checkY
ChemSpider
  • 5756 checkY
ECHA InfoCard 100.000.287 Edit this at Wikidata
EC Number
  • 200-316-0
KEGG
  • C19233 checkY
MeSH dimazine
PubChem CID
  • 5976
RTECS number
  • MV2450000
UNII
  • 4WPQ90N53J checkY
UN number 1163
CompTox Dashboard (EPA)
  • DTXSID1020516 Edit this at Wikidata
InChI
  • InChI=1S/C2H8N2/c1-4(2)3/h3H2,1-2H3 ☒N
    Key: RHUYHJGZWVXEHW-UHFFFAOYSA-N ☒N
SMILES
  • CN(C)N
Properties
Chemical formula
H2NN(CH3)2
Appearance Colorless liquid
Odor Ammoniacal, fishy
Density 791 kg m−3 (at 22 °C)
Melting point −57 °C; −71 °F; 216 K
Boiling point 64.0 °C; 147.1 °F; 337.1 K
Solubility in water
Miscible[2]
Vapor pressure 13.7 kPa (at 20 °C)
Refractive index (nD)
1.4075
Thermochemistry
Heat capacity (C)
164.05 J K−1 mol−1
Std molar
entropy (S298)
200.25 J K−1 mol−1
Std enthalpy of
formation fH298)
48.3 kJ mol−1
Std enthalpy of
combustion cH298)
−1982.3 – −1975.1 kJ mol−1
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Carcinogen, spontaneously ignites on contact with oxidizers
GHS labelling:
Pictograms
GHS02: Flammable GHS05: Corrosive GHS06: Toxic GHS08: Health hazard GHS09: Environmental hazard
Signal word
Danger
Hazard statements
H225, H301, H314, H331, H350, H411
Precautionary statements
P210, P261, P273, P280, P301+P310
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 4: Very short exposure could cause death or major residual injury. E.g. VX gasFlammability 3: Liquids and solids that can be ignited under almost all ambient temperature conditions. Flash point between 23 and 38 °C (73 and 100 °F). E.g. gasolineInstability 1: Normally stable, but can become unstable at elevated temperatures and pressures. E.g. calciumSpecial hazards (white): no code
4
3
1
Flash point −10 °C (14 °F; 263 K)
Autoignition
temperature
248 °C (478 °F; 521 K)
Explosive limits 2–95%
Lethal dose or concentration (LD, LC):
LD50 (median dose)
  • 122 mg kg−1 (oral, rat)
  • 1.06 g kg−1 (dermal, rabbit)
LC50 (median concentration)
  • 252 ppm (rat, 4 hr)
  • 172 ppm (mouse, 4 hr)
  • 392 ppm (hamster, 4 hr)
  • 3580 ppm (dog, 15 min)
  • 1410 ppm (rat, 1 hr)
  • 981 ppm (dog, 1 hr)[3]
NIOSH (US health exposure limits):
PEL (Permissible)
TWA 0.5 ppm (1 mg/m3) [skin][2]
REL (Recommended)
Ca C 0.06 ppm (0.15 mg/m3) [2 hr][2]
IDLH (Immediate danger)
Ca [15 ppm][2]
Related compounds
Related compounds
  • Dimethylamine
  • Hydrazine
  • Symmetrical dimethylhydrazine
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

Unsymmetrical dimethylhydrazine (UDMH; 1,1-dimethylhydrazine, heptyl or codenamed Geptil) is a chemical compound with the formula H2NN(CH3)2 that is used as a rocket propellant.[4] It is a colorless liquid, with a sharp, fishy, ammonia-like smell typical for organic amines. Samples turn yellowish on exposure to air and absorb oxygen and carbon dioxide. It is miscible with water, ethanol, and kerosene. In concentration between 2.5% and 95% in air, its vapors are flammable. It is not sensitive to shock. Symmetrical dimethylhydrazine (1,2-dimethylhydrazine) is also known but is not as useful.[5] UDMH can be oxidized in air to form many different substances, including toxic ones.[6][7][8]

  1. ^ "dimazine – Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 26 March 2005. Identification. Retrieved 21 February 2012.
  2. ^ a b c d NIOSH Pocket Guide to Chemical Hazards. "#0227". National Institute for Occupational Safety and Health (NIOSH).
  3. ^ "1,1-Dimethylhydrazine". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
  4. ^ Semenkov, Ivan; Koroleva, Tatyana (1 December 2022). "Review on the environmental impact of emissions from space launches: a case study for areas affected by the Russian space programme". Environmental Science and Pollution Research. 29 (60): 89807–89822. Bibcode:2022ESPR...2989807S. doi:10.1007/s11356-022-23888-8. ISSN 1614-7499. PMID 36346528. S2CID 253396676.
  5. ^ Cite error: The named reference Ullmann was invoked but never defined (see the help page).
  6. ^ Aleksey Milyushkin, Anastasia Karnaeva (2023). "Unsymmetrical dimethylhydrazine transformation products: A review". Science of the Total Environment. 891: 164367. Bibcode:2023ScTEn.891p4367M. doi:10.1016/j.scitotenv.2023.164367. PMID 37236454. S2CID 258899003.
  7. ^ Ul'yanovskii, Nikolay V.; Lakhmanov, Dmitry E.; Pikovskoi, Ilya I.; Falev, Danil I.; Popov, Mark S.; Kozhevnikov, Alexander Yu.; Kosyakov, Dmitry S. (15 July 2020). "Migration and transformation of 1,1-dimethylhydrazine in peat bog soil of rocket stage fall site in Russian North". Science of the Total Environment. 726: 138483. Bibcode:2020ScTEn.726m8483U. doi:10.1016/j.scitotenv.2020.138483. ISSN 0048-9697. PMID 32315849. S2CID 216073493.
  8. ^ Koroleva, T. V.; Semenkov, I. N.; Lednev, S. A.; Soldatova, O. S. (1 February 2023). "Unsymmetrical Dimethylhydrazine (UDMH) and Its Transformation Products in Soils: A Review of the Sources, Detection, Behavior, Toxicity, and Remediation of Polluted Territories". Eurasian Soil Science. 56 (2): 210–225. Bibcode:2023EurSS..56..210K. doi:10.1134/S1064229322602001. ISSN 1556-195X. S2CID 257903133.

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