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Symmetrical dimethylhydrazine





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(Redirected from 1,2-dimethylhydrazine)
 


Symmetrical dimethylhydrazine, or 1,2-dimethylhydrazine, is the organic compound with the formula (CH3NH)2. It is one of the two isomers of dimethylhydrazine. Both isomers are colorless liquids at room temperature, with properties similar to those of methylamines. Symmetrical dimethylhydrazine is a potent carcinogen that acts as a DNA methylating agent.[5][6] The compound has no commercial value, in contrast to its isomer unsymmetrical dimethylhydrazine (1,1-dimethylhydrazine), which is used as a rocket fuel.[7]

Symmetrical dimethylhydrazine
Skeletal formula of 1,2-dimethylhydrazine with all implicit hydrogens shown
Ball and stick model of 1,2-dimethylhydrazine
Names
Preferred IUPAC name

1,2-Dimethylhydrazine[2]

Other names
  • N,N'-Dimethylhydrazine[1]
  • sym-Dimethylhydrazine[1]
  • Hydrazomethane[1]
  • Identifiers

    CAS Number

    3D model (JSmol)

    Abbreviations SDMH[1]
    ChEBI
    ChEMBL
    ChemSpider
    ECHA InfoCard 100.149.162 Edit this at Wikidata
    KEGG
    MeSH 1,2-Dimethylhydrazine

    PubChem CID

    RTECS number
    • MV2625000
    UNII
    UN number 2382

    CompTox Dashboard (EPA)

    • InChI=1S/C2H8N2/c1-3-4-2/h3-4H,1-2H3 checkY

      Key: DIIIISSCIXVANO-UHFFFAOYSA-N checkY

    • CNNC

    Properties[3]

    Chemical formula

    C2H8N2
    Molar mass 60.100 g·mol−1
    Appearance Colourless liquid
    Odor Ichtyal, ammoniacal
    Density 827.4 kg m−3 (at 20 °C)
    Melting point −9 °C (16 °F; 264 K)
    Boiling point 87 °C; 188 °F; 360 K

    Solubility in water

    Miscible
    Thermochemistry

    Heat capacity (C)

    171.04 J K−1 mol−1

    Std molar
    entropy
    (S298)

    199.15 J K−1 mol−1

    Std enthalpy of
    combustion
    cH298)

    −1987–−1978 kJ mol−1
    Hazards
    GHS labelling:[4]

    Pictograms

    GHS06: ToxicGHS08: Health hazardGHS09: Environmental hazard

    Signal word

    Danger

    Hazard statements

    H301, H311, H331, H350, H411

    Precautionary statements

    P201, P202, P261, P264, P270, P271, P273, P280, P281, P301+P310, P302+P352, P304+P340, P308+P313, P311, P312, P322, P330, P361, P363, P391, P403+P233, P405
    Related compounds

    Related compounds

  • Daminozide
  • 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

    It is used to induce colon tumors in experimental animals—particularly mice and feline cell samples.[2][8][9]

    References

    edit
    1. ^ a b c d 74-79-3 1,2-Dimethylhydrazine
  • ^ a b 1,2-Dimethylhydrazine from PubChem
  • ^ Record of 1,2-Dimethylhydrazin in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 21 March 2008.
  • ^ "1,2-Dimethylhydrazine". pubchem.ncbi.nlm.nih.gov. Retrieved 22 December 2021.
  • ^ Salehi, Alireza; Hosseini, Seyed Mohammad; Kazemi, Sohrab (2022-06-23). "Antioxidant and Anticarcinogenic Potentials of Propolis for Dimethylhydrazine-Induced Colorectal Cancer in Wistar Rats". BioMed Research International. 2022: e8497562. doi:10.1155/2022/8497562. ISSN 2314-6133. PMC 9246617. PMID 35782078.
  • ^ Valaei, Amirhasan; Azadeh, Fatemeh; Mostafavi Niaki, Seyedeh Talayeh; Salehi, Alireza; Shakib Khoob, Maede; Mirebrahimi, Seyed Hesam odin; Kazemi, Sohrab; Hosseini, Seyed Mohammad (2022-10-10). "Antioxidant and Anticancer Potentials of the Olive and Sesame Mixture against Dimethylhydrazine-Induced Colorectal Cancer in Wistar Rats". BioMed Research International. 2022: e5440773. doi:10.1155/2022/5440773. ISSN 2314-6133. PMC 9576397. PMID 36262974.
  • ^ Gangadhar Choudhary, Hugh Hansen (August 1998). "Human health perspective of environmental exposure to hydrazines: A review". Chemosphere. 37 (5): 801–843. Bibcode:1998Chmsp..37..801C. doi:10.1016/S0045-6535(98)00088-5. PMID 9717244.
  • ^ Cruse, J. P.; Lewin, M. R.; Ferulano, G. P.; Clark, C. G. (December 1978). "Co-carcinogenic effects of dietary cholesterol in experimental colon cancer". Nature. 276 (5690): 822–5. Bibcode:1978Natur.276..822C. doi:10.1038/276822a0. PMID 723955. S2CID 4303843.
  • ^ Wijnands, M.V.W. (April 1999). "A comparison of the effects of dietary cellulose and fermentable galacto-oligosaccharide, in a rat model of colorectal carcinogenesis: fermentable fibre confers greater protection than non-fermentable fibre in both high and low fat backgrounds". Carcinogenesis. 20 (4): 651–6. doi:10.1093/carcin/20.4.651. PMID 10223195.

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    Last edited on 8 March 2024, at 15:05  





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    This page was last edited on 8 March 2024, at 15:05 (UTC).

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