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M50001

Sigma-Aldrich

Methylhydrazine

98%

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Synonym(s):
MMH
Linear Formula:
CH3NHNH2
CAS Number:
60-34-4
Molecular Weight:
46.07
Beilstein:
635645
EC Number:
200-471-4
MDL number:
MFCD00007621
UNSPSC Code:
12352100
PubChem Substance ID:
24896964
NACRES:
NA.22

vapor density

1.6 (vs air)

vapor pressure

37.5 mmHg ( 20 °C)

Assay

98%

autoignition temp.

385 °F

expl. lim.

97 %

refractive index

n20/D 1.4325 (lit.)

bp

88-90 °C (lit.)

density

0.875 g/mL at 20 °C (lit.)

SMILES string

CNN

InChI

1S/CH6N2/c1-3-2/h3H,2H2,1H3

InChI key

HDZGCSFEDULWCS-UHFFFAOYSA-N

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Application

Methylhydrazine can be used to induce asymmetric aerobic epoxidation of β-trifluoromethyl-β,β-disubstituted enones to synthesize enantioselective trifluoromethyl-substituted epoxides. It can also be used to synthesize 1-methyl-3,5-dinitro-1H-1,2,4-triazole (DNMT), a substitute for TNT explosive.

Signal Word

Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 2 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 1B - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Enantioselective Synthesis of Epoxides Having a Tetrasubstituted Trifluoromethylated Carbon Center: Methylhydrazine-Induced Aerobic Epoxidation of β, β-Disubstituted Enones.
Kawai H, et al.
Angewandte Chemie (International ed. in English), 125(8), 2277-2281 (2013)
A safe and scalable process for the synthesis of melt-cast explosive 1-methyl-3, 5-dinitro-1H-1, 2, 4-triazole.
Luo J, et al.
Chemistry of Heterocyclic Compounds, 53(6-7), 714-718 (2017)
J M Pujolar et al.
BMC genomics, 16, 600-600 (2015-08-14)
Species showing complex life cycles provide excellent opportunities to study the genetic associations between life cycle stages, as selective pressures may differ before and after metamorphosis. The European eel presents a complex life cycle with two metamorphoses, a first metamorphosis
Y I Kim et al.
The American journal of pathology, 149(4), 1129-1137 (1996-10-01)
Folate deficiency enhances colorectal carcinogenesis in dimethylhydrazine-treated rats. Folate is an important mediator of DNA methylation, an epigenetic modification of DNA that is known to be dysregulated in the early stages of colorectal cancer. This study investigated the effect of
M Runge-Morris et al.
Toxicology and applied pharmacology, 125(1), 123-132 (1994-03-01)
The hydrazines represent an important class of xenobiotic agents encountered in the environment, in industrial settings, and in medical therapeutics. Agents with a hydrazine functionality are metabolized to toxic intermediates capable of damaging cellular macromolecules and stimulating proteolysis. Phenylhydrazine (PH)
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