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Merck
CN

M50001

Methylhydrazine

98%

Synonym(s):

MMH

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About This Item

Linear Formula:
CH3NHNH2
CAS Number:
Molecular Weight:
46.07
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
200-471-4
Beilstein/REAXYS Number:
635645
MDL number:
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Product Name

Methylhydrazine, 98%

InChI key

HDZGCSFEDULWCS-UHFFFAOYSA-N

InChI

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

SMILES string

CNN

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.)

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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.

signalword

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

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

17.6 °F - closed cup

flash_point_c

-8 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Regulatory Information

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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)
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)
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
E S Lightcap et al.
Journal of medicinal chemistry, 39(3), 686-694 (1996-02-02)
(3-Hydroxybenzyl)hydrazine and methylhydrazine have been found to be potent slow-binding inhibitors of the pyridoxal 5-phosphate (PLP)-dependent enzyme gamma-aminobutyric acid aminotransferase (GABA-AT). Both compounds follow mechanism A (Morrison, J.F.; Walsh, C. T. Adv. Enzymol. 1988, 61, 201-301) which does not involve
T You et al.
Journal of pharmaceutical and biomedical analysis, 19(1-2), 231-237 (2000-03-04)
Capillary electrophoresis (CE)/electrochemical detection (EC) for the simultaneous detection of hydrazine, methylhydrazine, and isoniazid has been developed with a 4-pyridyl hydroquinone self-assembled microdisk platinum electrode. Such an electrode has very high catalytic ability for hydrazines and they could be detected

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