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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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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
C P Siegers et al.
Cancer letters, 65(3), 245-249 (1992-08-31)
Iron-enriched diets caused an increase of tumor rate in two models of dimethylhydrazine(DMH)-induced colon tumorigenesis in mice. The effect was independent of the time the iron-diet was fed, i.e. during DMH-treatment or following the DMH-treatment period. The increase of tumor
M Gamberini et al.
Carcinogenesis, 19(1), 147-155 (1998-02-24)
Several hydrazine derivatives (HD) tested so far have pharmacological activities, but many also have toxic side effects, including carcinogenesis. Their toxicity has been ascribed to carbocations (via formation of azoxy intermediates), alkyl radicals or reactive oxygen species. Cytotoxicity and transformation

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