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Merck
CN

67540

Methylhydrazine

purum, ≥98.0% (GC)

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:
Assay:
≥98.0% (GC)
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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)

grade

purum

assay

≥98.0% (GC)

autoignition temp.

385 °F

expl. lim.

97 %

refractive index

n20/D 1.4325 (lit.), n20/D 1.434

bp

88-90 °C (lit.)

density

0.875 g/mL at 20 °C (lit.)

functional group

amine, hydrazine

Quality Level

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Application

Methylhydrazine can be used:
  • In the synthesis of epoxides containing tetrasubstituted trifluoromethylated carbon center by the aerobic epoxidation of β,β-disubstituted enones.
  • As a starting material along with 2-(methyl, phenyl or styryl)chromones for the synthesis of 3-(2-benzyloxy-6-hydroxyphenyl)-5-(methyl, phenyl or styryl)pyrazoles.
  • As a starting material for one-step synthesis of [1,2]diazepino[4,5-b]indole derivatives by reacting with pyranoindolones.

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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Synthesis of 3-(2-benzyloxy-6-hydroxyphenyl)-1-methylpyrazoles by the reaction of chromones with methylhydrazine
Pinto DCGA, et al.
Journal of Heterocyclic Chemistry, 37(6), 1629-1634 (2000)
P Slanina et al.
Food additives and contaminants, 10(4), 391-398 (1993-07-01)
The embryotoxic and teratogenic potential of monomethylhydrazine (MMH), a toxic component of the widely consumed false morel (Gyromitra esculenta), was studied in rat. Groups of pregnant Sprague-Dawley rats received MMH as a constant i.v. infusion via implanted osmotic minipumps (1.2
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
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
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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