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67540

Sigma-Aldrich

Methylhydrazine

purum, ≥98.0% (GC)

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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:
329760612
NACRES:
NA.22

vapor density

1.6 (vs air)

Quality Level

200

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.)

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:
  • 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.

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

Flash Point(F)

17.6 °F

Flash Point(C)

-8 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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)
One-step synthesis of [1, 2] diazepino [4, 5-b] indole derivatives from the reaction of pyranoindolones with methylhydrazine
Hatzimimikou D, et al.
Synlett, 2008(12), 1773-1776 (2008)
M S Logan et al.
Biochemistry, 34(28), 9257-9264 (1995-07-18)
In the presence of a suitable electron acceptor such as mammalian cytochrome c, hydroxylamine oxidoreductase (HAO) from the chemolithotrophic bacterium Nitrosomonas europaea catalyzes the oxidation of hydroxylamine or hydrazine to nitrite or dinitrogen, respectively. Each subunit of HAO contains 7
Hong-Xia Liu et al.
Journal of computational chemistry, 30(14), 2194-2204 (2009-02-27)
A direct dynamics study was carried out for the multichannel reaction of CH(3)NHNH(2) with OH radical. Two stable Conformers (I, II) of CH(3)NHNH(2) are identified by the rotation of the -CH(3) group. For each conformer, five hydrogen-abstraction channels are found.
O Olivieri et al.
Blood, 84(1), 315-320 (1994-07-01)
Oxidative damage induced by free globin chains has been implicated in the pathogenesis of the membrane abnormalities observed in alpha and beta thalassemia. We have evaluated transport of Na+ and K+ in erythrocytes of patients with thalassemias as well as
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