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67540

Sigma-Aldrich

Methylhydrazine

purum, ≥98.0% (GC)

Synonym(s):

MMH

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About This Item

Linear Formula:
CH3NHNH2
CAS Number:
60-34-4
Molecular Weight:
46.07
Beilstein/REAXYS Number:
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.)

functional group

amine
hydrazine

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.[1]
  • 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.[2]
  • As a starting material for one-step synthesis of [1,2]diazepino[4,5-b]indole derivatives by reacting with pyranoindolones.[3]

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_germany

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

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Certificates of Analysis (COA)

Lot/Batch Number
SHBM4662
STBB5083V

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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)
R L Nelson et al.
American journal of surgery, 172(1), 85-88 (1996-07-01)
Selenium (SE) has been inversely associated with colon cancer risk. Two potential mechanisms of this effect were examined in a rodent short-term carcinogenesis assay: whether dietary SE deficiency altered the initiation aspect of carcinogenesis in the colon, and whether SE
M Gamberini et al.
Biochemical pharmacology, 45(9), 1913-1919 (1993-05-05)
The neutrophil-catalyzed metabolism of hydrazine derivatives to carbon-centered radicals was investigated by the spin-trapping technique using alpha-(4-pyridyl-1-oxide)-N-tert-butylnitrone (POBN). Oxidation of methylhydrazine (MeH), dimethylhydrazine (DMH), phenylethylhydrazine or procarbazine by neutrophils from rat peritoneal exudates led to the formation of alkyl radicals.
A Oubrie et al.
Proceedings of the National Academy of Sciences of the United States of America, 96(21), 11787-11791 (1999-10-16)
Soluble glucose dehydrogenase (s-GDH) from the bacterium Acinetobacter calcoaceticus is a classical quinoprotein. It requires the cofactor pyrroloquinoline quinone (PQQ) to catalyze the oxidation of glucose to gluconolactone. The precise catalytic role of PQQ in s-GDH and several other PQQ-dependent
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
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