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M50001

Sigma-Aldrich

Methylhydrazine

98%

Synonym(s):

MMH

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About This Item

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:
24896964
NACRES:
NA.22

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.)

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 to induce asymmetric aerobic epoxidation of β-trifluoromethyl-β,β-disubstituted enones to synthesize enantioselective trifluoromethyl-substituted epoxides.[1] It can also be used to synthesize 1-methyl-3,5-dinitro-1H-1,2,4-triazole (DNMT), a substitute for TNT explosive.[2]

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

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

17.6 °F - closed cup

Flash Point(C)

-8 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBJ2922
SHBC9272V
STBD6035V
08327PHV
21096EKV

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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
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)
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
View All Related Papers

Questions

1–3 of 3 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  3. Is methyl hydrazine an organic compound?

    1 answer

    1. Yes, Methylhydrazine is considered to be an organic compound. Please see the links below to review relevant references.
      PubChem - see references cited in section 3.
      https://pubchem.ncbi.nlm.nih.gov/compound/Methylhydrazine#section=SpringerMaterials-Properties

      ContaminantDB - see Chemical Taxonomy section
      https://contaminantdb.ca/contaminants/CHEM003978

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