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D161608

Sigma-Aldrich

N,N-Dimethylhydrazine

98%

Synonym(s):

1,1-Dimethylhydrazine, asym-Dimethylhydrazine

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About This Item

Linear Formula:
(CH3)2NNH2
CAS Number:
57-14-7
Molecular Weight:
60.10
Beilstein:
605261
EC Number:
200-316-0
MDL number:
MFCD00007628
UNSPSC Code:
12352100
PubChem Substance ID:
24893497
NACRES:
NA.22

vapor density

1.94 (vs air)

vapor pressure

103 mmHg ( 20 °C)

Assay

98%

form

liquid

autoignition temp.

478 °F

expl. lim.

95 %

refractive index

n20/D 1.4075 (lit.)

bp

60-62 °C (lit.)

density

0.79 g/mL at 20 °C (lit.)

storage temp.

2-8°C

SMILES string

CN(C)N

InChI

1S/C2H8N2/c1-4(2)3/h3H2,1-2H3

InChI key

RHUYHJGZWVXEHW-UHFFFAOYSA-N

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Application

N,N-Dimethylhydrazine can react with:
  • β-Naphthol via radical amination to form 1-amino-2-naphthol.
  • 2-Chloro- and 2,2-dichloro-(bromo)vinyl ketones via regioselective heterocyclization to form 3-substituted 1-methyl(5-halo)pyrazoles.
  • Terminal alkynes in the presence of TpRuCl(PPh3)2 (Tp = tris(pyrazolyl)borate) to form nitriles.


N,N-Dimethylhydrazine along with ferric chloride hexahydrate forms an effective reduction system for:
  • Synthesizing DNA binding pyrrolo[2,1-c][1,4]benzodiazepine (PBD) imines via reductive cyclization of the corresponding nitro aldehyde.
  • Transforming a variety of nitroarenes and azido compounds into the corresponding anilines and amino compounds, respectively.

Biochem/physiol Actions

Lung and colon tumor initiator in experimental animal model.

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Chronic 2 - Carc. 1B - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

14.0 °F - closed cup

Flash Point(C)

-10 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Existing methods for cleanup of wastewaters and soils polluted with the extremely toxic rocket fuel unsymmetrical dimethylhydrazine (UDMH) are mainly based on the treatment with various oxidative reagents. Until now, the assessment of their effectiveness was based on the residual
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Biological & pharmaceutical bulletin, 30(11), 2052-2057 (2007-11-06)
The effects of esculetin (6,7-dihydroxycoumarin) and its 6-glycoside, esculin, on 8-oxo-2'-deoxyguanosine (8-oxodG) formation and carcinogenesis induced by a chemical carcinogen, 1,2-dimethylhydrazine (DMH), were examined in the colons of male Fischer 344 rats. Animals were given water containing esculetin or esculin
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The various synthetic substituted hydrazines, which cause tumors in animals, are briefly enumerated. To date, 19 of them have proved to be tumorigenic in animals. A number of these chemicals are found today in the environment, in industry, in agriculture
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