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D161608

Sigma-Aldrich

N,N-Dimethylhydrazine

98%

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Synonym(s):
1,1-Dimethylhydrazine, asym-Dimethylhydrazine
Linear Formula:
(CH3)2NNH2
CAS Number:
Molecular Weight:
60.10
Beilstein/REAXYS Number:
605261
EC Number:
MDL number:
PubChem Substance ID:
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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1 of 4

This Item
D161802699101114596
vibrant-m

D161608

N,N-Dimethylhydrazine

vibrant-m

699101

1-Boc-1-methylhydrazine

bp

60-62 °C (lit.)

bp

-

bp

-

bp

-

form

liquid

form

crystals

form

liquid

form

solid

refractive index

n20/D 1.4075 (lit.)

refractive index

-

refractive index

n20/D 1.436

refractive index

-

storage temp.

2-8°C

storage temp.

-

storage temp.

-

storage temp.

-

density

0.79 g/mL at 20 °C (lit.)

density

-

density

0.985 g/mL at 25 °C

density

-

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.

signalword

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

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

14.0 °F - closed cup

flash_point_c

-10 °C - closed cup

ppe

Faceshields, Gloves, Goggles


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