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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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