Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

More Documents

D161608

Sigma-Aldrich

N,N-Dimethylhydrazine

98%

Synonym(s):

1,1-Dimethylhydrazine, asym-Dimethylhydrazine

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
(CH3)2NNH2
CAS Number:
57-14-7
Molecular Weight:
60.10
Beilstein/REAXYS Number:
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

Looking for similar products? Visit Product Comparison Guide

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

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 2

1 of 2

Methylphenyl glyoxylate for synthesis

Sigma-Aldrich

8.14269

Methylphenyl glyoxylate

1,2-Diacetylhydrazine 98%

Sigma-Aldrich

D8402

1,2-Diacetylhydrazine

Masaki Honda et al.
Marine drugs, 17(2) (2019-02-06)
The red macroalga Agarophyton chilensis is a well-known producer of eicosanoids such as hydroxyeicosatetraenoic acids, but the alga produces almost no prostaglandins, unlike the closely related A. vermiculophyllum. This indicates that the related two algae would have different enzyme systems
Reaction of terminal alkynes with hydrazines to give nitriles, catalyzed by TpRuCl (PPh3)2: novel catalytic transformation involving a vinylidene ruthenium intermediate
Fukumoto Y, et al.
Organometallics, 21(19), 3845-3847 (2002)
Dmitry S Kosyakov et al.
Chemosphere, 228, 335-344 (2019-05-01)
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
Takao Kaneko et al.
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
B Toth
Cancer research, 35(12), 3693-3697 (1975-12-01)
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
View All Related Papers

Articles

Carcinogenesis and Epigenetics

Cancer research has revealed that the classical model of carcinogenesis, a three step process consisting of initiation, promotion, and progression, is not complete.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service