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Documentos Principais

D161608

Sigma-Aldrich

N,N-Dimethylhydrazine

98%

Sinônimo(s):

1,1-Dimethylhydrazine, asym-Dimethylhydrazine

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About This Item

Fórmula linear:
(CH3)2NNH2
Número CAS:
Peso molecular:
60.10
Beilstein:
605261
Número CE:
Número MDL:
Código UNSPSC:
12352100
ID de substância PubChem:
NACRES:
NA.22

densidade de vapor

1.94 (vs air)

pressão de vapor

103 mmHg ( 20 °C)

Ensaio

98%

Formulário

liquid

temperatura de autoignição

478 °F

Lim. expl.

95 %

índice de refração

n20/D 1.4075 (lit.)

p.e.

60-62 °C (lit.)

densidade

0.79 g/mL at 20 °C (lit.)

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

CN(C)N

InChI

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

chave InChI

RHUYHJGZWVXEHW-UHFFFAOYSA-N

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Aplicação

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.

Ações bioquímicas/fisiológicas

Lung and colon tumor initiator in experimental animal model.

Palavra indicadora

Danger

Classificações de perigo

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

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

3 - Flammable liquids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

14.0 °F - closed cup

Ponto de fulgor (°C)

-10 °C - closed cup

Equipamento de proteção individual

Faceshields, Gloves, Goggles


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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

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