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Merck
모든 사진(1)

문서

D161608

Sigma-Aldrich

N,N-Dimethylhydrazine

98%

동의어(들):

1,1-Dimethylhydrazine, asym-Dimethylhydrazine

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About This Item

Linear Formula:
(CH3)2NNH2
CAS Number:
Molecular Weight:
60.10
Beilstein:
605261
EC Number:
MDL number:
UNSPSC 코드:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor density

1.94 (vs air)

vapor pressure

103 mmHg ( 20 °C)

분석

98%

형태

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.)

저장 온도

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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애플리케이션

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.

생화학적/생리학적 작용

Lung and colon tumor initiator in experimental animal model.

신호어

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

표적 기관

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

개인 보호 장비

Faceshields, Gloves, Goggles


시험 성적서(COA)

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Masaki Honda et al.
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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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