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437573

Sigma-Aldrich

N,N-dimetilformammide

ACS reagent, ≥99.8%

Sinonimo/i:

DMF, NSC 5356

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About This Item

Formula condensata:
HCON(CH3)2
Numero CAS:
Peso molecolare:
73.09
Beilstein:
605365
Numero CE:
Numero MDL:
Codice UNSPSC:
12352111
ID PubChem:

Grado

ACS reagent

Livello qualitativo

Densità del vapore

2.5 (vs air)

Tensione di vapore

2.7 mmHg ( 20 °C)

Saggio

≥99.8%

Forma fisica

liquid

Temp. autoaccensione

833 °F

Limite di esplosione

15.2 %

tecniche

electrophoresis: suitable

Impurezze

≤0.0005 meq/g Titr. acid
≤0.003 meq/g Titr. base
≤0.15% water

Residuo dopo evaporazione

≤0.005%

Colore

APHA: ≤15

Indice di rifrazione

n20/D 1.430 (lit.)

pH

6.7

P. eboll.

153 °C (lit.)

Punto di fusione

−61 °C (lit.)

Solubilità

water: miscible

Densità

0.944 g/mL (lit.)

Stringa SMILE

[H]C(=O)N(C)C

InChI

1S/C3H7NO/c1-4(2)3-5/h3H,1-2H3
ZMXDDKWLCZADIW-UHFFFAOYSA-N

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Descrizione generale

N,N-Dimethylformamide (DMF) is a polar organic solvent with a wide range of industrial applications. It is a precursor for numerous reactions such as formylation, aminocarbonylation, amination, amidation and cyanation. Along with phosphorus oxychloride, it forms Vilsmeier reagent used in the formylation of reactive aromatic and heteroaromatic substrates. Dielectric relaxation experiments on DMF have been conducted between 238.15K and 338.15K. The thermophysical properties of the molecular interactions between DMF and the ionic liquids, ammonium salts and imidazolium salts have been studied. The characteristics of solute-solvent interactions between ammonium nitrate and DMF have been investigated.

Applicazioni

N,N-Dimethylformamide (DMF) may be used in the following processes:
  • As a solvent synthesis of gold nanoparticles.
  • As a solvent in capillary electrophoresis.
  • Regioselective synthesis of N,N-dimethylaminopyridzines by reacting with choropyridazines.
  • Synthesis of urea-N,N-dimethylformamide, a 3:1 solvate with urea.
Solvente per molti composti organici idrofobi.

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Eye Irrit. 2 - Flam. Liq. 3 - Repr. 1B

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 2

Punto d’infiammabilità (°F)

135.5 °F - closed cup

Punto d’infiammabilità (°C)

57.5 °C - closed cup

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Preparation of gold nanoparticles in formamide and N,N-dimethylformamide in the presence of poly (amidoamine) dendrimers with surface methyl ester groups.
Esumi K, et al.
Colloids and Surfaces. A, Physicochemical and Engineering Aspects, 189(1), 155-161 (2001)
Reaction of chloropyridazines with N,N -dimethylformamide.
Lee WS, et al.
Journal of Heterocyclic Chemistry, 37(6), 1591-1591 (2000)
Urea-N,N-dimethylformamide (3/1).
Fernandes P, et al.
Acta Crystallographica Section E, Structure Reports Online, 63(12), 4861-4861 (2007)
Capillary electrophoresis in N,N-dimethylformamide.
Porras SP and Kenndler E.
Electrophoresis, 26(17), 3279-3291 (2005)
Review article on Vilsmeier Haack reaction and its Applications.
Beniwal M and Jain N.
European Journal of Biomedical AND Pharmaceutical sciences, 2(3), 1340-1374 (2015)

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