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319937

Sigma-Aldrich

N,N-Dimethylformamid

ACS reagent, ≥99.8%

Synonym(e):

DMF, NSC 5356

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About This Item

Lineare Formel:
HCON(CH3)2
CAS-Nummer:
68-12-2
Molekulargewicht:
73.09
Beilstein:
605365
EG-Nummer:
200-679-5
MDL-Nummer:
MFCD00003284
UNSPSC-Code:
12352111
PubChem Substanz-ID:
329753939

Qualität

ACS reagent

Qualitätsniveau

200

Dampfdichte

2.5 (vs air)

Dampfdruck

2.7 mmHg ( 20 °C)

Assay

≥99.8%

Form

liquid

Selbstzündungstemp.

833 °F

Expl.-Gr.

15.2 %

Verunreinigungen

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

Abdampfrückstand

≤0.005%

Farbe

clear
APHA: ≤15

Brechungsindex

n20/D 1.430 (lit.)

pH-Wert

7 (20 °C, 200 g/L)

bp

153 °C (lit.)

mp (Schmelzpunkt)

−61 °C (lit.)

Dichte

0.944 g/mL (lit.)

SMILES String

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

InChI

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

InChIKey

ZMXDDKWLCZADIW-UHFFFAOYSA-N

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Allgemeine Beschreibung

N, N-Dimethylformamide (DMF) is an organic compound commonly used as a reagent as well as a solvent in organic synthesis. It plays multiple roles in various reactions such as formylating agent, dehydrating agent, reducing agent as well as a catalyst.

Anwendung

DMF can be used as:     
  • A formylating agent for organometallic compounds.
  • A reactant to prepare Vilsmeier reagent by reacting with phosphorus oxychloride.
  • A reagent for amination of aryl chlorides in the presence of potassium t-butoxide.     
  • A reducing agent for metal salts to prepare metal colloids.
  • A catalyst for the regioselective silylation of unprotected carbohydrates.

DMF can also be used in the following:     
  • DMF-Phosgene catalytic system is used to prepare alkyl halides from alcohols.      
  • DMF-POCl3 is used to convert acyclic and cyclic enolizable ketones to β-chloro-α, β-unsaturated aldehydes.
  • DMF-POCl3 is used to synthesize quinoline-3-carbaldehydes from acylanilides.      
  • DMF-SOCl2 combination is used to dehydrate oximes to nitriles.      
  • DMF-Ag2O converts α-bromopropionamides to oxazolidinones.
  • DMF is frequently used as a solvent in many chemical reactions, which require a high solvency power.

Lösungsmittel für viele hydrophobe, organische Verbindungen.

Signalwort

Danger

Gefahreneinstufungen

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

Lagerklassenschlüssel

3 - Flammable liquids

WGK

WGK 2

Flammpunkt (°F)

135.5 °F - closed cup

Flammpunkt (°C)

57.5 °C - closed cup

Zulassungslistungen

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EU REACH SVHC Candidate List

CAS No.

EU REACH Annex XVII (Restriction List)

CAS No.

Analysenzertifikate (COA)

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N,N-Dimethylformamid Meets ACS Specifications, Meets Reagent Specifications for testing USP/NF monographs GR ACS

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