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33120

Sigma-Aldrich

N,N-Dimethylformamide

puriss. p.a., ACS reagent, reag. Ph. Eur., ≥99.8% (GC)

Synonym(s):

DMF, NSC 5356

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About This Item

Linear Formula:
HCON(CH3)2
CAS Number:
68-12-2
Molecular Weight:
73.09
Beilstein:
605365
EC Number:
200-679-5
MDL number:
MFCD00003284
UNSPSC Code:
12352111
PubChem Substance ID:
329754458
NACRES:
NA.21

grade

ACS reagent
puriss. p.a.

Quality Level

200

Agency

reag. Ph. Eur.

vapor density

2.5 (vs air)

vapor pressure

2.7 mmHg ( 20 °C)

Assay

≥99.8% (GC)

form

liquid

autoignition temp.

833 °F

expl. lim.

15.2 %

impurities

≤0.003% free acid (as CH3COOH)
≤0.005% free alkali (as NH3)
≤0.005% non-volatile matter
≤0.1% water (Karl Fischer)

color

APHA: ≤15

refractive index

n20/D 1.4290-1.4310
n20/D 1.430 (lit.)

pH

7 (20 °C, 200 g/L)

bp

152-154 °C
153 °C (lit.)

mp

−61 °C (lit.)

density

0.948-0.950 g/mL at 20 °C
0.944 g/mL (lit.)

cation traces

Al: ≤0.5 mg/kg
B: ≤0.02 mg/kg
Ba: ≤0.1 mg/kg
Bi: ≤0.1 mg/kg
Ca: ≤0.5 mg/kg
Cd: ≤0.05 mg/kg
Co: ≤0.02 mg/kg
Cr: ≤0.02 mg/kg
Cu: ≤0.02 mg/kg
Fe: ≤0.1 mg/kg
K: ≤0.5 mg/kg
Li: ≥0.1 mg/kg
Mg: ≤0.1 mg/kg
Mn: ≤0.02 mg/kg
Mo: ≤0.1 mg/kg
Na: ≤1 mg/kg
Ni: ≤0.02 mg/kg
Pb: ≤0.1 mg/kg
Sn: ≤0.1 mg/kg
Sr: ≤0.1 mg/kg
Zn: ≤0.1 mg/kg

SMILES string

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

InChI

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

InChI key

ZMXDDKWLCZADIW-UHFFFAOYSA-N

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General description

N,N-Dimethylformamide (DMF) is commonly employed as a solvent for various organic reactions. DMF is a useful solvent employed for the isolation of chlorophyll from plant tissues. It is widely employed reagent in organic synthesis. It plays multiple roles in various reactions such as solvent, dehydrating agent, reducing agent as well as catalyst. It is a multipurpose building block for the synthesis of compounds containing O, -CO, -NMe2, -CONMe2, -Me, -CHO as functional groups.

Application

N,N-Dimethylformamide (DMF) may be employed as a solvent in the following studies:
  • Extraction of chlorophyll containing pigments from the intact tissues of cotyledons of Cucumis sativus.
  • Isolation of chlorophyll a from the cell cultures of unicellular marine algae.4
  • As reducing agent and solvent for the preparation of Au@Ag core-shell nanocrystals.
Solvent for many hydrophobic organic compounds.

Packaging

2.5 L also available in PE-bottles

Other Notes

The article number 33120-4X2.5L-M will be discontinued. Please order the single bottle 33120-2.5L-M which is physically identical with the same exact specifications.
The article number 33120-4X2.5L-R will be discontinued. Please order the single bottle 33120-2.5L-R which is physically identical with the same exact specifications.
The article number 33120-6X1L-M will be discontinued. Please order the single bottle 33120-1L-M which is physically identical with the same exact specifications.
The article number 33120-6X1L-R will be discontinued. Please order the single bottle 33120-1L-R which is physically identical with the same exact specifications.

Signal Word

Danger

Hazard Classifications

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

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

135.5 °F - closed cup

Flash Point(C)

57.5 °C - closed cup

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’.

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R Moran et al.
Plant physiology, 65(3), 478-479 (1980-03-01)
Photosynthetic pigments from etiolated cucumber (Cucumis sativus var. Beit Alpha improved, Hazera Co., Gedera) cotyledons were extracted by direct immersion of the intact cotyledons into the solvent N,N-dimethylformamide (DMF). The solvent is especially efficient when pigment concentration is low; time
Shape-dependent evolution of Au@ Ag core- shell nanocrystals by PVP-assisted N,N-dimethylformamide reduction.
Tsuji M, et al.
Crystal Growth & Design, 8(7), 2528-2536 (2008)
W P Inskeep et al.
Plant physiology, 77(2), 483-485 (1985-02-01)
We found inconsistencies in the commonly used data for chlorophyll analysis in 80% acetone. Recently developed extinction coefficients for chlorophyll b in N,N-dimethylformamide (DMF) based on values from 80% acetone are low as a result of these inconsistencies. We determined
Jun Nishida et al.
Proceedings of the National Academy of Sciences of the United States of America, 111(52), 18442-18447 (2014-12-17)
The structural elasticity of metal-organic frameworks (MOFs) is a key property for their functionality. Here, we show that 2D IR spectroscopy with pulse-shaping techniques can probe the ultrafast structural fluctuations of MOFs. 2D IR data, obtained from a vibrational probe
L Piazza et al.
Nature communications, 6, 6407-6407 (2015-03-03)
Surface plasmon polaritons can confine electromagnetic fields in subwavelength spaces and are of interest for photonics, optical data storage devices and biosensing applications. In analogy to photons, they exhibit wave-particle duality, whose different aspects have recently been observed in separate
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