Sigma-Aldrich 227056 N,N-Dimethylformamide anhydrous, 99.8% 1 L
| Sigma-Aldrich 227056 N,N-Dimethylformamide anhydrous, 99.8% |
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Synonym(s): DMF, NSC 5356
Linear Formula: HCON(CH3)2
CAS Number: 68-12-2
Molecular Weight: 73.09
Beilstein: 605365
EC Number: 200-679-5
MDL number: MFCD00003284
PubChem Substance ID: 57647999
NACRES: NA.21
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PROPERTIES
grade anhydrous
Quality Level 300
vapor density 2.5 (vs air)
vapor pressure 2.7 mmHg ( 20 °C)
assay 99.8%
form liquid
autoignition temp. 833 °F
expl. lim. 15.2 %
impurities <0.005% water
evapn. residue <0.0005%
refractive index n20/D 1.430 (lit.)
pH 7 (20 °C, 200 g/L)
bp 153 °C (lit.)
mp −61 °C (lit.)
density 0.944 g/mL (lit.)
SMILES string [H]C(=O)N(C)C
InChI 1S/C3H7NO/c1-4(2)3-5/h3H,1-2H3
InChI key ZMXDDKWLCZADIW-UHFFFAOYSA-N
DESCRIPTION
General description
N,N-Dimethylformamide (DMF) is the commonly employed solvent for chemical 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. N,N-Dimethylformamide is a polar solvent commonly used in organic synthesis. It also acts as a multipurpose precursor for formylation, amination, aminocarbonylation, amidation and cyanation reactions.
Application
N,N-Dimethylformamide (anhydrous) has been used as solvent for the synthesis of cytotoxic luteinizing hormone-releasing hormone (LH-RH) conjugate AN-152 (a chemotherapeutic drug) and fluorophore C625 [4-(N,N-diphenylamino)-4′-(6-O-hemiglutarate)hexylsulfinyl stilbene]. It may be employed as solvent medium for the various organic reduction reactions. DMF has been used as a solvent in the following processes:
Multi-step synthesis of L-azidohomoalanine (L-Aha) during the substitution of the mesylate by sodium azide.
Synthesis of phosphine-FLAG®, a detection reagent for metabolic labeling of glycans.
Synthesis of per-O-acetylated 6-azidofucose, a per-O-acetylated azido sugar.
Solvent for many hydrophobic organic compounds.
Packaging
100, 12×100 mL in Sure/Seal™
1, 6×1, 2, 4×2 L in Sure/Seal™
18, 200 L in Pure-Pac™ 1
Legal Information
FLAG is a registered trademark of Sigma-Aldrich Co. LLC
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