N,N-Dimethylformamide, 2L

SKU:
227056-2L
  • $215.00

    • Description

    N,N-Dimethylformamide, 2L

    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

    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

    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.[1] 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.[2]
    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.[2]

    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].[3] It may be employed as solvent medium for the various organic reduction reactions.[4]
    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.[5]
    • Synthesis of phosphine-FLAG®, a detection reagent for metabolic labeling of glycans.[6]
    • Synthesis of per-O-acetylated 6-azidofucose, a per-O-acetylated azido sugar.[6]
    Solvent for many hydrophobic organic compounds.

    Legal Information

    FLAG is a registered trademark of Merck KGaA, Darmstadt, Germany

    SAFETY INFORMATION

    Pictograms

    GHS02,GHS07,GHS08

    Signal Word

    Danger

    Hazard Statements

    H226 - H312 + H332 - H319 - H360D

    Precautionary Statements

    P210 - P280 - P303 + P361 + P353 - P304 + P340 + P312 - P305 + P351 + P338 - P308 + P313

    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

    Personal Protective Equipment

    dust mask type N95 (US), Eyeshields, Gloves