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227056

N,N-Dimethylformamide

anhydrous, 99.8%

N,N-Dimethylformamide

Synonym(s):

DMF, NSC 5356

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About This Item

Linear Formula:
HCON(CH3)2
CAS Number:
Molecular Weight:
73.09
UNSPSC Code:
12352111
NACRES:
NA.21
PubChem Substance ID:
EC Number:
200-679-5
Beilstein/REAXYS Number:
605365
MDL number:
eCl@ss:
39031202
Assay:
99.8%
Form:
liquid
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grade

anhydrous

Quality Segment

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.
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.

Legal Information

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

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1 of 1

This Item
319937D455133120
assay

99.8%

assay

≥99.8%

assay

≥99%

assay

≥99.8% (GC)

grade

anhydrous

grade

ACS reagent

grade

Molecular Biology

grade

ACS reagent, puriss. p.a.

Quality Level

300

Quality Level

200

Quality Level

200

Quality Level

200

form

liquid

form

liquid

form

liquid

form

liquid

mp

−61 °C (lit.)

mp

−61 °C (lit.)

mp

−61 °C (lit.)

mp

−61 °C (lit.)

refractive index

n20/D 1.430 (lit.)

refractive index

n20/D 1.430 (lit.)

refractive index

n20/D 1.430 (lit.)

refractive index

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


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signalword

Danger

Hazard Classifications

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

Storage Class

3 - Flammable liquids

flash_point_f

135.5 °F - closed cup

flash_point_c

57.5 °C - closed cup

ppe

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



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Questions

1–4 of 4 Questions  
  1. Is this sold in a SureSeal bottle?

    1 answer
    1. This product is packaged as followed:

      100 ML - 100 mL amber glass bottle with Sure/Seal™ crown cap
      1L- 1L amber glass bottle with Sure/Seal™ crown cap
      2.5L - 2.5L amber glass bottle with Sure/Seal™ crown cap
      4x2L - 2.5 L amber glass bottles with Sure/Seal™ crown caps
      6x1L - IL glass amber bottles with Sure/Seal™ crown caps
      12x100mL - 100 mL glass amber bottles with Sure/Seal™ crown caps
      18L - 20 L Pure-Pac I cylinder

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  3. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  4. What is the shelf-life of this product at room temperature? Unopened and opened?

    1 answer
    1. This product is not assigned an expiration date or recommended retest date. Products with no expiration date or recommended retest date should be routinely inspected by customers to ensure they perform as expected. These products are also subject to a one-year warranty from the date of shipment.

      For more information, you may access the "Product Dating Information" document under "ADDITIONAL USEFUL DOCUMENTS ABOUT OUR PRODUCTS" at the bottom of the Quality Services page with this link: https://www.sigmaaldrich.com/life-science/quality-and-regulatory-management/quality-services.

      The shelf life of the product after opening has not been investigated and would depend on environmental and handling factors such as humidity and contamination.

      Helpful?

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