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Merck

227056

N,N-Dimethylformamide

anhydrous, 99.8%

N,N-Dimethylformamide

Synonym(s):

DMF, NSC 5356

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100 ML

$165.00

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$504.00

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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:
57647999
NACRES:
NA.21

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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

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1 of 4

This Item
319937494488900638
N,N-Dimethylformamide anhydrous, 99.8%

Sigma-Aldrich

227056

N,N-Dimethylformamide

N,N-Dimethylformamide ACS reagent, &#8805;99.8%

Sigma-Aldrich

319937

N,N-Dimethylformamide

N,N-Dimethylformamide biotech. grade, &#8805;99.9%

Sigma-Aldrich

494488

N,N-Dimethylformamide

N,N-Dimethylformamide anhydrous, ZerO2&#174;, 99.8%

Sigma-Aldrich

900638

N,N-Dimethylformamide

grade

anhydrous

grade

ACS reagent

grade

biotech. grade

grade

ZerO2®

assay

99.8%

assay

≥99.8%

assay

≥99.9%

assay

99.8%

Quality Level

300

Quality Level

200

Quality Level

200

Quality Level

100

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 1.430 (lit.)

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.

Packaging

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Legal Information

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

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N,N-Dimethylformamide, ≥99.8%, anhydrous

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Product No.
Description
Pricing

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBT2977
SHBT2262
SHBT1561
SHBT1109
SHBS9116

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Reference electrode for anhydrous dimethylformamide.
Marple LW.
Analytical Chemistry, 39(7), 844-846 (1967)
A concise and scalable route to L-azidohomoalanine.
Roth S, et al.
Nature Protocols, 5(2), 1967-1973 (2010)
X Wang et al.
Proceedings of the National Academy of Sciences of the United States of America, 96(20), 11081-11084 (1999-09-29)
Chemotherapy is commonly used in the treatment of cancers. However, the mechanism of action of many of these agents is not well understood. We present the synthesis of a two-photon fluorophore (C625) and its biological application when chemically linked to
Metabolic labeling of glycans with azido sugars and subsequent glycan-profiling and visualization via Staudinger ligation.
Laughlin ST and Bertozzi CR.
Nature Protocols, 2(11), 2930-2944 (2007)
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
View All Related Papers

Articles

Solvent Miscibility Table

Substances are said to be miscible in one another if they dissolve to form a uniform solution. Bookmark or download our miscibility table for common lab solvents.

溶剂混溶性表

如果物质相互溶解形成均匀的溶液，就可以说它们相互混溶。收藏或下载我们的常见实验室溶剂混溶性表。

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    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.
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      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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    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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    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.

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