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Merck

227056

N,N-Dimetilformamida

anhydrous, 99.8%

N,N-Dimethylformamide

Sinônimo(s):

DMF, NSC 5356

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Sobre este item

Fórmula linear:
HCON(CH3)2
Número CAS:
Peso molecular:
73.09
UNSPSC Code:
12352111
NACRES:
NA.21
PubChem Substance ID:
EC Number:
200-679-5
Beilstein/REAXYS Number:
605365
MDL number:
Assay:
99.8%
Form:
liquid

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Nome do produto

N,N-Dimetilformamida, anhydrous, 99.8%

InChI key

ZMXDDKWLCZADIW-UHFFFAOYSA-N

InChI

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

SMILES string

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

grade

anhydrous

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.)

Quality Level

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1 of 4

Este Item
3199375.89565494488
grade

anhydrous

grade

ACS reagent

grade

anhydrous

grade

biotech. grade

assay

99.8%

assay

≥99.8%

assay

≥99.8%

assay

≥99.9%

Quality Level

300

Quality Level

200

Quality Level

200

Quality Level

200

form

liquid

form

liquid

form

-

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.)

Application

A N,N-dimetilformamida (anidra) foi usada como solvente para a síntese do conjugado citotóxico AN-152 (um quimioterápico) do hormônio liberador do hormônio luteinizante (LHRH) e do fluoróforo C625 [4-(N,N-difenilamino)-4′-(6-O-hemiglutarato)hexilsulfinil estilbeno].[1] Ela pode ser empregada como meio solvente para as várias reações de redução orgânicas.[2]
A DMF foi usada como solvente nos seguintes processos:
  • Síntese em diversas etapas de L-azido-homoalanina (L-Aha) durante a substituição do mesilato por azida sódica.[3]
  • A síntese de fosfina-FLAG®, um reagente para detecção para a marcação metabólica de glicanos.[4]
  • Síntese de 6-azidofucose per-O-acetilada, um açúcar azido per-O-acetilado.[4]
Solvente de muitos compostos orgânicos hidrofóbicos.

General description

A N,N-dimetilformamida é um solvente polar comumente usado em síntese orgânica. Ela também atua como precursor multiuso para reações de formilação, aminação, aminocarbonilação, amidação e cianação.[5]
N,N-Dimetilformamida (DMF) é o solvente usado normalmente em reações químicas. O DMF é um solvente útil, empregado no isolamento de clorofila a partir de tecidos vegetais.[6] É um reagente amplamente utilizado na síntese orgânica. Tem muitos papéis em diversas reações, como solvente, agente desidratante, agente redutor e catalisador. É um bloco estrutural multiuso para a síntese de compostos que contêm O, -CO, -NMe2, -CONMe2, -Me, -CHO como grupos funcionais.[5]

Packaging

Legal Information

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

signalword

Danger

Hazard Classifications

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

Classe de armazenamento

3 - Flammable liquids

wgk

WGK 2

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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Certificados de análise (COA)

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Já possui este produto?

Encontre a documentação dos produtos que você adquiriu recentemente na biblioteca de documentos.

Visite a Biblioteca de Documentos

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
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)
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)
Peter H Huy et al.
Chemical science, 10(31), 7399-7406 (2019-09-07)
A novel, broadly applicable method for amide C-N and ester C-O bond formation is presented based on formylpyrrolidine (FPyr) as a Lewis base catalyst. Herein, trichlorotriazine (TCT), which is the most cost-efficient reagent for OH-group activation, was employed in amounts

Artigos

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.

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.

Questions

1–3 of 3 Questions  
  1. 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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  2. 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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  3. 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.

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