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8.51055

Sigma-Aldrich

DMAP

4-(Dimethylamino)pyridine Novabiochem®

Sinónimos:

DMAP, 4-Dimethylaminopyridine

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About This Item

Fórmula empírica (notación de Hill):
C7H10N2
Número de CAS:
Peso molecular:
122.17
Número MDL:
Código UNSPSC:
12352005
Número índice de la CE:
214-353-5
NACRES:
NA.22
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Nivel de calidad

Línea del producto

Novabiochem®

Ensayo

≥99.0% (GC)

Formulario

powder

temp. de autoignición

420 °C

potencia

140 mg/kg LD50, oral (Rat)
90 mg/kg LD50, skin (Rabbit)

idoneidad de la reacción

reaction type: Coupling Reactions

fabricante / nombre comercial

Novabiochem®

pH

11 (20 °C, 60 g/L in H2O)

bp

138-140 °C/24 hPa

mp

110-112 °C

temperatura de transición

flash point 124 °C

densidad aparente

520 kg/m3

aplicaciones

peptide synthesis

temp. de almacenamiento

2-30°C

cadena SMILES

[N+](=C1C=CNC=C1)(C)C

InChI

1S/C7H10N2/c1-9(2)7-3-5-8-6-4-7/h3-6H,1-2H3/p+1

Clave InChI

VHYFNPMBLIVWCW-UHFFFAOYSA-O

Descripción general

4-(Dimethylamino)pyridine (DMAP) is a catalyst for esterification and amidation reagents [1,2,3].

Literature references

[1] S. S. Wang, et al. (1981) Int. J. Peptide Protein Res., 18, 459.
[2] J.-P. Gamet, et al. (1984) Tetrahedron, 40, 1995.
[3] K. Takeda, et al. (1991) Synthesis, 1991, 689.

Aplicación

  • Copolymerization of β‐butyrolactones using DMAP as initiator: This research focuses on the use of DMAP in the ring-opening polymerization of β‐butyrolactones, analyzing its efficiency as a catalyst (Palenzuela et al., 2024).
  • Halogen-Bond-Promoted Direct Cross-Coupling: This article details the use of DMAP in a catalytic process for the cross-coupling of alkyl bromides with coumarins, emphasizing its role under light illumination (Guo et al., 2024).
  • Enantiospecific Analysis of Carboxylic Acids: Discusses the superior efficacy of DMAP compared to other catalysts like Et3N in the enantiospecific analysis of carboxylic acids (Mo et al., 2024).

Ligadura / enlace

Replaces: 01-62-0004

Nota de análisis

Colour (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Solubility (1 mmole in 2 ml DMF): clearly soluble
Assay (GC, area%): ≥ 99.0 % (a/a)
Melting range (lower value): ≥ 110 °C
Melting range (upper value): ≤ 113 °C

Información legal

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

Palabra de señalización

Danger

Clasificaciones de peligro

Acute Tox. 2 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Chronic 2 - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 1

Órganos de actuación

Nervous system

Código de clase de almacenamiento

6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

255.2 °F

Punto de inflamabilidad (°C)

124 °C


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Questions

1–2 of 2 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/449/386/product-dating-information-mk.pdf

      Helpful?

  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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