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Sigma-Aldrich

DMAP

4-(Dimethylamino)pyridine Novabiochem®

Synonym(e):

4-Dimethylaminopyridine

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About This Item

Empirische Formel (Hill-System):
C7H10N2
CAS-Nummer:
Molekulargewicht:
122.17
MDL-Nummer:
UNSPSC-Code:
12352005
EG-Index-Nummer:
214-353-5
NACRES:
NA.22
pH-Wert:
11 (20 °C, 60 g/L in H2O)
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Qualitätsniveau

Produktlinie

Novabiochem®

Assay

≥99.0% (GC)

Form

powder

Selbstzündungstemp.

420 °C

Wirksamkeit

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

Eignung der Reaktion

reaction type: Coupling Reactions

Hersteller/Markenname

Novabiochem®

pH-Wert

11 (20 °C, 60 g/L in H2O)

bp

138-140 °C/24 hPa

mp (Schmelzpunkt)

110-112 °C

Übergangstemp.

flash point 124 °C

Schüttdichte

520 kg/m3

Anwendung(en)

peptide synthesis

Lagertemp.

2-30°C

SMILES String

[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

InChIKey

VHYFNPMBLIVWCW-UHFFFAOYSA-O

Allgemeine Beschreibung

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.

Anwendung

  • 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).

Verlinkung

Replaces: 01-62-0004

Hinweis zur Analyse

Farbe (visuell): weiß bis schwach gelb bis beige
Aussehen der Substanz (visuell): Pulver
Identität (IR): entspricht
Löslichkeit (1 mmol in 2 ml DMF): klar löslich
Gehalt (GC, Fl.%): ≥ 99.0 % (a/a)
Schmelzbereich (unterer Wert): ≥ 110 °C
Schmelzbereich (oberer Wert): ≤ 113 °C

Rechtliche Hinweise

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

Signalwort

Danger

Gefahreneinstufungen

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

Zielorgane

Nervous system

Lagerklassenschlüssel

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

WGK

WGK 3

Flammpunkt (°F)

255.2 °F

Flammpunkt (°C)

124 °C


Analysenzertifikate (COA)

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Fragen

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

    1 Antwort
    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

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

    1 Antwort
    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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