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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:
1122-58-3
Peso molecular:
122.17
MDL number:
MFCD00006418
UNSPSC Code:
12352005
EC Index Number:
214-353-5
NACRES:
NA.22
pH:
11 (20 °C, 60 g/L in H2O)
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Quality Level

200

product line

Novabiochem®

assay

≥99.0% (GC)

form

powder

autoignition temp.

420 °C

potency

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

reaction suitability

reaction type: Coupling Reactions

manufacturer/tradename

Novabiochem®

pH

11 (20 °C, 60 g/L in H2O)

bp

138-140 °C/24 hPa

mp

110-112 °C

transition temp

flash point 124 °C

bulk density

520 kg/m3

application(s)

peptide synthesis

storage temp.

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

InChI key

VHYFNPMBLIVWCW-UHFFFAOYSA-O

General description

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.

Application

  • 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).

Linkage

Replaces: 01-62-0004

Analysis Note

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

Legal Information

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

signalword

Danger

Hazard Classifications

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

target_organs

Nervous system

Storage Class

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

wgk_germany

WGK 3

flash_point_f

255.2 °F

flash_point_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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