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107700

4-(Dimethylamino)pyridine

ReagentPlus®, ≥99%

4-(Dimethylamino)pyridine
1 of 1 reviewers received a sample product or took part in a promotion

Synonym(s):

N,N-Dimethylpyridin-4-amine, DMAP

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5 g

Available to ship TODAYfromSigma-Aldrich Gillingham

£15.90
25 g

Available to ship TODAYfromSigma-Aldrich Gillingham

£42.00
100 g

Available to ship TODAYfromSigma-Aldrich Gillingham

£111.00
500 g

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£528.00

About This Item

Empirical Formula (Hill Notation):
C7H10N2
CAS Number:
Molecular Weight:
122.17
EC Number:
214-353-5
Beilstein/REAXYS Number:
110354
MDL number:
UNSPSC Code:
12352302
NACRES:
NA.22
PubChem Substance ID:
Assay:
≥99%
Concentration:
≤100%
Form:
chips, crystalline powder, flakes
Grade:
reagent grade

£15.90


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grade

reagent grade

Quality Segment

product line

ReagentPlus®

assay

≥99%

form

chips, crystalline powder, flakes

concentration

≤100%

pH

(10,23 at -0,1 g/l at 22  °C)

bp

162 °C

mp

108-110 °C (lit.)

solubility

H2O: 50 mg/mL

functional group

amine

storage temp.

room temp

SMILES string

CN(C)c1ccncc1

InChI

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

InChI key

VHYFNPMBLIVWCW-UHFFFAOYSA-N

General description

4-(Dimethylamino)pyridine (DMAP) is a highly versatile nucleophilic catalyst for acylation reactions and esterifications. It is also employed in various organic transformations like Baylis-Hillman reaction, Dakin-West reaction, protection of amines, C-acylations, silylations, applications in natural products chemistry, and many others.

Application

4-(Dimethylamino)pyridine can be used as a catalyst:
  • To synthesize 3,5-disubstituted 2,6-dicyanoaniline by reacting malononitrile, aldehydes, and β-nitroolefins.
  • For the acylation of alcohols with acid anhydrides under auxiliary base- and solvent-free conditions to synthesize corresponding esters.
  • In Baylis-Hillman reaction to form carbon-carbon bond by the coupling of an activated alkene with an aldehyde or ketone.
A highly efficient catalyst for acylation reactions

Legal Information

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

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This Item
3940517078948.51055
description

ReagentPlus®, ≥99%

description

purum, ≥98.0% (NT)

description

United States Pharmacopeia (USP) Reference Standard

description

4-(Dimethylamino)pyridine Novabiochem®

concentration

≤100%

concentration

-

concentration

-

concentration

-

grade

reagent grade

grade

-

grade

pharmaceutical primary standard

grade

-

assay

≥99%

assay

≥98.0% (NT)

assay

-

assay

≥99.0% (GC)

Quality Level

200

Quality Level

200

Quality Level

-

Quality Level

200

form

chips, flakes, crystalline powder

form

crystals, pellets

form

-

form

powder

storage temp.

room temp

storage temp.

-

storage temp.

-

storage temp.

2-30°C


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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

WGK 3

flash_point_f

255.2 °F

flash_point_c

124 °C

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges



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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/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

      Helpful?

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