Skip to Content
MilliporeSigma

Skip To

107700

4-(Dimethylamino)pyridine

ReagentPlus®, ≥99%

4-(Dimethylamino)pyridine
1 of 1 reviewers took part in a promotion

Synonym(s):

N,N-Dimethylpyridin-4-amine, DMAP

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View
Pack SizeSKUAvailabilityPrice
5 g
Check Cart for Availability
$42.00
25 g
Check Cart for Availability
$116.00
100 g
Check Cart for Availability
$353.00
500 g
Please contact Customer Service for Availability
$965.00

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

$42.00


Check Cart for Availability

Request a Bulk Order
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist


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

Compare Similar Items

View Full Comparison

Show Differences

1 of 1

This Item
8.20499Y00010998.51055
concentration

≤100%

concentration

-

concentration

-

concentration

-

grade

reagent grade

grade

synthesis grade

grade

pharmaceutical primary standard

grade

-

assay

≥99%

assay

≥99.0% (GC)

assay

-

assay

≥99.0% (GC)

Quality Level

200

Quality Level

200

Quality Level

-

Quality Level

200

form

chips, flakes, crystalline powder

form

solid

form

-

form

powder

storage temp.

room temp

storage temp.

2-30°C

storage temp.

2-8°C

storage temp.

2-30°C


Still not finding the right product?

Explore all of our products under 4-(Dimethylamino)pyridine


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

WGK 3

flash_point_f

255.2 °F

flash_point_c

124 °C

ppe

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



Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library



Akira Iida et al.
Organic letters, 8(23), 5215-5218 (2006-11-03)
[Structure: see text] A powerful Ti-crossed Claisen condensation between ketene silyl acetals (KSAs) and acid chlorides was successfully performed to give alpha-monoalkylated esters and thermodynamically unfavorable (less accessible) alpha,alpha-dialkylated beta-keto esters in good yield (46 examples; 41-98% yield). A closely
Chenghu Yan et al.
Biomacromolecules, 10(8), 2013-2018 (2009-09-03)
An effective method for grafting L-lactide (LA) from unmodified cellulose by ring-opening polymerization (ROP) in homogeneous mild conditions is presented. By using 4-dimethylaminopyridine (DMAP) as an organic catalyst, cellulose-graft-poly(L-lactide) (cellulose-g-PLLA) copolymers with a molar substitution (MS(PLLA)) of PLLA in a
Hangxiang Wang et al.
Journal of the American Chemical Society, 133(31), 12220-12228 (2011-07-19)
Catalysts hold promise as tools for chemical protein modification. However, the application of catalysts or catalyst-mediated reactions to proteins has only recently begun to be addressed, mainly in in vitro systems. By radically improving the affinity-guided DMAP (4-dimethylaminopyridine) (AGD) catalysts



Global Trade Item Number

SKUGTIN
CDS001275-1G04061825962719
107700-5KG04061833458617
107700-100G04061835554058
107700-500G04061838675477
107700-5G04061835554072
107700-25G04061835554065

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

      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

      Helpful?

Reviews

1 of 1 reviewers took part in a promotion

Active Filters

  1. 1 Ratings-Only Review