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Merck

120227

Diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate

95%

Synonym(s):

Hantzsch ester

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About This Item

Empirical Formula (Hill Notation):
C13H19NO4
CAS Number:
1149-23-1
Molecular Weight:
253.29
EC Number:
214-561-6
MDL number:
MFCD00005951
UNSPSC Code:
12352100
PubChem Substance ID:
24847411
NACRES:
NA.22

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Quality Level

100

Assay

95%

form

solid

mp

178-183 °C (lit.)

solubility

organic solvents: soluble

functional group

ester

SMILES string

CCOC(=O)C1=C(C)NC(C)=C(C1)C(=O)OCC

InChI

1S/C13H19NO4/c1-5-17-12(15)10-7-11(13(16)18-6-2)9(4)14-8(10)3/h14H,5-7H2,1-4H3

InChI key

LJXTYJXBORAIHX-UHFFFAOYSA-N

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1 of 4

This Item
D97401QBD10910M81101
Diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate 95%

Sigma-Aldrich

120227

Diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate

Diethyl ketomalonate 95%

Sigma-Aldrich

D97401

Diethyl ketomalonate

m-dPEG®37-NHS ester >95% (HPLC)

Sigma-Aldrich

QBD10910

m-dPEG®37-NHS ester

mono-Methyl hydrogen succinate 95%

Sigma-Aldrich

M81101

mono-Methyl hydrogen succinate

assay

95%

assay

95%

assay

>95% (HPLC)

assay

95%

solubility

organic solvents: soluble

solubility

-

solubility

-

solubility

-

Quality Level

100

Quality Level

100

Quality Level

-

Quality Level

200

form

solid

form

liquid

form

solid or viscous liquid

form

powder

mp

178-183 °C (lit.)

mp

-

mp

-

mp

54-57 °C (lit.)

functional group

ester

functional group

-

functional group

-

functional group

-

General description

Diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate is often used as a building block in organic synthesis for the preparation of various biologically active compounds. [1]

Application

Diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate (DTP) was used to study the mechanism of electrochemical oxidation of DTP in ethanol/water solutions on a glassy carbon electrode[2].
Used as a hydrogen source in organocatalytic reductive amination and conjugate reduction.

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX8205
MKCW9562
MKCR5613
MKCM2363
MKCG9624

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R Nosal et al.
Bratislavske lekarske listy, 102(10), 447-453 (2002-01-23)
Metabolites of arachidonic acid are important regulatory substances in blood platelets. They participate in platelet adhesion and aggregation, and pharmacological intervention with arachidonate cascade is widely used in therapy of hyperactive platelets and in the prevention of thromboembolic complications. To
V Z Gorkin et al.
Vestnik Rossiiskoi akademii meditsinskikh nauk, (2)(2), 12-17 (1995-01-01)
The art-of-the-state and possible perspectives for studies of the properties of amine oxidases which are medically significant are briefly outlined. Due to the studies conducted at the Research Institute of Biomedical Chemistry of the Russian Academy of Medical Sciences, the
Jing Zhang et al.
iScience, 23(1), 100755-100755 (2019-12-31)
The alkoxyl radical is an essential reactive intermediate in mechanistic studies and organic synthesis with hydrogen atom transfer (HAT) reactivity. However, compared with intramolecular 1,5-HAT or intermolecular HAT of alkoxyl radicals, the intramolecular 1,2-HAT reactivity has been limited to theoretical
N A Basova et al.
Rossiiskii fiziologicheskii zhurnal imeni I.M. Sechenova, 88(5), 650-657 (2002-07-26)
The main concern of this work was to examine the relation between altered antioxidant status on the one hand and increase in L-tryptophan absorption in the small intestine in order to bring further information regarding to possible role of vitamin
Seung Jun Hwang et al.
Scientific reports, 3, 1309-1309 (2013-02-20)
Core@shell electrocatalysts for fuel cells have the advantages of a high utilization of Pt and the modification of its electronic structures toward enhancement of the activities. In this study, we suggest both a theoretical background for the design of highly
View All Related Papers

Questions

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  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

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