Diethyl 2,6-pyridinedicarboxylate

Basic Information

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CAS Number

15658-60-3

Molecular Formula

C11H13NO4

Molecular Weight

223.23 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

43.0 to 46.0 deg-C

Boiling Point

188°C/12mmHg

Density

1.165

Flash Point

163.9°C

Refractive Index

1.508

Vapor Pressure

0.0±0.8 mmHg at 25°C

SMILES

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

InChI

InChI=1S/C11H13NO4/c1-3-15-10(13)8-6-5-7-9(12-8)11(14)16-4-2/h5-7H,3-4H2,1-2H3

InChIKey

KTOBUCHVPBPHMK-UHFFFAOYSA-N

LogP

1.435

Topological Polar Surface Area

65.49 Å²

Hydrogen Bond Donor/Acceptor

0 / 5

Complexity

230

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H320 Causes eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

SR-01000388951-1
2,6-Pyridinedicarboxylic Acid Diethyl Ester
CHEMBL1741650
15658-60-3
2,6-Bis(ethoxycarbonyl)pyridine
KTOBUCHVPBPHMK-UHFFFAOYSA-
SR-01000388951
P1240
InChI=1/C11H13NO4/c1-3-15-10(13)8-6-5-7-9(12-8)11(14)16-4-2/h5-7H,3-4H2,1-2H3
diethylpyridine-2,6-dicarboxylate
SCHEMBL1478915
EN300-117535
STR08737
VANILLICACIDHYDRAZIDE
Oprea1_198544
CS-W010458
diethyl pyridine-2,6-dicarboxylate
SMR000018996
MLS000084648
HMS2332N11
Diethyl Dipicolinate
2,6-Pyridinedicarboxylic acid, 2,6-diethyl ester
HMS1607K13
NSC-78907
NS00025086
MFCD00033792
CCG-103096
AC-30700
TS-00541
AMY9316
EU-0033364

MDL Number

MFCD00033792

FAQ

What are the physical and chemical properties of Diethyl 2,6-pyridinedicarboxylate (CAS: 15658-60-3)?

Diethyl 2,6-pyridinedicarboxylate (CAS: 15658-60-3) is a crystalline solid with a molecular weight of approximately 250.27 g/mol. It is slightly soluble in water but more soluble in organic solvents like ethanol and acetonitrile. Chemically, it is relatively stable but can undergo ester hydrolysis under acidic or basic conditions. It has a high melting point around 230°C and is a colorless to pale yellow crystalline compound.

How is Diethyl 2,6-pyridinedicarboxylate (CAS: 15658-60-3) typically synthesized?

Diethyl 2,6-pyridinedicarboxylate (CAS: 15658-60-3) is commonly synthesized by the condensation of 2,6-pyridinedicarboxylic acid with diethylamine. The reaction typically proceeds under mild conditions with a yield of around 80-85%. Catalysts such as potassium carbonate are often used to facilitate the reaction and improve selectivity. The synthesis is carried out in organic solvents like methanol or ethanol.

What industries use Diethyl 2,6-pyridinedicarboxylate (CAS: 15658-60-3)?

Diethyl 2,6-pyridinedicarboxylate (CAS: 15658-60-3) is primarily used in the pharmaceutical industry as an intermediate for the synthesis of various drugs. It also finds applications in the polymer industry, where it acts as a plasticizer or stabilizer. Additionally, it is used in the production of sensors and semiconductors due to its chemical stability and specific functional groups.

What precautions should be taken when handling Diethyl 2,6-pyridinedicarboxylate (CAS: 15658-60-3)?

When handling Diethyl 2,6-pyridinedicarboxylate (CAS: 15658-60-3), it is essential to use appropriate personal protective equipment (PPE) such as gloves and safety goggles. It should be stored in a cool, dry place away from direct sunlight and heat sources. Fume hoods should be used during handling to minimize inhalation. In case of a spill, it should be cleaned up immediately with appropriate absorbent material and disposed of according to local regulations. Always consult the Safety Data Sheet (SDS) for detailed handling and disposal instructions.