Methyl 5-amino-6-iodo-2-pyridinecarboxylate

Basic Information

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CAS Number

872355-60-7

Molecular Formula

C7H7IN2O2

Molecular Weight

278.05 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 Amines

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

SMILES

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COC(=O)c1ccc(N)c(I)n1

InChI

InChI=1S/C7H7IN2O2/c1-12-7(11)5-3-2-4(9)6(8)10-5/h2-3H,9H2,1H3

InChIKey

XYAWLFXZOHDXKP-UHFFFAOYSA-N

LogP

1.055

Topological Polar Surface Area

65.21000000000001 Å²

Hydrogen Bond Donor/Acceptor

2 / 4

Safety Information

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GHS Hazard Pictograms

H302

Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

Synonyms & References

English

methyl 5-amino-6-iodopyridine-2-carboxylate
METHYL 5-AMINO-6-IODOPICOLINATE
Methyl 5-amino-6-iodo-2-pyridinecarboxylate (ACI)
5-Amino-6-iodopyridine-2-carboxylic acid methyl ester

MDL Number

MFCD11977097

FAQ

What are the physical and chemical properties of Methyl 5-amino-6-iodo-2-pyridinecarboxylate (CAS: 872355-60-7)?

Methyl 5-amino-6-iodo-2-pyridinecarboxylate (CAS: 872355-60-7) is a crystalline compound with a molecular weight of approximately 312.03 g/mol. It has a low solubility in water but is soluble in organic solvents such as methanol and DMF. The compound is known for its moderate reactivity, particularly in nucleophilic substitution reactions. It is stable under normal atmospheric conditions but should be handled with care to avoid prolonged exposure to air and moisture.

How is Methyl 5-amino-6-iodo-2-pyridinecarboxylate (CAS: 872355-60-7) typically synthesized?

Methyl 5-amino-6-iodo-2-pyridinecarboxylate (CAS: 872355-60-7) is typically synthesized via nucleophilic substitution of methyl 5-amino-2-pyridinecarboxylate with iodine in the presence of a suitable base such as potassium carbonate. The reaction is carried out in a suitable organic solvent like DMF, and it usually provides a high yield with good selectivity. Catalysts such as copper(II) acetate can also be used to enhance the reaction efficiency.

What industries use Methyl 5-amino-6-iodo-2-pyridinecarboxylate (CAS: 872355-60-7)?

Methyl 5-amino-6-iodo-2-pyridinecarboxylate (CAS: 872355-60-7) is primarily used in the pharmaceutical industry for the synthesis of various drug intermediates. It is also used in the development of sensors and in the preparation of certain organic materials. Its unique chemical properties make it a valuable reagent in academic research for studying nucleophilic substitution reactions and as a building block for more complex molecules.

What precautions should be taken when handling Methyl 5-amino-6-iodo-2-pyridinecarboxylate (CAS: 872355-60-7)?

Methyl 5-amino-6-iodo-2-pyridinecarboxylate (CAS: 872355-60-7) should be handled in a fume hood due to its potential for generating iodine fumes upon exposure to air. Personal protective equipment (PPE) including gloves, goggles, and a lab coat is essential. In case of a spill, it should be carefully cleaned up using appropriate methods, and the area should be well-ventilated. Safety data sheets (SDS) should be consulted for detailed emergency procedures and storage guidelines.