methyl 6-cyano-1H-indole-2-carboxylate

Basic Information

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CAS Number

104291-83-0

Molecular Formula

C11H8N2O2

Molecular Weight

189.21 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 Nitriles

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

SMILES

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COC(=O)C1=CC2=C(N1)C=C(C=C2)C#N

InChI

InChI=1S/C11H8N2O2/c1-15-11(14)10-5-8-3-2-7(6-12)4-9(8)13-10/h2-5,13H,1H3

InChIKey

VDOVWALYWVUEQR-UHFFFAOYSA-N

LogP

2.2629200000000003

Topological Polar Surface Area

42.09 Å²

Hydrogen Bond Donor/Acceptor

1 / 3

Complexity

307

Synonyms & References

English

Methyl 6-cyano-1H-indole-2-carboxylate
1H-Indole-2-carboxylic acid, 6-cyano-, methyl ester
6-Cyanindol-2-carbonsaeure-methylester
6-cyanoindole-2-carboxylic acid methyl ester
AC1OG68M
ALBB-007595
ANW-50043
BBL022466
CTK4A2918
methyl 4-cyanoindole-2-carboxylate
methyl 6-cyano-2-indolecarboxylate
SureCN1307519
6-cyano-1h-indole-2-carboxylic acid methyl ester
VDOVWALYWVUEQR-UHFFFAOYSA-N
STK504648
AX8181419
AB0034537
BB0254321
X8708
ST24031167
BB 0254321
methyl 6-cyano-1H-indole-2-carboxylate
CS-0043066
DS-1053
DB-096402
DTXSID20427997
Methyl6-cyano-1H-indole-2-carboxylate
MFCD07375393
104291-83-0
A896251
SCHEMBL1307519

MDL Number

MFCD07375393

FAQ

What are the physical and chemical properties of methyl 6-cyano-1H-indole-2-carboxylate (CAS: 104291-83-0)?

Methyl 6-cyano-1H-indole-2-carboxylate (CAS: 104291-83-0) is a solid with a crystalline form. It has a molecular weight of approximately 229.21 g/mol. This compound is slightly soluble in water but soluble in common organic solvents like ethanol and dichloromethane. It is known for its reactivity towards nucleophiles and electrophiles, making it useful in various synthetic applications.

How is methyl 6-cyano-1H-indole-2-carboxylate (CAS: 104291-83-0) typically synthesized?

Methyl 6-cyano-1H-indole-2-carboxylate (CAS: 104291-83-0) is typically synthesized via a multistep process involving the condensation of indole-2-carboxylic acid and cyanoacetamide, followed by esterification with methanol. This reaction can be catalyzed by various Lewis acids or reactive metal catalysts. The yield is typically around 70-80%.

What industries use methyl 6-cyano-1H-indole-2-carboxylate (CAS: 104291-83-0)?

Methyl 6-cyano-1H-indole-2-carboxylate (CAS: 104291-83-0) is primarily used in the pharmaceutical and chemical industries. It serves as a key intermediate in the synthesis of various medications and is also utilized in the development of new materials such as polymers and sensors due to its unique chemical functionality.

What precautions should be taken when handling methyl 6-cyano-1H-indole-2-carboxylate (CAS: 104291-83-0)?

When handling methyl 6-cyano-1H-indole-2-carboxylate (CAS: 104291-83-0), it is essential to use personal protective equipment (PPE) such as gloves, goggles, and a laboratory coat. Work should be conducted in a well-ventilated area or a fume hood to avoid inhaling the vapors. Spills should be handled with appropriate absorbent materials, and the material safety data sheet (MSDS) should be consulted for detailed spill cleanup procedures.