ethyl 2-methyl-1H-indole-3-carboxylate

HCID 4072358CAS 53855-47-3

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Basic information

Standard SMILES: CCOC(=O)c1c(C)[nH]c2ccccc12
InChIKey: ICXKIKDXKRONLF-UHFFFAOYSA-N
Molecular formula: C12H13NO2
Average molar mass: 203.24 g/mol
Monoisotopic mass: 203.09462866

Names & identifiers

Preferred name: ethyl 2-methyl-1H-indole-3-carboxylate
IUPAC: ethyl 2-methyl-1H-indole-3-carboxylate
English name: Ethyl 2-methyl-2,3-dihydro-indole-3-carboxylate
Molecular formula: C12H13NO2
Molecular weight: 203.24

Names & synonyms

ethyl 2-methyl-1H-indole-3-carboxylate53855-47-3DTXSID00399027RefChem:1084808DTXCID60349886Ethyl 2-methylindole-3-carboxylateMFCD01863674ETHYL 2-METHYL-2,3-DIHYDRO-INDOLE-3-CARBOXYLATE2-methyl-1H-indole-3-carboxylic acid ethyl esterEthyl 2-methyl-3-indolecarboxylate2-methyl-3-carbethoxyindoleSCHEMBL2885446

Show more names

Ethyl 2-methylindole-3-carboxylate 99%2-Methylindole-3-carboxylic acid ethyl ester1H-Indole-3-carboxylic acid, 2-methyl-, ethyl ester

ICXKIKDXKRONLF-UHFFFAOYSA-NKUC108715NBBL023477Ethyl 2-methyl-indole-3-carboxylateGEO-03725STL356021AKOS000441637CS-W022663

Database identifiers

CAS: 53855-47-3
PubChem CID: 4072358
DTXSID: DTXSID00399027
Nikkaji: J291.456E

Properties

Computed structural properties

XLogP: 2.7
Topological polar surface area: 42.1 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 2
Rotatable bonds: 3
Heavy atoms: 15
Formal charge: 0
Complexity: 242

Physicochemical properties

Melting point: 134 · 134-136 °C (lit.)
Boiling point: 344.1 · 344.1±22.0 °C(Predicted)
Density: 1.177 · 1.177±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
pka: 15.99 · 15.99±0.30(Predicted)
Appearance: Off-white to light yellow Solid
InChI: 1S/C12H13NO2/c1-3-15-12(14)11-8(2)13-10-7-5-4-6-9(10)11/h4-7,13H,3H2,1-2H3
InChIKey: ICXKIKDXKRONLF-UHFFFAOYSA-N
SMILES: CCOC(=O)c1c(C)[nH]c2ccccc12
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P301+P312-P302+P352-P304+P340-P305+P351+P338
PPE: 95 · Eyeshields, Gloves, type N95 (US)
WGK Germany: 3 · 3
Storage Class: 13 · 13 - Non Combustible Solids

Safety & regulation

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
Signal word: Warning
Symbol(GHS): GHS07
Storage Class: 13 - Non Combustible Solids
Hazard statements: H302-H315-H319-H335
Precautionary statements: P261-P301+P312-P302+P352-P304+P340-P305+P351+P338

Chemistry & industry

Applications

UsesReactant for preparation of:2-methyl-3-[5-substituted phenyl-1,3,4-oxadiazol-2-yl]-1H-indoles as antimicrobial agentsAminoheterocycle via N-amination of heterocyclic compounds with O-benzoylhydroxylamines

General DescriptionEthyl 2-methylindole-3-carboxylate is a 2-substituted 1H-indole-3-carboxylate derivative. It can be prepared by reacting 2-iodoaniline with ethyl acetoacetate sodium salt in the presence of copper iodide.