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Indole-2-carboxylic acid

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Name

Indole-2-carboxylic acid

EINECS 216-030-4
CAS No. 1477-50-5 Density 1.408 g/cm3
PSA 53.09000 LogP 1.86610
Solubility N/A Melting Point 202-206 °C(lit.)
Formula C9H7NO2 Boiling Point 419.6 °C at 760 mmHg
Molecular Weight 161.16 Flash Point 207.6 °C
Transport Information N/A Appearance Off-white crystal powder
Safety 22-24/25 Risk Codes 36/37/38-21/22
Molecular Structure Molecular Structure of 1477-50-5 (Indole-2-carboxylic acid) Hazard Symbols IrritantXi,HarmfulXn
Synonyms

1H-Indole-2-carboxylic acid (9CI);1H-indole-2-carboxylate;2-Carboxyindole;2-Indole carboxylic acid,methyl ester;2-Indolecarboxylic acid:Indole-2-carboxylic acid;indole-2-formic acid;Indole-2-carboxlicacid;1H-2-Indolecarboxylic acid;

Article Data 98

Indole-2-carboxylic acid Synthetic route

3770-50-1

2-carbethoxyindole

1477-50-5

Indole-2-carboxylic acid

Conditions
ConditionsYield
With potassium hydroxide In water at 120℃; for 0.5h;99.9%
With sodium hydroxide In ethanol; water at 70℃; for 2h;97%
With sodium hydroxide at 200℃; for 0.0166667h; Irradiation; microwave;94%
40899-93-2

1-(phenylsulfonyl)-1H-indole-2-carboxylic acid

1477-50-5

Indole-2-carboxylic acid

Conditions
ConditionsYield
With sodium t-butanolate In 1,4-dioxane at 80℃; for 3h; Inert atmosphere;98%
5461-32-5

o-nitrophenylpyruvic acid

1477-50-5

Indole-2-carboxylic acid

Conditions
ConditionsYield
With sodium dithionite In 1,4-dioxane; water for 3h; Reflux;96%
With sodium hydroxide; sodium dithionite
16851-56-2

indolin-2-yl carboxylic acid

1477-50-5

Indole-2-carboxylic acid

Conditions
ConditionsYield
With potassium tert-butylate In decane at 150℃; for 36h; Inert atmosphere; Schlenk technique;96%
With carbon dioxide; DBN; Eosin Y In dimethyl sulfoxide at 25 - 30℃; for 48h; Irradiation;91%
With 4-tert-Butylcatechol; oxygen In water at 20℃; for 20h; Green chemistry;80%
With perylene diimide covalent immobilized to SiO2 nanospheres; air In N,N-dimethyl acetamide at 20℃; UV-irradiation;67%
With oxygen at 80℃; under 760.051 Torr; for 6h; Catalytic behavior; Green chemistry; chemoselective reaction;

(4Z)-4-[(2-bromophenyl)methylene]-2-phenyl-1,3-oxazole-5-one

1477-50-5

Indole-2-carboxylic acid

Conditions
ConditionsYield
With methanol; potassium carbonate; copper(I) bromide In N,N-dimethyl-formamide at 20 - 120℃; Reagent/catalyst; Temperature; Solvent;95%
52900-69-3, 77435-90-6, 82301-55-1

(Z)-2-phenyl-4-(2-chlorobenzylidene)-(4H)-1,3-oxazol-5-one

1477-50-5

Indole-2-carboxylic acid

Conditions
ConditionsYield
With methanol; copper; sodium carbonate In toluene at 20 - 120℃;90%
127-17-3

2-oxo-propionic acid

615-36-1

2-bromoaniline

1477-50-5

Indole-2-carboxylic acid

Conditions
ConditionsYield
With potassium phosphate; bis(N,N'-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)palladium(0) In 1,4-dioxane at 100℃; for 10h; Inert atmosphere;89%
124-38-9

carbon dioxide

139409-34-0

2-bromo-1H-indole

1477-50-5

Indole-2-carboxylic acid

Conditions
ConditionsYield
Stage #1: 2-bromo-1H-indole With isopropylmagnesium chloride In tetrahydrofuran at 0℃; for 0.166667h;
Stage #2: With n-butyllithium In tetrahydrofuran; hexane at -20℃; for 0.5h;
Stage #3: carbon dioxide In tetrahydrofuran; hexane at -20℃; for 0.5h;
85%

n-butyl 1-(pyrimidin-2-yl)-1H-indole-2-carboxylate

1477-50-5

Indole-2-carboxylic acid

Conditions
ConditionsYield
With sodium ethanolate In ethanol; dimethyl sulfoxide at 100℃; for 11h; regioselective reaction;84%
615-43-0

2-iodophenylamine

127-17-3

2-oxo-propionic acid

1477-50-5

Indole-2-carboxylic acid

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane; palladium diacetate In N,N-dimethyl-formamide at 105℃;82%
With 1,4-diaza-bicyclo[2.2.2]octane; palladium diacetate In N,N-dimethyl-formamide at 105℃; Inert atmosphere; regioselective reaction;82%

Indole-2-carboxylic acid Chemical Properties

Product Name: Indole-2-carboxylic acid (CAS NO.1477-50-5)

Molecular Formula: C9H7NO2
Molecular Weight: 161.16g/mol
Mol File: 1477-50-5.mol
EINECS: 216-030-4
Melting Point: 202-206 °C(lit.)
Boiling point: 419.6 °C at 760 mmHg
Flash Point: 207.6 °C
Density: 1.408 g/cm3
Index of Refraction: 1.725 
Molar Refractivity: 45.45 cm3 
Molar Volume: 114.4 cm3 
Surface Tension: 71.6 dyne/cm
Enthalpy of Vaporization: 70.99 kJ/mol
Vapour Pressure: 8.6E-08 mmHg at 25°C
XLogP3-AA: 2.3
H-Bond Donor: 2
H-Bond Acceptor: 2
Structure Descriptors of Indole-2-carboxylic acid (CAS NO.1477-50-5):
  IUPAC Name: 1H-indole-2-carboxylic acid
  Canonical SMILES: C1=CC=C2C(=C1)C=C(N2)C(=O)O
  InChI: InChI=1S/C9H7NO2/c11-9(12)8-5-6-3-1-2-4-7(6)10-8/h1-5,10H,(H,11,12) 
  InChIKey: HCUARRIEZVDMPT-UHFFFAOYSA-N
Product Categories: Indole/indoline/oxindole; indole derivative; Indole and Indoline; Indoles and derivatives; Carboxylic Acids; Pyrroles & Indoles; Indole; Organic acids; Amino Acids 13C, 2H, 15N; Indoles; Simple Indoles; Amino Acids & Derivatives; Indole Derivatives; Carboxylic Acids; Pyrroles & Indoles

Indole-2-carboxylic acid Safety Profile

Safety Information of Indole-2-carboxylic acid (CAS NO.1477-50-5):
Hazard Codes: XnHarmful,XiIrritant
Risk Statements: 36/37/38-21/22   
R36/37/38:Irritating to eyes, respiratory system and skin. 
R20/21:Harmful by inhalation and in contact with skin.
Safety Statements: 22-24/25
S22:Do not breathe dust. 
S24/25:Avoid contact with skin and eyes.
WGK Germany: 3
RTECS: NK7882812
Hazard Note: Irritant
HazardClass: IRRITANT
HS Code: 29339990

Indole-2-carboxylic acid Specification

 Indole-2-carboxylic acid , its CAS NO. is 1477-50-5, the synonyms are 2-Carboxyindole ; 2-Indolecarboxylic acid ; 1H-Indole-2-carboxylic acid (9CI) .

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