Indol-2-carbonsure

Indole-2-carboxylic acid

HCID 72899CAS 1477-50-5

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Grundinformationen

Standard-SMILES: O=C(O)c1cc2ccccc2[nH]1
InChIKey: HCUARRIEZVDMPT-UHFFFAOYSA-N
Summenformel: C9H7NO2
Durchschnittliche Molmasse: 161,16 g/mol
Monoisotopische Masse: 161,04767846

Überblick

Indole-2-carboxylic acid is an indolyl carboxylic acid.

Namen und Bezeichner

Bevorzugter Name: Indole-2-carboxylic acid
IUPAC: 1H-indole-2-carboxylic acid
Lokaler Name: Indol-2-carbonsure
Englischer Name: Indole-2-carboxylic acid
Summenformel: C9H7NO2
Molmasse: 161.16

Namen und Synonyme

Indole-2-carboxylic acid1H-Indole-2-carboxylic acid1477-50-5DTXSID20163782RefChem:790959DTXCID9086273216-030-42-Carboxyindole2-Indolecarboxylic acidMFCD00005611Indol-2-Carboxylic Acidcarboxyindole

Weitere Namen anzeigen

Indole-2-carboxylicNSC 16598e-2-carboxyLAKOS JY2082713Indol-2-carbonsure2-Carboxy-1H-indoleTIMTEC-BB SBB003953

2-INDOLYLFORMIC ACIDSpectrum_0014851H-2-indolecarboxylic acid1H-indole-2-carboxylicacidCHEMBL278390KBio2_004533SMR000112260EN300-16592

Datenbank-Bezeichner

CAS: 1477-50-5
PubChem CID: 72899
DTXSID: DTXSID20163782
ChEMBL: CHEMBL278390
ChEBI: CHEBI:169990
EC Number: 216-030-4
Nikkaji: J132E

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 2,3
Polarare Oberfläche (TPSA): 53,1 Å²
H-Brücken-Donoren: 2
H-Brücken-Akzeptoren: 2
Frei drehbare Bindungen: 1
Schwere Atome: 12
Formalladung: 0
Komplexität: 193

Experimentelle und physikochemische Eigenschaften

SpringerMaterials PropertiesChemical shift

LogP · 2 Einträge

2.31

Physical DescriptionSolid

Physikochemische Eigenschaften

Schmelzpunkt: 202 · 202-206 °C(lit.)
Siedepunkt: 287.44 °C · 287.44°C (rough estimate)
Dichte: 1.248 · 1.2480 (rough estimate)
Brechungsindex: 1.505 · 1.5050 (estimate)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
Löslichkeit: 5 % · Soluble in clear yellow solution 5% in ethanol, dimethyl sulfoxide and methanol.
pka: 4.44 · 4.44±0.30(Predicted)
Aggregatzustand: Crystalline Powder or Crystals
Farbe: Off-white to yellow to brown
BRN: 124132 · 124132
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
SMILES: N1C2=C(C=CC=C2)C=C1C(O)=O
CAS Datenbank: 1477 · 1477-50-5(CAS DataBase Reference)
NIST chemische Informationen: -2 · Indole-2-carboxylic acid(1477-50-5)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H302 (83.3%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 6 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information · 2 Einträge

Chemical: 1H-Indole-2-carboxylic acid

1H-Indole-2-carboxylic acid: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Other Safety InformationEvaluation - Chemicals not considered for in depth evaluation - Not commercially active in Australia

Hazard Classes and CategoriesAcute Tox. 4 (83.3%)

Sicherheitsdaten

wgk: 3
hs_code: 29339990
RTECS-Nr.: NK7882812
risk_code: 36/37/38-21/22
hazard_code: Xn,Xi
safety_code: 22-24/25
hazard_class: IRRITANT
Speicherklasse: 11 - Combustible Solids

Chemie und Industrie

Anwendungen · 1 Eintrag

Verwenden• ;Reactant for total synthesis of (±)-dibromophakellin and analogs1• ;Reactant for synthesis of the pyrrolizidine alkaloid (±)-trachelanthamidine2• ;Reactant for stereoselective preparation of renieramycin G analogs3• ;Reactant for preparation of spirooxoindolepyrrolidines via reduction of indole-2-carboxylic acid followed by oxidation, condensation, reduction, amidation and Kharasch radical cyclization4• ;Reactant for Pd-catalyzed cyclization5• ;Reactant for preparation of N,N′-(pentane)diylbis[indolecarboxamide] and N,N′-[phenylenebis(