| Identification | More | [Name]
N-Acetic acid-indole-3-carboxaldehyde | [CAS]
138423-98-0 | [Synonyms]
1-ACETIC ACID INDOLE-3-CARBOXALDEHYDE
(3-FORMYL-1-INDOLYL)ACETIC ACID
(3-FORMYL-INDOL-1-YL)-ACETIC ACID
3-FORMYLINDOLE-1-YL-ACETIC ACID
3-FORMYL INDOLEACETIC ACID
CHEMBRDG-BB 4002661
INDOLE-N-ACETIC ACID 3-CARBOXALDEHYDE
N-ACETIC ACID-INDOLE-3-CARBOXALDEHYDE
TIMTEC-BB SBB010076
(3-FORMYL-1-INDOLYL)ACETIC ACID 97+%
3-Formylindole-1-acetic acid, 97+%
3-Formylindole-N-acetic acid
1H-indole-1-acetic acid, 3-formyl- | [Molecular Formula]
C11H9NO3 | [MDL Number]
MFCD00452923 | [Molecular Weight]
203.19 | [MOL File]
138423-98-0.mol |
| Chemical Properties | Back Directory | [Melting point ]
197-200 °C(lit.) | [Boiling point ]
458.5±25.0 °C(Predicted) | [density ]
1.30±0.1 g/cm3(Predicted) | [storage temp. ]
2-8°C
| [form ]
solid | [pka]
4.15±0.10(Predicted) | [Appearance]
Light yellow to yellow Solid | [Sensitive ]
Air Sensitive | [BRN ]
5431204 | [InChI]
InChI=1S/C11H9NO3/c13-7-8-5-12(6-11(14)15)10-4-2-1-3-9(8)10/h1-5,7H,6H2,(H,14,15) | [InChIKey]
ZUUGBTJTGRTIFK-UHFFFAOYSA-N | [SMILES]
N1(CC(O)=O)C2=C(C=CC=C2)C(C=O)=C1 | [CAS DataBase Reference]
138423-98-0(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [F ]
8-10-23 | [HazardClass ]
IRRITANT | [HS Code ]
29339900 |
| Hazard Information | Back Directory | [Chemical Properties]
Solid | [Uses]
Handle to synthesize an indolecarboxaldehyde resin by coupling to an amino-resin. Amines and derivatives can be immobilized by reductive amination of this aldehyde resin. Mild cleavage with 50% TFA | [reaction suitability]
reagent type: cross-linking reagent | [Synthesis]
Ethyl (3-formyl-1H-indol-1-yl)acetate (15.9 g, 69 mmol) was dissolved in 1,4-dioxane (100 mL), 1 N sodium hydroxide solution (10 mL) was added, and the resulting mixture was stirred at 0 °C. The reaction mixture was then stirred at room temperature for 4 days. After completion of the reaction, water (500 mL) was added and the mixture was washed with ether (150 mL). The aqueous phase was acidified with 5 N hydrochloric acid to pH < 2 and subsequently extracted with ethyl acetate (250 mL + 150 mL) in two fractions. The organic phases were combined, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give (3-formylindol-1-yl)acetic acid (10.3 g, 73% yield) as a white solid. The product was characterized by 1H-NMR (DMSO-d6): δH=5.20 (2H, s), 7.3 (2H, m), 7.55 (1H, d), 8.12 (1H, d), 8.30 (1H, s), 9.95 (1H, s), 13.3 (1H, br s). | [References]
[1] Patent: WO2006/82245, 2006, A1. Location in patent: Page/Page column 230
[2] Patent: US2005/65066, 2005, A1. Location in patent: Page/Page column 120
[3] Patent: WO2004/80480, 2004, A1. Location in patent: Page/Page column 226
[4] Patent: WO2006/5683, 2006, A1. Location in patent: Page/Page column 225
[5] Patent: US2003/229120, 2003, A1. Location in patent: Page 75 |
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