| Identification | More | [Name]
Indole-7-carboxaldehyde | [CAS]
1074-88-0 | [Synonyms]
1H-INDOLE-5-CARBALDEHYDE
1H-INDOLE-7-CARBALDEHYDE
7-FORMYLINDOLE
INDOLE-7-ALDEHYDE
INDOLE-7-CARBALDEHYDE
INDOLE-7-CARBOXALDEHYDE
RARECHEM AH BS 0111
7-Indolecarboxaldehyde
1H-Indole-7-carboxaldehyde (9CI)
INDOLE-7-CARBOXALDEHYDE (7-FORMYLINDOLE)
1H-Indole-7-carboxaldehyde
7-Formyl-1H-indole | [Molecular Formula]
C9H7NO | [MDL Number]
MFCD01318152 | [Molecular Weight]
145.16 | [MOL File]
1074-88-0.mol |
| Chemical Properties | Back Directory | [Appearance]
Yellow Crystalline Solid | [Melting point ]
87-91 °C (lit.) | [Boiling point ]
339.1±15.0 °C(Predicted) | [density ]
1.278±0.06 g/cm3(Predicted) | [storage temp. ]
Keep Cold | [solubility ]
Chloroform, Dichloromethane | [form ]
Solid | [pka]
15.50±0.30(Predicted) | [color ]
Yellow Crystalline | [Water Solubility ]
insoluble | [Sensitive ]
Air Sensitive | [BRN ]
1524960 | [InChI]
InChI=1S/C9H7NO/c11-6-8-3-1-2-7-4-5-10-9(7)8/h1-6,10H | [InChIKey]
XQVZDADGTFJAFM-UHFFFAOYSA-N | [SMILES]
N1C2=C(C=CC=C2C=O)C=C1 | [CAS DataBase Reference]
1074-88-0(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed.
R43:May cause sensitization by skin contact. | [Safety Statements ]
S36/37:Wear suitable protective clothing and gloves . | [WGK Germany ]
3
| [F ]
10 | [HS Code ]
29339900 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Skin Sens. 1 |
| Hazard Information | Back Directory | [Chemical Properties]
Yellow Crystalline Solid | [Uses]
Indole-7-carboxaldehyde (cas# 1074-88-0) is a compound useful in organic synthesis. | [Uses]
Indole-7-carboxaldehyde is used in an efficient synthesis of fused pyrroloquinolinedicarboxylates from acetylenedicarboxylates and triphenylphosphine. 1.reactant for preparation of antiandrogens. 2.reactant for preparation of antiplatelet agent. 3.reactant for preparation of liver
| [Definition]
ChEBI: Indole-7-carboxaldehyde is a member of indoles. | [Synthesis Reference(s)]
Synthetic Communications, 36, p. 1051, 2006 DOI: 10.1080/00397910500503470 | [Synthesis]
General procedure for the synthesis of indole-7-carboxaldehyde from (1H-indol-7-yl)methanol: (1H-indol-7-yl)methanol (8.0 g, 54.3 mmol) was dissolved in 400 mL of dichloromethane, and activated manganese(IV) oxide (85%, 41.0 g, 0.40 mol) was added. The reaction mixture was stirred at room temperature for 72 hours. Upon completion of the reaction, 200 mL of dichloromethane and 400 mL of methanol were added to the mixture, followed by filtration through a silica gel pad to remove solid impurities. The filtrate was concentrated to give the crude product, which was further purified by silica gel column chromatography to afford the target product 1H-indole-7-carboxaldehyde (I-1) (6.55 g, 83% yield). The structure of the product was confirmed by 1H-NMR (CDCl3). | [References]
[1] Synthetic Communications, 2006, vol. 36, # 8, p. 1051 - 1056
[2] Patent: US2006/79520, 2006, A1. Location in patent: Page/Page column 43
[3] Patent: WO2006/44415, 2006, A2. Location in patent: Page/Page column 78; 106-107
[4] Journal of the American Chemical Society, 2006, vol. 128, # 12, p. 4023 - 4034
[5] Chemical and Pharmaceutical Bulletin, 1986, vol. 34, # 10, p. 4116 - 4125 |
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